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“Should I convert my traditional IRA or 401(k) to a Roth?” If you’ve asked yourself this question lately, you’re in good company. Perhaps you’re a high-earner who makes too much to contribute directly to a Roth IRA but wants access to tax-free growth. Or maybe you’re concerned about future tax rates and want to ensure more tax-free income in retirement. With market volatility and changing tax laws on the horizon, many of our clients are wondering if a Roth conversion could be a smart money move to save on taxes and provide more flexibility down the road. While we think Roth conversions are a great strategy, they don’t make sense for everyone. Let’s break down when Roth conversions actually make sense — and when they don’t — in plain English. Back to Basics: What is a Roth IRA? Before we dive into strategy, let’s recap the differences between a Roth retirement account and a traditional one. Traditional retirement accounts, such as a traditional IRA or 401(k), provide you with a tax deduction when you contribute. You save on taxes now , but you’ll pay taxes on that money in the future when you withdraw it as income in retirement. A Roth IRA allows you to contribute money that you’ve already paid income taxes on. You don’t enjoy savings this year, but the interest you earn on that money grows tax-free, and the withdrawals are 100% tax-free in retirement once you meet certain eligibility requirements. For many people, these lifetime tax savings are significantly greater , which is why a Roth conversion is such an intriguing strategy. What Is a Roth Conversion? Imagine you’ve been making retirement contributions to a traditional 401(k) for the past 25 years. You’ve enjoyed income tax deductions each year as you squirrel away money for your future. But as you’re scrolling through your newsfeed one night after dinner, you come across an article about the unexpected tax bills many retirees are faced with in retirement, significantly eating into their retirement income. The article suggests making contributions to a Roth account instead, in order to avoid this scenario in the future. But you’ve already been making contributions to a traditional account for 25 years. Have you missed out? Not necessarily. With a Roth conversion, you can move money from another retirement account, such as a Traditional IRA or 401(k), into a Roth IRA. Essentially, a Roth conversion allows you to “pre-pay” taxes so your future self won’t have to. For many people, this can be a smart move. But there are caveats: Convert too much at once, and you might push yourself into a higher tax bracket this year. Convert too little over time, and you might miss opportunities to lower your lifetime tax bill. The challenge lies in finding the right balance. When Roth Conversions Make Sense In general, Roth conversions can make sense for individuals in the following circumstances: 1. You’re a High Earner For 2025, direct Roth IRA contributions are phased out for single filers with incomes between $150,000-$165,000 and for joint files with incomes between $236,00-$246,000. If your income exceeds these thresholds, you can’t contribute directly to a Roth IRA. However, Roth conversions have no income limits. This creates a powerful opportunity for high-income earners to still enjoy tax-free growth in retirement. By making non-deductible contributions to a traditional IRA (which has no income limits) and then converting those funds to a Roth IRA — often called a “backdoor Roth” — you can effectively circumvent the income restrictions. 2. You’re in a “Tax Valley” You may be in a “tax valley” if you’re currently experiencing a period where your income is lower than you expect in the future. For example, you may be early in your career, taking a sabbatical from work, or starting a business. These can all be opportune years to make a Roth conversion. New retirees may also find themselves in a temporary “tax valley.” For example, if you’re recently retired but haven’t yet started collecting Social Security or required minimum distributions (RMDs), this window from your early 60s to 70s could be a golden opportunity to convert portions of your traditional retirement savings into a Roth. By strategically moving money over a few years, you can fill up the lower tax brackets and reduce your future RMDs, which might otherwise push you into a higher bracket later. This can also help reduce the tax burden on your Social Security benefits once you begin collecting them. 3. You Have a Long Time Horizon Younger investors in their 30s and 40s may benefit from a Roth conversion if they have decades for that money to grow tax-free. For example, $100,000 converted to a Roth at age 35 could potentially grow to over $1 million by retirement age — all of which could be withdrawn tax-free. That same conversion done at age 60 might only have time to grow to $140,000-$150,000 before withdrawals begin. 4. You Want to Leave a Tax-Free Legacy Roth IRAs are powerful estate planning tools. Your spouse can treat an inherited Roth IRA as their own, allowing the assets to continue growing tax-free without requiring distributions during their lifetime, creating the potential for decades of additional tax-free growth. Kids or grandkids who inherit a Roth IRA will also enjoy a tax-free inheritance, at least for a time. In contrast, inheriting a traditional IRA means your beneficiaries would pay taxes on every dollar they withdraw — potentially during their peak earning years when they’re in a higher tax bracket. When Roth Conversions Don’t Make Sense Of course, just because you can convert doesn’t mean you should . Here are a few situations when a Roth conversion strategy might not work in your favor: 1. You’re Currently in a High Tax Bracket If you’re currently in your peak earning years and already paying taxes in the 35% or 37% federal tax brackets, converting could mean handing over a substantial portion of your retirement savings to the IRS. For example, a $100,000 conversion for someone in the 35% federal tax bracket could trigger an additional tax bill of $35,000 or more. If you expect to be in a lower bracket during retirement — say 22% or 24% — waiting to pay taxes then might be more advantageous. 2. You Don’t Have Cash to Pay the Taxes The most efficient Roth conversion strategy requires having cash outside your retirement accounts to pay the resulting tax bill. Here’s why this matters: If you have to withdraw extra money from your traditional IRA to cover the taxes on the conversion, you’re reducing your future growth potential. For instance, if you want to convert $50,000 and are in the 24% tax bracket, you may need an additional $12,000 for taxes. If you take that $12,000 from your IRA too, you’d pay taxes on that withdrawal as well, creating a compounding tax problem. Even worse, if you’re under age 59½, you could face a 10% early withdrawal penalty on any funds used to pay the taxes, further reducing the effectiveness of your conversion. 3. You’ll Need the Money Soon In general, Roth IRAs have a five-year rule that states you must wait five years from the beginning of the tax year of your first contribution to make a withdrawal of the earnings. (You can withdraw contributions , not earnings, tax-free and penalty-free at any time.) For Roth conversions, however, a new five-year rule starts separately for each conversion. While there are exemptions to this penalty, such as disability and turning age 59½, it’s worth considering if you plan to use the converted funds in the near future. Enter: The Roth Conversion Ladder One strategy we often recommend to clients who want to implement a Roth conversion is the Roth conversion ladder. This approach helps work around the five-year rule while building a tax-efficient income stream, especially for those planning an early retirement. Here’s how it works: Year 1: You convert a portion of your traditional IRA to a Roth (let’s say $30,000). Year 2: You convert another $30,000. Year 3: You convert another $30,000. Year 4: You convert another $30,000. Year 5: You guessed it — you convert another $30,000. Year 6: Now the Year 1 conversion is available for withdrawal without penalties. Each following year : A new “rung” of the ladder becomes accessible while you continue adding new conversions at the top. Over time, you build a steady stream of tax-free income in retirement that you can predictably access. This strategy is particularly valuable for early retirees who need income before the traditional retirement age or for anyone looking to minimize RMDs down the road. For example, a couple retiring at 55 might build a conversion ladder to provide $30,000 of annual tax-free income starting at age 60, giving them a bridge until they begin taking Social Security benefits at age 67. Meanwhile, they can use other savings for the first five years of retirement while the initial conversions “season.” The ladder approach also allows you greater flexibility to manage your tax bracket each year by controlling exactly how much you convert, rather than converting a large sum all at once and potentially pushing yourself into a higher tax bracket. Making Your Roth Conversion Decision As you’ve seen, Roth conversions are far from a one-size-fits-all strategy. The right approach depends on your unique financial situation, current and future tax bracket, retirement timeline, and long-term goals. When considering a Roth conversion, remember that it’s not just about the math. Many of our clients initially hesitate at the thought of writing a big check to the IRS today, even when they know the long-term benefits. That emotional response is completely normal. This is where thoughtful financial planning comes in. At Five Pine Wealth Management , we help you look beyond the immediate tax bill to see how today’s decisions impact your retirement income, Social Security strategy, and even your legacy plans. Sometimes, what feels uncomfortable at the moment creates the greatest long-term benefit for you and your family. So, should you do a Roth conversion? The answer depends on: Your current and projected future tax brackets Whether you’re above income limits for direct Roth contributions Your retirement timeline Whether you have cash available to pay the conversion taxes Your estate and legacy goals Your comfort with paying taxes now versus later A Roth conversion can be either a powerful wealth-building tool or an unnecessary tax expense. The difference comes down to proper planning and timing. The Next Step If you’re wondering whether a Roth conversion makes sense for your situation, let’s talk. Our fiduciary advisors will help you evaluate your options and develop a conversion strategy that aligns with your comprehensive financial plan. We’ll walk through different scenarios, look at the numbers together, and help you feel confident in your decision — whether that means converting, waiting, or taking a gradual approach with a conversion ladder. Ready to explore whether a Roth conversion is right for you? Give us a call at 877.333.1015 or send us an email at info@fivepinewealth.com to schedule a conversation.

You've been diligently saving for retirement, and your portfolio has hit the quarter-million mark—congrats! But now you're wondering: How do I take this to the next level? Hitting $250K in retirement savings is a major milestone, but getting from there to $1 million requires a shift in strategy. When you're just getting started, the focus is often on simply contributing as much as possible. But as your nest egg grows, things like asset allocation, tax efficiency, and long-term investing strategies become just as important as how much you save. The good news? With the right approach, reaching $1 million in retirement savings is not just a dream, but a realistic goal well within your reach. At Five Pine Wealth Management, we guide investors through this journey every day. As fiduciary financial advisors , we're legally obligated to put your interests first—you won't find product pitches or commission-driven recommendations here. Just straightforward strategies designed to help you reach your goals efficiently. So, let's talk about how to optimize your approach and make that million-dollar milestone a reality. Step 1: Investing for Retirement - Why Growth Matters More Than Ever When you had $50K or $100K saved, your main focus was likely getting more money into your accounts. However, once you cross the $250K mark, your portfolio's growth rate becomes a key factor in your future wealth. To illustrate this, let’s look at two different scenarios: If you have $250K saved and earn a 6% average annual return while contributing $15,000 per year, you’ll reach $1 million in about 15 years. If you have the same starting balance but earn an 8% return, you’ll hit $1 million in just under 12 years. That’s a three-year difference—just by optimizing your investment strategy. So, how do you make sure you’re maximizing growth? Max Out Your Tax-Advantaged Accounts Retirement accounts like 401(k)s, IRAs, and HSAs come with tax benefits that accelerate your savings. If you haven’t already, aim to max out contributions each year: 401(k): Up to $23,500 in 2025 (plus a $7,500 catch-up contribution if you’re over 50 or $11,250 for ages 60 to 63). IRA (Traditional or Roth): Up to $7,000 in 2025 (or $8,000 if you’re 50+). HSA (for those with a high-deductible health plan): $4,300 for individuals, $8,550 for families. HSAs are the only triple-tax-advantaged accounts. Max them out to use during retirement. Increase Your Savings Rate Over Time Even if you’re already contributing a healthy percentage of your income, small increases each year make a big difference. If you currently save 10% of your salary, try increasing that by 1% each year until you hit 20% or more. If you get a raise or bonus, direct at least half of it toward your retirement savings instead of lifestyle upgrades. These seemingly small changes can make a significant difference, potentially shaving years off your journey to $1 million. It’s all about the power of incremental progress. Step 2: Asset Allocation Strategies - The Right Mix of Investments Your asset allocation (the mix of stocks, bonds, and other assets in your portfolio) plays a huge role in whether or not you hit your financial goals. At $250K, you still have time before retirement, meaning your portfolio should be focused on growth. Here’s what that looks like: Stock-heavy allocation: Most mid-career investors should have at least 70-80% of their portfolio in stocks, with the remainder in bonds and alternative assets. Stocks historically provide higher long-term returns, which is key to reaching $1 million. Global diversification: Investing across U.S. and international stocks helps manage risk while still capturing growth. Low-cost index funds & ETFs: These offer broad market exposure with low fees—meaning more of your money stays invested. Remember that proper diversification isn't just about owning different stocks—it's about owning investments that behave differently under various economic conditions. Many portfolios we review are far less diversified than their owners realize, with multiple funds holding essentially the same underlying investments. Avoid These Common Mid-Career Investment Mistakes Being too conservative too early: Some investors start shifting too much into bonds and cash once they hit mid-career, but if you have 15+ years until retirement, you need growth-oriented investments. Chasing “hot” stocks or trends: Stick to a solid long-term strategy instead of jumping into whatever’s trending. Forgetting to rebalance: Market movements can throw your asset allocation off balance over time. Rebalancing once or twice a year keeps your portfolio aligned with your goals. Need help figuring out the best allocation for you? A retirement planning financial advisor (like us!) can help you fine-tune your strategy. Step 3: Using Tax-Smart Strategies to Boost Growth When you’re working your way toward $1 million, tax efficiency matters. The less you pay in taxes on your investments, the more your money can grow. Consider these tax-smart moves: Utilize Roth accounts: If you expect to be in a higher tax bracket later, Roth contributions or conversions can save you tens of thousands in future taxes. Use a tax-efficient withdrawal strategy: If you’re drawing from your portfolio, pull from taxable accounts first before tapping tax-advantaged ones. Harvest tax losses: If you have investments that lost value, selling them to offset capital gains can reduce your tax bill. Many mid-career investors start thinking about Roth conversions in their 40s and 50s. Doing small annual conversions allows you to pay taxes now at potentially lower rates and enjoy tax-free growth in retirement. Step 4: Leveraging Employer Benefits & Alternative Investments If you’re earning a healthy income, your employer might offer additional investment opportunities that can help speed up your progress toward $1 million. Employer Benefits to Take Advantage Of After-tax 401(k) contributions (if your employer allows) let you save beyond the normal contribution limits. Backdoor Roth conversions enable you to convert after-tax 401(k) dollars into a Roth IRA for tax-free growth. Stock purchase plans or equity compensation can be another valuable tool—just be sure to diversify. Alternative Investments for Higher Earners For investors with additional funds beyond traditional retirement accounts, other options might include: Real estate investing for rental income or appreciation. Private equity or venture capital for high-growth opportunities. Tax-efficient municipal bonds for those in high tax brackets. These strategies aren’t for everyone, but for higher-net-worth individuals, they can provide valuable diversification and growth potential. Step 5: The Psychological Game - Staying the Course Here's something we've noticed after working with hundreds of successful savers: the journey from $250k to $1 million is often more psychological than mathematical. Market volatility will test your resolve multiple times on this journey. When (not if) markets drop by 20% or more, your $250,000 could temporarily become $200,000 or less. This is precisely when many investors make costly mistakes. The clients who reach their goals fastest are those who: Have a clear plan they trust. Understand that volatility is the price you pay for growth. Can distinguish between temporary market noise and true financial risks. Take the market downturn of early 2020, for example. Clients who stayed invested or even added to their investments during that scary time saw their portfolios not only recover but significantly grow in the following years. In many cases, those who sold at the bottom are still trying to catch up. Building Your Million-Dollar+ Retirement Plan Turning $250,000 into $1 million+ is within reach for many mid-career professionals—particularly those who implement a strategic, disciplined approach. The difference between reaching your goals on schedule or falling short often comes down to having a customized plan that addresses your specific situation. At Five Pine Wealth Management , we've guided numerous clients through this critical growth phase of retirement planning. We believe financial advice should be straightforward, jargon-free, and focused on what works. Are you ready to accelerate your path to financial independence? Let's talk. Schedule a no-obligation consultation by calling 877.333.1015 or emailing info@fivepinewealth.com . Together, we can build a plan to help you pursue that million-dollar milestone—and potentially well beyond.

Despite always hearing about the aging of America and the baby boomer generation, did you know the millennial generation is actually the largest age group in the country? Born between 1981 and 1996, millennials outnumber baby boomers post-WW2, with about 72.2 million millennials in the United States, as of 2023. The media often highlights millennials' financial challenges: mountainous student loan debt, a competitive job market, unaffordable housing, and credit card debt. There’s no doubt it’s been more challenging for millennials to save and gain a stable financial foothold compared to previous generations. Yet despite these hurdles, millennials have financial opportunities available to them that previous generations did not. Millennials came of age with the rise of the internet and advances in technology; they’re digital natives, incredibly tech-savvy, and well-positioned to master the digital era they live in. Millennials’ unique position in history gives them advantages when it comes to investing, starting a business, and increasing their financial literacy. Millennials and Investing Millennials are changing the game when it comes to investing—innovative financial platforms and investment products have helped to evolve the investment landscape, and have made investing more accessible than ever before. As a millennial, embracing this innovation can help move you closer to achieving your goals and building a financially secure future. Impact Investing Millennials are known for being socially conscious with their spending and supporting brands and companies that align with their values. This desire to make a difference often extends into their investments—intentionally choosing to invest in companies that reflect their values and promote the causes they support. Through impact investing, you can support positive global change while also working toward your financial goals. Impact investing can be done through investing in Environmental, Social, and Governance (ESG) investment funds, or through pursuing a strategy of Socially Responsible Investing (SRI). ESG funds focus on businesses that have strong environmental policies, social impact initiatives, and good governance. These funds have become increasingly popular with investors, like millennials, who want to support companies that prioritize sustainability and ethical practices. SRI focuses on investing in companies that promote environmental sustainability, social justice, and corporate ethics. SRI can also exclude investing in companies that engage in activities that are considered negative or harmful—tobacco, alcohol, fossil fuels, firearms, or the defense industry. Cryptocurrencies and Decentralized Finance Cryptocurrencies are newer investment frontiers that techie millennials can be more comfortable exploring than older generations. Crypto such as Bitcoin and Ethereum are digital currencies that operate on blockchain technology , which provides increased transparency and security. Crypto investments can be risky, but can also offer high rewards. Decentralized Finance (DeFi) platforms also leverage the security and transparency of blockchain technology to offer decentralized financial services and transactions. DeFi platforms provide opportunities for lending and investing without traditional intermediaries like banks and other centralized institutions. For millennials, DeFi represents a cutting-edge way to engage with financial services and they can offer more control and potentially higher returns than traditional methods. The Power of Time One of the biggest advantages millennials have when it comes to investing is time. If you start investing early, you can benefit from compound interest and long-term investments, which can significantly boost your returns and help increase your wealth. Compound interest is the process where the interest you earn on an investment is reinvested, which generates more interest. The longer your money is invested, the more it can grow. Even small, consistent contributions to your investment portfolio can accumulate substantial wealth over time. Having a long-term investment horizon allows you to ride out market volatility, and capitalize on growth over time. By not reacting to short-term market fluctuations, you can achieve more stable returns. Long-term investing is a powerful tool that can help you build a secure financial future. Millennial Entrepreneurship This generation’s core characteristics set them apart as innovators and business creators. As digital natives, millennials have a strong grasp of technology which allows them to leverage digital tools such as social media marketing, e-commerce tools, and data analytic platforms to grow their businesses exponentially. You’ve likely seen peers thrive in their ventures through their use of social media, which has become a critical tool for marketing, brand building, and customer engagement. Community-building is also highly valued among this generation—the use of LinkedIn alone helps entrepreneurs connect with fellow collaborators, business owners, and mentors. Similar to aligning your investments with your values, you can easily integrate your ethical beliefs into your business ventures. Ethical business practices such as developing eco-friendly products, creating an inclusive workplace culture, and advocating for fair trade processes can make a positive impact and build loyal customer bases. Millennials and Financial Literacy The millennial generation has more resources than ever to increase their financial literacy. Free online finance courses are easy to access, readily available, and enable you to educate yourself so that you can make smart financial decisions to help you achieve your goals. Personal finance apps like Mint and YNAB (You Need a Budget) can also increase your financial literacy by helping you understand and manage your finances more effectively. They offer features like budget tracking, expense management, and financial goal setting to help you be in full control of your finances. Finance apps make it easier for you to stay on top of your financial health and make informed decisions in managing your money. Work with Us to Reach Your Goals Ever-evolving technology has transformed the financial landscape significantly over the last few decades and millennials are more prepared to take advantage of that transformation than any generation before them. While you can take charge of your finances on your own, working with a financial advisor can help you find your path and stay the course of your journey toward financial security. Financial advisors can provide advice that is tailored to your individual circumstances, to better meet your unique needs and objectives. At Five Pine Wealth Management , we’re committed to helping you create a customized financial plan and investment strategy to help you reach your current and future goals. As fiduciary financial advisors, we always act in your best interest in every step we take with you on your financial journey. We also offer virtual financial planning for millennials looking to fit financial planning into their own schedules. To see if we can help you, email us or give us a call at 877.333.1015 today to schedule a meeting.

Getting a raise is an exciting moment in your career and financial journey. Maybe you’ve gone through an executive-level position change and received a 10% pay bump or an internal promotion yielded you an additional 15%. Regardless of how you got your raise, you’re now in a unique position to move the needle on your long-term financial goals (and maybe splurge a little, too). But before you pull the trigger on that major purchase you’ve been eyeing, it’s important to have a long-term plan for the extra money in your paychecks. Even a significant raise can erode quickly if you suddenly upgrade your home, start vacationing like a celebrity, or snap up that Mercedes you’ve been eyeing. Below are our top five strategic wealth opportunities for you to consider the next time you receive a raise. First Things First: Understand Your New Numbers A 10% or 20% raise may sound like a huge boost, but not all that money will land in your bank account. Before making any financial moves, it’s important to calculate your new take-home increase after taxes and contributions. For example, if you receive a $25,000 raise on a $175,000 salary, you might expect $2,083 more per month. However, after accounting for federal taxes, state taxes, and other deductions, your actual monthly increase might be closer to $1,500. Knowing your actual take-home pay helps you set realistic expectations and make informed financial decisions. Getting a Raise: 5 New Strategic Wealth Opportunities For high-income earners, getting a raise isn’t just more spending power—it’s an opportunity to build lasting wealth while minimizing taxes. Instead of falling into lifestyle creep, consider these five wealth-building strategies to maximize your higher income. 1. Grow: Maximize Tax-Efficient Investment Opportunities With your increased income, you now have more opportunities to maximize tax-advantaged accounts and investment vehicles. For 2025, you can contribute up to $23,500 to your 401(k), plus an additional $7,500 if you're 50 or older. If you weren't maxing out your contributions before, your raise provides an excellent opportunity to reach these limits. Let's say you direct $750 of your new monthly take-home pay to your 401(k). You not only build retirement savings but could save approximately $2,160 in federal taxes annually if you're in the 24% tax bracket. Consider increasing your retirement and investment contributions by the same percentage as your raise. For example, if you receive a 10% raise, aim to increase your contributions by 10% of that raise. This incremental adjustment will help ensure you can maintain the lifestyle you're accustomed to when you retire. 2. Save: Optimize Tax Strategies to Reduce Liabilities A higher income often means entering new tax brackets, making tax efficiency more crucial than ever. Without proper planning, you might find a significant portion of your raise going to Uncle Sam instead of building wealth. Consider switching to a high-deductible health plan (HDHP) for your family, which can lower your premiums while giving you access to a Health Savings Account (HSA). In 2025, you can contribute up to $8,550 for family coverage , potentially saving around $2,000 annually in taxes. Additionally, the money in your HSA grows tax-free and can be withdrawn for qualified medical expenses without tax liability. 3. Diversify: Explore Alternative Investments A higher income can open the door to new investment opportunities, allowing you to diversify beyond traditional stocks and bonds. Alternative investments like real estate investment trusts (REITs) can provide exposure to different asset classes, potentially offering both passive income and long-term appreciation. These types of investments often move independently of the stock market, helping to balance overall portfolio risk. They can also offer lower barriers to entry compared to direct property ownership or other traditional alternatives. The key is to align your investments with your risk tolerance and liquidity needs while taking advantage of opportunities that complement your existing strategy. 4. Strengthen: Build Your Estate With more income comes greater potential for building generational wealth. Investing half of your $25,000 raise annually for 20 years with a 7% return could add over $500,000 to your estate. This makes it essential to have proper structures in place for efficient wealth transfer. To ensure your wealth transfers efficiently, consider: Trusts to protect assets and minimize estate taxes Life insurance strategies for wealth preservation Family-limited partnerships for multi-generational wealth planning These structures become increasingly valuable as your wealth grows. 5. Impact: Upgrade Your Philanthropy & Social Impact There's something powerful about reaching a place in life where you can give back meaningfully. Beyond the personal satisfaction of a higher income, this new chapter brings an opportunity to create lasting positive change in your community and the causes closest to your heart. Maybe you still remember the community college professor who believed in you when you weren't sure about your path. Now, twenty years later, by creating a donor-advised fund (DAF) to support student scholarships, you're not just making education more accessible—you're giving another student their own life-changing mentor. By thoughtfully structuring your charitable giving through vehicles like DAFs or qualified charitable distributions from retirement accounts, you can maximize both the impact of your generosity and the tax benefits that come with it. After all, effective philanthropy isn't just about giving money away—it's about creating meaningful change in the ways that matter most to you. Red Flags: Top Signs of Lifestyle Creep While getting a $25,000 raise provides excellent opportunities for wealth building, it's important to avoid (too much) lifestyle creep. That upgraded car lease might cost an extra $200 monthly, the bigger house another $800 in mortgage payments, and the premium credit card's annual vacation package another $400 monthly in travel costs. Before you know it, your entire raise can get absorbed by new expenses. While there's nothing wrong with enjoying the fruits of your hard work, the key is being intentional about which lifestyle upgrades truly matter to you. Here are some common warning signs that lifestyle creep might be eroding your raise: Your monthly expenses rise automatically with your income You upgrade multiple lifestyle aspects at once (housing, car, travel, dining) Your savings rate remains unchanged despite higher earnings Luxury spending becomes your new normal Your cash reserves aren’t growing despite a higher paycheck Instead of automatically increasing spending across the board, take time to identify the one or two changes that would bring the most joy and fulfillment to your life. Then, invest the rest. Put Your New Money to Work with Five Pine Wealth While these strategies focus on wealth building, don't forget to invest in yourself through continued education, health, and meaningful experiences. The key is finding the right balance between growing your wealth and enjoying the fruits of your success. Whether you've recently received a raise or are anticipating one soon, having a plan in place can help you maximize this opportunity. Our team can help you evaluate which of these strategies would work best for your unique situation and create a customized plan to help you reach your financial goals. At Five Pine Wealth Management , we can help you implement these strategies in a way that aligns with your personal goals and values. To learn more about making the most of your increased income, schedule a meeting with us. Email us at info@fivepinewealth.com or call us at 877.333.1015. Let's work together to transform your raise into lasting wealth.

Retirement is a time meant to savor your successes from years of hard work, when you can focus on filling your bucket with meaningful experiences – travel, hobbies, volunteering, and spending time with loved ones. You want to live your retirement life to the fullest, and having a financial plan in place can allow you to enjoy financial security well into your golden years. Whether you’re nearing retirement or decades away, a financial plan can act as a roadmap to help you prepare for the expenses you’ll have in retirement. One of the biggest expenses retirees may face is medical expenses. According to an annual study on the average cost of healthcare in retirement, a 65-year-old who retired in 2023 can expect to spend an average of $157,500 on health and medical expenses throughout retirement. A couple can expect to spend $315,000 on healthcare costs throughout their retirement. This cost becomes even greater for younger generations who aren’t retired yet – with rising healthcare costs and the impact of inflation, a couple in their mid-forties now may see their lifetime retirement healthcare costs grow by over $250,000, for a projected total of more than $1.7 million. That couple would likely spend more on their retirement healthcare costs than the total Social Security benefits they would receive. While these future healthcare costs may seem daunting, they’ll vary based on when and where you retire, how healthy you are, and how long you’ll live. Also, these costs won’t be paid as a lump sum all at once, so you can plan for them as an ongoing expense in your retirement budget. With strategic financial planning, you can be better prepared for the uncertainties of your future healthcare expenses and help ensure a more secure and resilient foundation in your retirement years. Estimating the Average Cost of Healthcare in Retirement As part of your planning, estimate your average healthcare costs when you’re retired so that you can have a general idea of what you can expect to spend. Analyze your current healthcare expenses, including your insurance premiums, routine medical care, ongoing care for health conditions, prescription medications, and out-of-pocket costs. Seeing how much you currently spend on healthcare can provide a baseline for understanding your future needs. Make sure to account for inflation and continued rising healthcare costs so that you have a more realistic projection of your future expenses. Looking ahead allows you to adjust your financial plan so that you can meet these potential increases. Strategies to Manage Healthcare Costs in Retirement How can you prepare for healthcare costs in retirement? In addition to using your retirement savings to pay for medical expenses, there are a few things you can do both before and after retirement to manage these costs. Live a Healthy Lifestyle Living a healthy lifestyle isn’t limited to just your retirement years, as prioritizing your health and well-being throughout your lifetime brings immeasurable benefits to you and your loved ones. Embracing a healthy lifestyle also contributes to your long-term financial well-being: being proactive about preventative care and committing to wellness can reduce the frequency of medical care and associated expenses. Health Savings Accounts (HSAs) While you’re still in your working years, consider contributing to a Health Savings Account (HSA) if your employer offers a HSA-eligible health plan. HSAs offer a convenient, tax-efficient way to save for healthcare costs in retirement. You contribute to your HSA with pre-tax dollars through payroll deductions, and those contributions grow tax-free in your account. You can withdraw money, also tax-free, when used to pay for qualified medical expenses, both while working and in retirement. You can also use HSA money for non-medical expenses after the age of 65 without any penalties (be aware, though, that you’ll be responsible for paying taxes on your non-qualified withdrawals). HSAs are a valuable tool in planning for your healthcare costs in retirement, providing a dedicated vehicle to save for healthcare expenses. Medicare and Medigap Insurance The Medicare tax is a payroll tax that’s used to support healthcare costs for retirees and is paid by both employees and employers in the US. The current tax rate for Medicare is 1.45% each for the employee and employer (2.9% total). If you earn over $200,000 annually, you’ll be subject to an additional Medicare tax of 0.9%. You’re eligible for Medicare at age 65, so consider familiarizing yourself and reviewing the different Medicare options before you become a beneficiary. Medicare has several elements: Part A, Part B, and Part D, as well as Medicare Advantage and Medigap. ● Medicare Part A covers inpatient care in hospitals and skilled nursing facilities after you meet a deductible (the deductible amount for 2024 is $1,632). You’ll be responsible for daily coinsurance after a certain length of time as an inpatient. ● Medicare Part B is optional coverage for services not covered by Part A, including physicians’ services, outpatient hospital services, and durable medical equipment. Part B requires a monthly premium, which is determined by your income, as well as deductibles and coinsurance you’ll be responsible for. ● Medicare Part D covers prescription drugs and also requires a monthly premium determined by income. ● Medicare Advantage plans are managed care plans that cover services under Part A and Part B and may cover additional services, including prescription drug coverage. ● Medigap policies are supplemental policies offered by private insurance companies to cover the “gaps” in Medicare. Medigap policies provide additional coverage for deductibles, coinsurance, and other expenses. Long-Term Care Insurance Medicare doesn’t cover long-term care, so you can consider purchasing long-term care insurance. Long-term care insurance policies offer protection against the significant financial impact of extended care needs, as prolonged medical care can be particularly costly. Having long-term care insurance (or a long-term care insurance rider added to your life insurance policy) can not only help you plan for healthcare costs, but help preserve your retirement savings as well. Planning for the Impact of Healthcare Costs Healthcare costs can have a significant impact on your financial security during retirement. It’s important to account for these costs in your financial and retirement planning, so that you can align your financial goals with your future healthcare costs. At Five Pine Wealth Management, we’ll work with you to develop a comprehensive financial plan and retirement strategy to address your present and future financial needs, including health and medical care. As fiduciary financial advisors, we are legally bound to act in your best interest as we help you navigate the complexities of financial and retirement planning. We’ll work together with you to create a holistic, comprehensive plan that meets your unique needs and objectives. To see how we can help you grow and preserve your wealth well into retirement, email us or give us a call at: 877.333.1015.

Meet Sarah and Tom, both successful professionals in their mid-50s. Like many of our clients, they're wrestling with a common retirement planning question: should they pay off their mortgage before retirement? With $200,000 left on their home loan, they love the idea of entering retirement debt-free but wonder if their money could be better used elsewhere. This scenario plays out in countless pre-retirement conversations, and the answer isn't always straightforward. According to the Federal Reserve’s Survey of Consumer Finances, approximately 38% of homeowners aged 65-74 still carry mortgage debt, a significant increase from previous generations. This trend reflects changing attitudes toward retirement debt and more complex financial considerations in today’s economy. So, let's explore the various factors to consider when making this important financial decision. Why More People Are Considering to Pay Off Their Mortgage Before Retirement The decision to pay off your mortgage before retirement is deeply personal, influenced by both financial and emotional factors. Let's explore the various pros and cons of paying off a mortgage that can help guide your decision-making process. The Pros of Paying Off Your Mortgage Before Retirement Reduced Monthly Expenses : According to the Federal Reserve , homeowners' median monthly mortgage payment was $1,500 in 2023. Reducing or eliminating this cost can significantly impact your financial freedom during retirement. Guaranteed Return on Investment : Paying off your mortgage provides a guaranteed return equal to your interest rate. If you’re paying 6% interest, eliminating that debt is like earning a risk-free 6% return which can be attractive when markets are volatile. Tax-Efficient Withdrawal Strategy : With the standard deduction now at $30,000 for married couples (2025), many retirees don’t itemize deductions anyway, making the mortgage interest deduction less valuable than in previous years. Peace of Mind : An immeasurable sense of security comes with owning your home outright. Some clients report sleeping better at night, knowing they'll always have a roof over their heads, regardless of market conditions. Cons of Paying Off Your Mortgage Before Retirement Tying up Liquidity : A paid-off house is great, but you can’t buy groceries with bricks. If you drain off your savings to pay off your mortgage, you might find yourself “house rich, cash poor.” Emergencies could force you to dip into retirement accounts at inopportune times. Opportunity Cost : Using a large sum of money to pay off your mortgage means those funds aren't available for investment. Historically, the S&P 500 has returned an average of about 10% annually over the long term, potentially outperforming the interest saved on many mortgages. Impact on Retirement Savings : If paying off your mortgage requires withdrawing from tax-advantaged accounts like a 401(k) or IRA, you may trigger capital gains or incur higher taxes due to increased income in the withdrawal year. Inflation Benefit : Over time, inflation erodes the real value of debt. That fixed mortgage payment becomes easier to manage as your income and the cost of living rise (assuming your income adjusts accordingly). Paying it off early eliminates this potential advantage. Diversification : Keeping a mortgage while maintaining a robust investment portfolio might provide better risk management through diversification. Emotional Considerations For many, the decision is as emotional as it is financial. Some retirees sleep better knowing they own their home outright. Others find comfort in having a robust investment portfolio and a manageable mortgage. Owning a home outright often provides a deep sense of security. It represents stability, independence, and the comfort of knowing you have a place to live without the worry of monthly payments. This emotional relief can significantly reduce stress, especially during market downturns or economic uncertainty. The idea of having a fully paid-off home can also foster a sense of accomplishment—a tangible reward for years of hard work and financial discipline. On the other hand, maintaining a mortgage while having substantial liquid assets can provide a different kind of emotional security. Knowing you have cash readily available to cover emergencies, opportunities, or unexpected expenses can create a strong sense of financial freedom. It allows for flexibility in decision-making without the pressure of having all your wealth tied up in a single asset. Ultimately, the emotional factor is deeply personal. It’s about identifying what gives you peace of mind—whether that's seeing a zero balance on your mortgage statement or knowing you have a healthy, diversified investment portfolio that offers both growth potential and accessibility. Key Questions to Ask Yourself What is my current cash flow? Can I comfortably afford my monthly payments alongside other expenses? Do I have enough liquid savings for emergencies? Aim for at least 6-12 months’ worth of expenses. How will paying off my mortgage impact my taxes? Consult with a financial adviser to understand potential changes. Does debt cause me stress? If the emotional burden outweighs potential financial gains, paying it off could be the right move. What’s my retirement income plan? Will eliminating your mortgage reduce the need for withdrawals from tax-advantaged accounts? A Balanced Approach: Partial Payoff The right choice often lies in finding a middle ground. Consider a middle-ground approach if you're torn between paying off your mortgage completely or keeping it into retirement. You might want to consider one of these options: Make extra mortgage payments to reduce the principal but maintain investment contributions. Pay off a portion of the mortgage to lower monthly payments while keeping some assets liquid. Refinance to a shorter term if rates are favorable to accelerate payoff while maintaining investments. Let's return to Sarah and Tom's story. After carefully weighing their options, they chose a hybrid approach. They decided to use a portion of their savings to pay down half of their mortgage principal, reducing their monthly payments significantly. This approach allowed them to maintain a healthy investment portfolio while decreasing their monthly expenses in retirement. The decision gave them the best of both worlds—they kept their investment strategy intact while gaining more monthly flexibility and peace of mind. Today, they're confidently moving forward with their retirement plans, knowing they've struck the right balance for their unique situation. Everyone’s situation is different, but Sarah and Tom's story shows you can find the right balance between financial security and optimization of your resources to create an ideal solution for your retirement journey. Making Your Decision: Should You Pay Off Your Mortgage Before Retirement? The bottom line is there’s no one-size-fits-all answer. What works for one person might not be the best choice for another. It depends on your financial picture, risk tolerance, and emotional comfort. If you're wrestling with this decision, we're here to help you look at the comprehensive picture. At Five Pine Wealth Management , we can help you evaluate how paying off your mortgage before retirement fits into your broader investment strategy. Would your retirement feel more carefree with a paid-off home? Or would the funds be better off in a low-cost, diversified investment? Together, we can analyze both the emotional aspects and the financial impacts of this decision. Let’s sit down, run the numbers, and find the best path for you. Call 877-333-1015 or email us at info@fivepinewealth.com to schedule a meeting today! Your retirement peace of mind is our priority. Let's work together to ensure your mortgage strategy supports the retirement lifestyle you've worked so hard to achieve.

Investing can often feel like a rollercoaster—markets climb, markets dip, and we’re all left wondering what’s next. With all the ups and downs, it can be hard not to give in to the urge to act: buy when things are up and promising, sell when things start to go down and look troubling. Is this really the best approach, though? Trying to time the market versus spending time in the market is a debate every investor faces at some point. While it can be tempting to jump in and out of investments to maximize your returns, long-term investing has historically been the better option. Investing for the long term can help you build lasting wealth that stands the test of time, regardless of market fluctuations. Timing the Market Market timing is a financial strategy of buying and selling investments based on short-term market movements. When you try to time the market, you make decisions based on economic forecasts, news events, and market indicators in an attempt to profit from fluctuations. It can be easy to fall into the trap of trying to time the market. It’s hard not to panic and sell when markets start to drop (you want to avoid further losses!). On the other hand, when the market is soaring, it’s tempting to chase the stocks that have been performing well, hoping the gains will continue. Buy when prices are low and sell when they’re high or hit their peak—it sounds like a strong investment strategy. The idea of timing the market can be appealing, as it allows you to maximize your gains and minimize your losses (in theory). The reality of market timing, however, isn’t as appealing—it's incredibly difficult to do correctly and consistently. Market cycles are, by nature, unpredictable. Even seasoned analysts who make predictions based on advanced data modeling and years of experience are rarely successful at perfectly timing the market over the long run. While in the short term, you might get timing the market right occasionally, the odds of consistently making the right moves over the long term aren’t in your favor, and you can miss out on key opportunities to grow your wealth. Time in the Market Time in the market is the practice of remaining invested in the markets over the long term, regardless of short-term fluctuations or price swings. Instead of worrying about the day-to-day volatility of stocks and trying to predict highs and lows, you focus instead on letting your money grow over time. Long-term investing requires patience, but history shows that if you stay invested through market ups and downs, you’re more likely to come out ahead. Markets have historically trended upward over time, and the longer you stay in the market, the greater your opportunity to benefit from compounded returns, which can turn even modest investments into substantial wealth over the long term. Compound growth is one of the most effective wealth-building tools in investing: instead of withdrawing your earnings each year, you leave them invested so they can generate returns of their own. With the compounding effect, your investment can grow exponentially and far surpass the returns you would have had if you had jumped in and out of the market. Before we get into a practical example, let’s get this disclaimer out of the way: market returns are not guaranteed and past performance doesn’t predict future results . Say you invest $10,000 in a fund with an average annual return of 7%. Here’s how compound growth would work over time: Year 1: You earn 7% on $10,000, which equals $10,700. Year 2: You earn 7% on $10,700, which equals $11,449. Year 3: You earn 7% on $11,449, which equals $12,250. By Year 30, your investment could grow to approximately $76,123 , assuming a consistent 7% annual return. In contrast, if you had taken out your earnings every year instead of leaving them invested, after 30 years your investment would be worth $31,000 . This figure includes your initial $10,000 plus $21,000 in simple interest ($700 per year for 30 years). The power of time in the market and staying invested over the long term allows your money to work for you, building wealth over time. The Risks of Timing the Market Trying to time the market can significantly impact the long-term performance of your investment portfolio in several ways and often introduces more risk than reward. Missing the Market’s Best Days Market recoveries often happen quickly and, historically, some of the stock market’s biggest gains occur within days or weeks of its steepest declines. If you exit the market during a downturn and fail to re-enter at the right time, you can potentially miss out on the crucial rebound period. Studies have shown that missing even just 10 of the market’s best days over a few decades can significantly reduce your overall returns. It’s not about when you invest, but how long you stay invested. One study found that staying fully invested over a 20-year period yielded an average annual return of 9.8%, whereas missing the 10 best days reduced the return to 5.6%. Notably, many of these best days occurred shortly after the worst days, highlighting the difficulty of timing the market effectively. Emotional Investing Can Lead to Poor Decisions Fear and greed are two of the most common challenges you can face as an investor. When markets decline, fear causes many investors to sell—locking in losses instead of riding out the volatility. And when markets soar, greed can drive investors to buy at inflated prices, leading to poor entry points in the market. This cycle of emotional decision-making and trying to time the market can lead to your investments underperforming, preventing you from reaching your long-term financial goals. You Have to Be Right Twice Timing the market can require being right twice: even if you correctly predict when to sell before a downturn, you still have to predict when to buy back and re-enter the market. This is extremely difficult to do perfectly, every time. Investors who sell out of fear might wait too long to get back into the market, often missing the rebound and then buying back at a higher price. This common misstep can erase any perceived advantage or gains from market timing. Long-Term Investing for Long-Term Success Successful investing isn’t about avoiding downturns; it’s about staying invested long enough to benefit from the market's long-term growth. Every bear market has eventually given way to recovery, and these historical trends favor long-term investors, where patience often leads to rewards. Market fluctuations are temporary, but your financial objectives—retirement, wealth building, and wealth preservation—are long-term. A disciplined and strategic approach allows you to weather short-term volatility while keeping your focus on achieving your goals. Instead of reacting to short-term noise, invest for long-term success. At Five Pine Wealth Management, we’ll work with you to build a portfolio that aligns with your financial goals, risk tolerance, and objectives. Together, we’ll develop a strategy that withstands market fluctuations and positions you for steady growth and resilience over time. As fiduciary financial advisors, we have your best interest at the forefront of everything we do, providing personalized guidance that prioritizes your financial well-being and helps you achieve your goals with confidence. To see how we can help you invest for long-term success, email us or give us a call at: 877.333.1015.

Somewhere in adulthood, the old question of “What do you want to be when you grow up?” morphs into “ What do you want to do when you retire?” Some people dream about their retirement for decades, while others barely give it a thought. Either way, by the time you reach your 50s, you’ll benefit from building a retirement plan that doesn’t force you to sacrifice all of life’s joys today. Retirement planning in your 50s is less about radical changes and more about making intelligent, intentional decisions. Let’s dive in. By your 50s, you’ve likely hit your peak earning years. That’s the good news. The not-so-great news? The clock is ticking on the years left to build your nest egg. Don’t panic. With a strategic approach, you can set yourself up for a secure retirement without feeling like you’re putting life on pause. Your 50s are also a time to reassess priorities. Kids might be leaving the house (goodbye, endless grocery bills!), and you might have more flexibility in allocating your income. This decade is the perfect opportunity to course-correct and make up for any lost time. 4 Retirement Savings Strategies for Your 50s This decade is the perfect time to implement strategies that will help you coast right into your golden years. 1. Max Out Retirement Accounts The IRS gives a little extra love to folks 50 and over in the form of catch-up contributions. For 2024, you can contribute up to $30,500 to your 401(k) ($23,000 plus a $7,500 catch-up contribution). Don’t have a 401(k)? No problem. With an IRA, you can add an extra $1,000 to the usual $7000 contribution limit. These boosts may seem small, but they add up fast, especially with compounding returns working their magic. 2. Automate Your Savings Automating contributions ensures you’re consistently saving without even thinking about it. Set up direct deposits into your retirement accounts so saving becomes as effortless as your morning coffee routine. If you get a raise, consider earmarking most of it for your savings—future you will thank you. 3. Diversify Investments By now, you’ve likely heard that “diversification” is key, but what does it mean for you? In your 50s, you’re likely transitioning from a more aggressive portfolio to a slightly more conservative one. That doesn’t mean selling all your stocks and parking your money in bonds, but rather finding a balance that aligns with your risk tolerance and timeline. 4. Pay Down High-Interest Debt Interest rates on credit cards or other high-interest loans can drain funds that could otherwise be growing in retirement accounts. Paying these off first will free up cash flow for savings. Catching Up on Retirement Savings If you’re behind on retirement savings, don’t stress. There are plenty of ways to catch up while still enjoying life today: Reevaluate Your Budget : Start by taking a close look at where your money is going. Are there subscriptions you’ve forgotten about? Could dining out be scaled back slightly? You don’t have to eliminate all your “wants”—just trim the fat. Even reallocating $200 a month can lead to significant savings over time. Downsize Strategically : Empty nesters, this one’s for you. If your current home has more space than you need, downsizing could free up substantial equity for retirement savings. Smaller homes also mean lower utility bills, maintenance costs, and property taxes. Leverage Catch-Up Contributions : As mentioned earlier, these higher contribution limits for people over 50 are a game-changer. Pair this with any employer-matching contributions, and you’ve got a recipe for rapid savings growth. Delay Social Security : While Social Security might feel like a safety net, waiting to claim it can significantly increase your benefits. Your benefits grow every year you delay claiming beyond your full retirement age (up to 70). If you can, let those checks wait while your investments continue to work. Explore Additional Income Streams : Retirement doesn’t have to mean quitting work entirely. Many people in their 50s find side hustles or part-time work that aligns with their interests. Whether it’s consulting, teaching, or turning a hobby into income, these earnings can supplement savings without feeling like a burden. Balancing Retirement Planning with Enjoying Today Now for the part everyone cares about: How do you plan for tomorrow without ruining today? Here’s how to strike the balance: Set Clear Goals What does retirement look like for you? Is it traveling the world, spending more time with family, or pursuing hobbies you love? Knowing your “why” helps make the sacrifices feel worthwhile. It also gives you a clearer target to aim for. Embrace Experiences Over Things Research shows that spending on experiences—like vacations, concerts, or classes—provides longer-lasting happiness than material goods. Plus, experiences don’t have to break the bank. Look for ways to create memories without overspending. Plan for Mini-Retirements Who says you have to wait until you’re 65 to enjoy some of that freedom? Consider taking shorter breaks or extended vacations now to recharge and enjoy life. With careful planning, these “mini-retirements” won’t derail your long-term goals. Prioritize Health One of the best investments you can make in your future is in your health. Regular exercise, a balanced diet, and preventive healthcare can reduce medical expenses down the road and ensure you can fully enjoy your retirement. Celebrate Small Wins Saving for retirement is a marathon, not a sprint. Celebrate progress along the way—whether it’s maxing out your 401(k) for the first time or finally paying off that lingering debt. 3 Practical Action Steps to Get Started Calculate Your Retirement Needs : Estimate how much you’ll need to maintain your desired lifestyle. Don’t forget to factor in healthcare costs, home maintenance, inflation, and leisure activities. Review Insurance Coverage : Make sure you’re adequately covered with health, life, and long-term care insurance. These policies can protect your savings from unexpected expenses. Adjust Your Asset Allocation : As you approach retirement, consider shifting some of your investments into more stable options. This will minimize the risk of major losses as you approach the time when you will need the money. How Five Pine Wealth Management Can Help We can help you create a tailored plan, taking into account your current savings, goals, and timeline. With our experience, we can advise you on maximizing tax-advantaged accounts and minimizing unnecessary risks. Preparing for retirement in your 50s doesn’t mean sacrificing today’s joys. With thoughtful planning, strategic savings, and a focus on balance, you can enjoy the present while setting yourself up for a comfortable future. Start today, by scheduling a meeting with us. Email info@fivepinewealth.com or call us at: 877.333.1015 to take it one step at a time, and remember: It’s never too late to build the retirement you deserve.

In today's fast-paced and tech-driven world, convenience is a hot commodity. Businesses across industries have had to pivot to meet the demands of consumers who crave efficiency and ease. Think about how brick-and-mortar retailers have transformed into online shopping havens with a greatly increased selection of products, the ease of shopping at all hours from home, or how delivery services have boomed as an effortless solution to mealtime dilemmas, to name a few. If businesses don't prioritize easy accessibility and simplicity, many risk losing consumers. The finance industry is no exception — in fact, it's a prime example of an industry constantly innovating to simplify highly sought-after services like investing. Case in point? Robo-advisors. What Is a Robo-Advisor? If you're unfamiliar with the term, you could likely guess its meaning from the name alone. More officially, it refers to a software application that provides automated, algorithm-driven investment management with minimal human intervention. These platforms leverage technology to streamline and optimize the investment process. They typically offer a curated selection of investment options tailored to an investor's goals, risk tolerance, and time horizon. An automated solution for building wealth? Sounds promising! But while it might seem like an all-good, no-bad, very-welcomed shift in the industry, it's important to remember that with the positives may come some serious drawbacks. Let's explore both sides: robo advisor pros and cons. Robo-Advisor Pros First off, let's highlight the positives. A big one is that many individuals who had never even considered investing before might still be in the same position today if it weren't for accessible solutions like robo-advisors. They have opened doors for countless people to enter the world of investing, which is exciting! But let's look at a few other benefits that have fueled their increasing popularity: Accessibility and Convenience: These are two key factors that influence consumer satisfaction, and robo-advisors deliver precisely that. They are easily accessible online or through mobile apps. Their user-friendly interfaces make it easy for investors to open an account and set up automated contributions within minutes, monitor their investments, and make adjustments — all without the need for face-to-face meetings or phone calls with a financial advisor. Automatic Diversification: If you're new to investing or have limited knowledge, robo-advisors alleviate the stress of deciding how to invest. Using sophisticated algorithms, they offer diversified investment portfolios based on your risk tolerance, investment goals, and how soon you may need to access your invested money. This approach can effectively mitigate risk and minimize the impact of market volatility on investment returns. Low Cost: Robo-advisors usually come with lower fees than traditional financial advisors who actively manage your portfolio. Through automation and technology, these platforms can offer their services at a lower cost, making investment management more accessible to a broader range of investors, including those with smaller portfolios. These benefits are precisely what many investors are seeking as they begin their investing journey, positioning robo-advisors as a solution for some. Robo-Advisor Cons While robo-advisors have gained popularity for their evident and understandable benefits, it's essential to acknowledge that every innovation or advancement often has accompanying drawbacks. Let's explore some of them: No Human Touch: Finances are deeply personal. Beyond mere math, financial decisions are often emotionally driven. While a robo-advisor can efficiently manage your investments using algorithms and automation, it can't engage in comforting conversations or provide reassurance during turbulent market conditions to prevent impulse decisions driven by fear or uncertainty. Nor can it offer encouragement to keep going or remind you of your progress in your financial journey when times get tough. Sometimes, human interaction and guidance are indispensable. Limited Customization: Robo-advisors typically offer a selection of pre-built portfolios made up of ETFs (exchange-traded funds) or mutual funds. While these portfolios provide diversification that suits many investors, they're not a perfect fit for everyone. Take, for example, an investor with specific preferences, like avoiding certain companies or industries or desiring to invest in individual stocks. In such cases, robo-advisors might be too restrictive. Additionally, robo-advisors might not have the capacity to deal with more complex financial situations, such as tax optimization or retirement income planning for high-net-worth individuals. Limited Area of Focus: While the allure of robo-advisors partially lies in their simplicity, that can equally be a drawback. Because robo-advisors primarily focus on investment management, you might miss out on the holistic approach of a human financial advisor who considers various aspects of your financial situation. A robo-advisor doesn't consider factors like high-interest debt you may have, for example, which might be wiser to pay down before aggressively investing. Nor does it account for the possibility of not having an adequate emergency fund or other pressing financial obligations that take priority. When it comes to investing, having a financial advisor looking at your entire financial landscape can provide valuable insights into the most suitable account types to open, ideal contribution amounts, and the target rate of return to aim for. These drawbacks highlight the importance of understanding the limitations of a robo advisor vs. a financial advisor and considering them in the context of your financial goals, preferences, and circumstances. Robo Advisors vs. Financial Advisors: How Five Pine Wealth Management Can Add a Personal Touch to Your Finances The balance between the positive and negative aspects is a common challenge of many new technologies, robo-advisors included. As with any financial decision, investors should thoughtfully evaluate their individual needs and preferences before opting for these platforms. As you might be able to guess, we here at Five Pine Wealth Management place immense value on the personal touch and genuine passion of a human financial advisor. It's the driving force behind everything we do. We believe in understanding your circumstances, empathizing with your concerns, building a long-lasting relationship, and providing personalized guidance for each client. While we can recognize the advantages of robo-advisors, we can't ignore the fact that they can't replicate the human element in financial planning. The relationship with a financial advisor goes beyond mere numbers. And if that's what you're looking for, we'd love to chat! Contact us at info@fivepinewealth.com or 877.333.1015 to schedule a meeting.

Cashing in on a big investment windfall feels amazing—like winning a mini lottery for your hard work and patience. But then the reality check hits: Uncle Sam wants his cut, which can feel like a big one. The good news? With a little planning, you can keep more money while staying on the IRS's good side. Here’s how to make that happen. 1. Understanding Tax Implications: The First Step to Saving Before diving into tax-saving strategies, you must understand what you’re up against. Taxes on investments come in two main flavors: Short-term capital gains : These apply when you sell investments held for less than a year. The IRS treats these gains like regular income, meaning they get taxed at your ordinary income tax rate. If you’re a high earner, this rate could be as high as 37% . Long-term capital gains : Investments held for over a year are taxed at a lower rate, typically 0%, 15%, or 20% , depending on your income level. Knowing how long you’ve held your investment and what tax bracket you’re in gives you the foundation for planning. Long-term gains save you money compared to short-term gains, so patience often pays off in the tax world. 2. Timing Is Everything: More Taxes on a Lump Sum Payment One of the simplest ways to reduce your tax burden is to control when you take your windfall. Cashing out your entire investment in one year could push you into a higher tax bracket, meaning you’ll lose more of your hard-earned money to taxes. Instead, consider spreading out the sale over multiple years. For example, if you’re sitting on a $500,000 gain, selling $250,000 this year and the other $250,000 next year could keep you in a lower bracket. This strategy isn’t always possible—but it's worth exploring if you have the flexibility. 3. Leverage Tax-Advantaged Accounts: Your Secret Weapon One of the smartest moves you can make with a windfall is reinvesting it in accounts that come with tax benefits. Let’s explore some of your options: Traditional IRAs (Individual Retirement Accounts) : You can contribute up to $7,000 annually ($8,000 if you’re over 50), and your contributions might be tax-deductible. The money grows tax-deferred, meaning you don’t pay taxes on earnings until you withdraw it in retirement. 401(k)s : If you’re still working and have access to an employer-sponsored 401(k), you can defer up to $23,000 annually ($30,500 if you’re over 50). Some employers even allow after-tax contributions that can later be converted into a Roth. Health Savings Accounts (HSAs) : If you’re enrolled in a high-deductible health plan, an HSA offers triple tax advantages. Contributions are tax-deductible, growth is tax-free, and withdrawals for qualified medical expenses are tax-free. Your health plan, income, and whether you are using a family or an individual plan will determine how much you can contribute to your HSA. Using a combination of these tax-advantaged accounts can help you put the maximum amount of your windfall out of Uncle Sam’s reach—and they come with the added benefit of growing your retirement savings, increasing your peace of mind. 4. Make Giving Work for You: Charitable Contributions Giving to others feels good—and it can also give your tax bill a break. Maybe you’ve always wanted to be able to help more with a cause you believe in, or maybe this windfall has inspired you to pay it forward. If philanthropy is part of your financial plan, consider these strategies: Direct Donations : Donations to qualified charities are tax-deductible if you itemize your deductions. If you’re donating a large amount, spread the contributions over several years to maximize the deduction. The IRS allows you to deduct your cash donations up to 50% of your Adjusted Gross Income (AGI) to many nonprofit organizations or up to 30% to others. Donor-Advised Funds (DAFs) : With a DAF, you can make a large, upfront donation (and take the deduction immediately) but distribute the funds to charities over time. You’ll need to do more legwork to set up a DAF, but doing so can buy you time to decide where you’d like your money to go. This can be a great way to lock in a big tax deduction in the year of your windfall while giving thoughtfully. 5. Offset Gains with Losses: Tax-Loss Harvesting Rules Even if you’ve earned big with one investment, chances are you’ve got a few under-performers or downright dud investments lurking in your portfolio. Selling off these irksome investments can create losses that offset your taxable gains. Here’s how it works: Suppose you have a $100,000 gain from your windfall. If you sell other investments at a $20,000 loss, you’ll only owe taxes on $80,000 of gains. If your losses exceed your gains, you can use up to $3,000 annually to offset ordinary income, with the remainder carried forward to future years. If you are spreading your windfall over multiple years, this is especially helpful for offloading those lemons and allowing you to balance the loss moving forward. This strategy works best if you’re already planning to rebalance your portfolio. Just watch out for the IRS's wash-sale rule, which disallows losses if you buy back the same investment within 30 days. 6. Explore Qualified Opportunity Funds (QOFs): Tax Savings with a Purpose Qualified Opportunity Funds (QOFs) are a powerful way to reduce your tax burden and contribute to revitalizing underserved communities. These funds are part of the Opportunity Zones program, created under the Tax Cuts and Jobs Act of 2017, designed to encourage investment in economically distressed areas. Here’s how QOFs work: Deferral of Taxes : When you invest capital gains into a QOF within 180 days of selling an asset, you can defer paying taxes on those gains until December 31, 2026, or until you sell your QOF investment—whichever comes first. Tax-Free Growth : Any new gains generated by the QOF investment are tax-free if you hold the investment for at least 10 years. Example: Investing in a Qualified Opportunity Fund Suppose you recently sold some stock and realized $300,000 in capital gains. Instead of paying taxes on those gains immediately, you could reinvest the full $300,000 into a QOF. Imagine you invest in a QOF that focuses on revitalizing housing in a designated Opportunity Zone in a growing city like Detroit or Austin. Your funds might go toward building affordable housing units or mixed-use developments that bring new life to the area. Here’s how this could play out financially: Deferral : You won’t owe taxes on your $300,000 capital gains until the end of 2026. Tax-Free Growth : Over 10 years, your QOF investment appreciates to $500,000. If you meet the holding requirements, you’ll owe no taxes on the $200,000 of new gains. Community Impact : Your investment helps create jobs, build housing, and spur economic growth in a community that needs it. Professional Help Pays Off: How Five Pine Wealth Management Can Help Cashing out a big investment windfall is not the time to go it alone. Tax laws are complicated, and small mistakes can lead to big bills—or missed opportunities. Five Pine Wealth Management can help you: Run the numbers on your options. Identify strategies you may not have considered. Navigate complex situations, like equity compensation or inherited assets. You don’t have to figure it all out by yourself. At Five Pine Wealth Management , we can explain your tax obligations and offer strategies to potentially keep more of your money working for you. To see how we can help support your financial goals, send us an email or call us at: 877.333.1015.