Ready For Retirement

Retirement planning isn't about chasing numbers, it's about building a life with intention.The Sequoia System helps you get clear on what matters most, organize your finances around that vision, and create a plan that supports the freedom, peace of mind, and purpose you're truly after.We start with your life vision, translate that into a monthly income goal, and map out your cash flow using a mix of reliable income sources and portfolio withdrawals. Then we align your investments with those needs, optimize for taxes, and protect the plan through insurance and estate strategies, so everything works together to support the life you want to live.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

In this episode, Ari and James explore the emotional and practical sides of retiring—specifically, how to have the conversation that officially ends your career.Whether you're months away or years out, this discussion tackles the fear, hesitation, and freedom that come with telling your boss you're done. You'll hear real stories from Root Collective members who've taken the leap, insights on counteroffers, and a powerful reframe: every “yes” to more work is a “no” to your time, your family, your dreams.- Advisory services are offered through Root Financial Partners, LLC, an SEC-registered investment adviser. This content is intended for informational and educational purposes only and should not be considered personalized investment, tax, or legal advice. Viewing this content does not create an advisory relationship. We do not provide tax preparation or legal services. Always consult an investment, tax or legal professional regarding your specific situation.The strategies, case studies, and examples discussed may not be suitable for everyone. They are hypothetical and for illustrative and educational purposes only. They do not reflect actual client results and are not guarantees of future performance. All investments involve risk, including the potential loss of principal.Comments reflect the views of individual users and do not necessarily represent the views of Root Financial. They are not verified, may not be accurate, and should not be considered testimonials or endorsementsParticipation in the Retirement Planning Academy or Early Retirement Academy does not create an advisory relationship with Root Financial. These programs are educational in nature and are not a substitute for personalized financial advice. Advisory services are offered only under a written agreement with Root Financial.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

In this episode, we walk through a retirement planning scenario involving a couple in their early 60s with a $4 million investment portfolio. Their financial plan reveals something surprising: they may not need to wait until 65 to retire. Instead, thoughtful planning opens the door to retiring earlier—without compromising the lifestyle they value.What we cover:• A breakdown of how a $4 million portfolio can support early retirement• Income sources, spending needs, and sustainable withdrawal strategies• The impact of delaying Social Security to age 70 on long-term portfolio health• How adjusting travel or discretionary expenses affects financial longevity• Why the right financial plan is less about hitting a number—and more about designing a lifeWhether you're working toward financial independence or already approaching retirement, this episode offers insight into how personalized planning can unlock real flexibility—regardless of your portfolio size.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Deciding when to start your Social Security benefits might be the single most consequential financial decision of your retirement journey. Should you claim early at 62, wait until full retirement age at 67, or delay until 70 to maximize your monthly check? The answer isn't as straightforward as many think.Your Social Security benefit is calculated using your 35 highest-earning years, adjusted for inflation. This forms your Primary Insurance Amount (PIA) – what you're entitled to at full retirement age. But here's where strategy enters: claiming at 62 permanently reduces your benefit by about 30%, while each year you delay beyond full retirement age adds a valuable 8% to your monthly check (up to age 70).The early claiming strategy at 62 offers immediate cash flow and potentially preserves your investment portfolio longer. However, it comes with serious trade-offs: permanently reduced monthly benefits, earnings limits if you're still working ($23,400 before penalties kick in), and potentially smaller survivor benefits for your spouse. This decision isn't just about you – it affects your family's financial security after you're gone.Waiting until full retirement age gives you 100% of your calculated benefit and eliminates the earnings test if you're still working. It represents a balanced approach that neither maximizes nor minimizes your benefit. Meanwhile, delaying until 70 increases your monthly check by a substantial 24% over your full retirement age benefit – creating the strongest possible income floor for life and maximum protection against longevity risk. This delay strategy also opens tax planning opportunities in your 60s, particularly for Roth conversions.The optimal claiming age depends on your unique circumstances. Consider your health outlook, marital status, other income sources, tax situation, and overall retirement income needs. Remember that this isn't simply about break-even calculations – it's about creating security and maximizing quality of life throughout your retirement journey.Ready to get clarity on your optimal Social Security strategy? Visit our website to discover how personalized retirement planning can help you make the most of your benefits and create lasting financial security for you and your loved ones. Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Retired with millions—but full of regret?In this episode of Root Talks, James and Ari share the real stories no one talks about: wealthy retirees who did everything “right” financially but still feel like they missed out. From sacrificing health and relationships for more savings, to realizing too late that they were planning for someone else's version of success, these lessons are emotional, practical, and essential.What you'll learn:Common regrets wealthy retirees confess after leaving workWhy financial freedom means nothing without health, time, or joyHow to avoid estate planning mistakes that burden your spouse or familyWhy intentional living matters more than chasing a numberSimple, high-impact ways to prepare for retirement nowIf you're building wealth, nearing retirement, or want to live more meaningfully today—this conversation is for youCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Jeffrey and Cindy came to me with $3 million saved and one big question: How much can we actually spend in retirement? In this video, we walk through a retirement planning scenario—looking at spending goals, taxes, travel, healthcare, and how Social Security might factor in.While the numbers vary, the framework we use applies whether you're working with $300,000 or $30 million. We explore how to think about sustainable withdrawal rates, portfolio flexibility, and trade-offs between spending today and planning for tomorrow.This isn't just about getting by—it's about using what you've saved to live intentionally. And just as important, it's about avoiding the regret of leaving money (and meaningful experiences) unused.If you're thinking about how to align your spending with your values in retirement, this conversation is for you.Questions we explore:How can I estimate a sustainable spending level in retirement?How do I balance enjoying life now with preserving assets for the future? Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - Jeffrey and Cindy's plan3:24 - Understand cash flows5:45 - Projected portfolio withdrawals7:22 - Probability of success9:26 - Monitor your withdrawal rate11:12 - Key takeaway13:26 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Many great savers hesitate to spend once they retire—unsure how to shift gears after years of discipline. In this episode, we talk through what it looks like to use money with intention, not just someday, but now.Prompted by a thoughtful note from a Root Collective member, we share stories—personal and client-based—about the small upgrades that matter: better experiences, more time, stronger health, and generosity that deepens relationships.We also walk through five areas where spending often brings clarity and connection: experiences, time, giving, health, and environment.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Advisory services are offered through Root Financial Partners, LLC, an SEC-registered investment adviser. This content is intended for general informational purposes only and should not be construed as personalized investment, tax, or legal advice. Advisory relationships are established only through a signed agreement. Any examples discussed are hypothetical and for illustrative purposes. If client experiences are referenced, no compensation was provided and their experience may not be representative of others. Root Financial does not provide tax or legal advice. Tax planning topics are discussed in the context of comprehensive financial planning and should not be relied upon as a substitute for professional advice. All investments involve risk, including possible loss of principal. Past performance is not indicative of future results. Watching or listening to this content does not create an advisory relationship. Comments shared publicly are unsolicited and do not reflect the views or experience of all clients. They are not verified and should not be construed as testimonials or endorsements.Create Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Health Savings Accounts (HSAs) don't get much attention—but they should. With triple tax advantages (tax-free contributions, growth, and qualified withdrawals), HSAs offer a level of flexibility that's hard to beat.I break down how to use an HSA not just for healthcare today, but as a long-term planning tool. That includes how to qualify, contribute, invest the funds, and take strategic withdrawals.I also explain why it's worth tracking medical expenses—even if you don't reimburse yourself right away—to create future options for tax-free income.What you'll learn:1. How an HSA can help reduce your lifetime tax burden and fit into a broader retirement strategy2. Ways to maximize the tax benefits beyond just paying current medical billsSubmit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - How HSAs work1:12 - Eligibility and contribution limits3:19 - HSA details and nuances4:36 - Timing flexibility8:11 - Case study -- John9:31 - Leveraging tax benefits10:50 - Qualified medical expense11:51 - Use HSA to the fullest extent14:19 - HSAs in the grand scheme of thingsCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

If you're sitting on large investment gains in a brokerage account and wondering whether it's worth taking the tax hit, this episode is for you. I walk through a clear framework I use with clients to help them decide when—and if—it makes sense to realize those gains.I also explain several strategies that can potentially reduce or even eliminate the taxes you might owe, including how to take advantage of the 0% long-term capital gains tax bracket, gifting appreciated assets, and tax-loss harvesting. Whether you're approaching retirement or just looking to be more intentional with your investments, these tools can help you make more informed decisions.Toward the end, I also point to a related video where I explain how a separately managed account may benefit high-income investors with significant brokerage assets.Questions answered:1. When does it make sense to realize investment gains in a taxable brokerage account—and when should you hold off?2. What strategies can help reduce or eliminate the taxes owed on long-term capital gains?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - When not to sell2:40 - Understand risks on both sides5:54 - Tax strategies8:55 - Gifting stocks to charities11:14 - Gifting to family12:44 - Understanding step-up in basis14:18 - Capital losses offset capital gains15:11 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

What actually goes into creating a world-class client experience at Root? We're walking through the structure behind Root's advisory team—and how we ensure every client gets consistent, thoughtful guidance no matter who they're working with.We break down the different advisor roles, from Client Service Associate to Senior Financial Advisor, and explain how our “farm system” approach helps us grow top-tier advisors from the ground up. It's not just about years of experience—it's about shared values, rigorous training, and a culture of mentorship.If you're considering working with Root—or just curious about what makes us different—this behind-the-scenes conversation will give you a look at how we build a team designed to support you and your goals at every step.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Selling product vs service2:58 - Four roles supporting clients5:36 - Project management8:16 - Root's growth plan11:00 - A farm system12:33 - Requirements to be a Root advisor15:09 - Freedom within guardrails19:03 - Why this matters21:31 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Wondering if you can retire at 60 with $2 million? In this episode, I walk you through a simple, 3-step process to figure out exactly how much you need in your portfolio to retire comfortably—and confidently. Whether you've already run the numbers or you're just starting to think about retirement, this is a great way to gut-check your plan.We'll talk about how to calculate your real retirement expenses (hint: it's probably not your current salary), factor in income like Social Security or a pension, and then figure out what size portfolio you actually need to fill the gap. I'll also cover some key nuances that can make or break your plan—like uneven income, taxes, and what happens if one spouse passes away.If you're looking to make smart decisions about retirement, this episode is for you.Questions answered:1. How do I figure out how much I really need to retire, based on my actual expenses—not just my current income?2. How can I tell if my $2 million retirement portfolio will be enough to support my lifestyle at age 60?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - Determine retirement expenses3:54 - Retirement taxes will be lower5:12 - 2 ways to determine expenses7:17 - Determine nonportfolio income sources8:38 - Determine portfolio withdrawal rate11:06 - Consider uneven income sources and expenses12:54 - Consider taxes in retirement14:00 - When a spouse dies15:22 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Want to pay less in taxes during retirement? You actually have more control over your tax rate than you might think. James breaks down how different investment accounts—like brokerage accounts, 401(k)s, Roth IRAs, HSAs, and inherited accounts—are taxed and how smart withdrawal strategies can help you minimize taxes over time. He also explains key concepts like the 0% capital gains bracket, step-up in basis, and Social Security taxation. Learn how to make tax-smart moves with your retirement income so you can keep more of what you've saved.Questions answered:1. How can I reduce the amount of taxes I pay in retirement?2. How are different retirement accounts—like 401(k)s, Roth IRAs, brokerage accounts, and HSAs—taxed when I withdraw money?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - Brokerage accounts4:29 - Standard 401(k)6:27 - Health savings account9:54 - HSAs after age 6511:00 - Inheritance13:01 - Inherited IRA account15:33 - Social Security17:00 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Many professionals find that retiring isn't just about having enough money—it's about feeling ready to leave behind the structure, identity, and comfort of a career. In this Root Financial podcast episode, James and Ari explore the emotional hurdles of retiring from a high-paying, high-stress job, even when financially prepared. They highlight the value of aligning retirement with your future self's goals and priorities, not just your current fears. Through real community feedback and thoughtful analogies, they encourage listeners to consider what a fulfilling life truly looks like—and to take the leap when the time and plan are right.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - A comment from the Collective3:03 - A first-day-of-school analogy4:25 - What would my future self do?6:47 - Helpful feedback8:32 - Make sure you're ready financially10:20 - A life you don't retire from13:18 - The opportunity cost16:39 - More words of wisdom18:44 - Making the decision is the scary partCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Many retirees focus on achieving a high Monte Carlo “probability of success” in retirement—but is chasing a 99% success rate always the best move? In this episode, James highlights a real-life story of a man forced to delay retirement after a divorce dropped his probability of success from 99% to 70%. James explores why this single number shouldn't drive such massive decisions. He explains how context—like income sources, spending flexibility, and home equity—matters more than a static success rate. You'll learn why 100% isn't always ideal, and how to build a retirement plan that supports a meaningful life, not just a perfect score.Questions answered?1. Should I delay retirement if my Monte Carlo probability of success drops?2. Is a 100% probability of success the best goal for my retirement plan?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - An encounter at the gym2:37 - What is Monte Carlo analysis?4:18 - Consider severity of failure6:19 - Consider other assets, like property7:35 - Is a 100% probability score really success?10:55 - Monitor and course correct14:13 - Margin15:07 - No universal number16:13 - Assumptions about spending18:27 - Retirement spending smile20:57 - Context mattersCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Relying too much on Social Security? You're not alone—over 40% of retirees count on it for at least half their income. But that safety net has some major gaps. In this video, I break down four key reasons why Social Security isn't enough—and what you can do to secure a more stable retirement. Questions answered:1. Why is it a mistake to rely too heavily on Social Security for retirement income?2. What are some strategies to supplement Social Security income in retirement?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - One-off expenses1:34 - Inflation & CPIW4:21 - Tax on provisional income7:33 - Peace of mind8:33 - Maximize your benefit9:22 - Supplement SS10:24 - Leverage your homeCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

How do you keep things fun when markets—or life—get tough? We're breaking down why “fun” isn't just about ping pong tables and perks—it's about being prepared, building trust, and maintaining strong relationships before challenges arise.James shares a personal story from the early Covid days, highlighting how mindset and self-care helped him show up for clients.The takeaway? A great advisor isn't just there for the good times—they're prepared to guide you through the tough ones, too.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - About Root Collective0:56 - Making a serious topic fun2:07 - A lesson from Covid5:06 - "Fun" is being prepared8:04 - Emotional downtimes require a team11:27 - On building trust13:33 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

If you're over 60, it's time to stop certain habits that may be holding you back from fully enjoying your retirement. In this video, I'll share key lessons learned from working with retirees, including how small shifts can lead to a more meaningful and financially secure future.From when to stop saving, how to spend wisely, prioritizing health, and letting go of worries that no longer serve you, these insights will help you make the most of your retirement years.

Roth IRAs are a great way to build tax-free retirement income—but the withdrawal rules can be tricky. In this video, I'll break down the five-year rules, how contributions, conversions, and growth are treated, and smart strategies to avoid unnecessary taxes.Understanding these rules can help you make the most of your Roth IRA and keep more of your money tax-free. Let's dive in!Questions answered?1. When can you withdraw money from a Roth IRA without paying taxes or penalties?2. How do the two different five-year rules for Roth IRAs affect withdrawals?Questions answered?1. When can you withdraw money from a Roth IRA without paying taxes or penalties?2. How do the two different five-year rules for Roth IRAs affect withdrawals?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - The 5-year rule1:09 - Contributions3:39 - Conversions5:36 - Growth6:51 - An example8:55 - Conversions before 59.5 years10:23 - SummaryCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Root Collective member Gary asks how to fund a $40K home remodel before retiring—should he use a taxable brokerage account, tax-deferred 401(k), Roth IRA, or cash?Ari and I break down how to handle big one-off expenses into a three-part framework:Portfolio Sustainability – Can your investments handle both recurring and one-time expenses?Investment Allocation – Ensure your assets are positioned to avoid selling at a loss.Tax Optimization – Withdraw strategically to minimize lifetime taxes.The key? Plan ahead, align financial decisions with long-term goals, and make the most of your retirement funds.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Gary R's question2:52 - Can your retirement support it?4:43 - How should investments be allocated?6:28 - Have a tax strategy8:54 - A caution; a reminder about sleep12:03 - Intentionally set aside14:23 - Mental hang-ups and biases16:37 - The Collective CommunityCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Are You Spending Your Money on What Truly Matters?A few weeks ago, I challenged you to do the most important thing you can with your money this year—not Roth conversions, not optimizing Social Security, but something far more impactful: aligning your spending with what truly brings you joy. I asked you to write down one thing you've always wanted to do or buy but haven't, set a date to make it happen, and identify where the funds would come from.In today's episode, I'm sharing some of the incredible responses I received—stories of travel, family experiences, and meaningful purchases that turned dreams into reality. These stories serve as a reminder: financial planning isn't just about growing wealth; it's about using it to create a life you love.If you haven't already, take that step. Don't wait for "someday." Let's make sure we're spending in a way that truly reflects what we value most.Questions answered:1. Why is it important to align your spending with what you truly value?2. How can you take action to ensure your money is being spent in a way that brings you joy?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - Reviewing the challenge1:42 - Ice fishing and family trips2:46 - Urgency4:19 - Diving the Red Sea, family cruise5:35 - Pets and optimizing travel plans7:28 - Uncertainty and urgency8:53 - Values, purpose, and happinessCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

One of the biggest ironies in retirement is that the people who save and invest the most often struggle the most with actually spending their money in retirement. In this video, I'll walk you through a simple framework to make spending easier—without guilt or second-guessing.I'll share a compelling client story, a personal experience, and actionable steps you can take to shift your mindset and enjoy the retirement you've worked so hard for. If you've ever hesitated to spend on things you value, even when you can afford to, this is for you.We'll cover:Why our money habits from the past shape how we spend (or don't spend) todayA five-step process to help you feel comfortable spending in retirementA practical tip that makes it easier to say “yes” to the things that truly matter

You've worked hard, built wealth, and reached financial security… so why is it still so hard to spend? In this episode, we dive into the unexpected challenge of shifting from a saver's mindset to actually enjoying your money.From a millionaire couple hesitating over a $5 bag of M&Ms to a husband upset about a bottle of Fiji water—this is more common than you think! Behavioral finance reveals why past money habits stick with us, even when we don't need them anymore.We'll break down how to retrain your mindset, align spending with what truly matters, and ensure your wealth enhances your life instead of holding you back. Plus, a practical strategy to help you finally enjoy your money guilt-free!Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - A scarcity mindset story2:36 - Comment that sparked conversation4:12 - Identifying the problem7:00 - A personal story from James10:00 - Practical takeaways12:18 - Make small, aligned shifts16:14 - An example from Ben18:04 - Death is coming19:55 - The wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Retirement isn't just about the numbers—it's about time, health, and the life you want to live. Too many people delay retirement, chasing "one more bonus" or "one more year" without considering the bigger picture.In this video, we'll walk through five key questions that can help you decide. If you answered yes to any of these, retirement might be closer than you think! Watch now to gain clarity on your next steps.Questions answered?1. How do you know if it's the right time to retire?2. What are the risks of delaying retirement for financial reasons?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - Is time passing you by?2:30 - Is your health suffering?3:40 - Want more time for relationships?4:50 - What is your life and health span6:25 - Are you financially ready?7:59 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

In this episode, we're talking about the importance of a strategic withdrawal plan in retirement to keep taxes in check and set you up for long-term financial stability. Ari and I break down why a simple 50/50 split between traditional and Roth accounts isn't enough—you need to plan based on your tax situation and future needs. Using a listener's example, we walk you through how to think about tax brackets, required minimum distributions (RMDs), and when it might make sense to convert funds to a Roth IRA.We also discuss the role of asset location—putting riskier investments in Roth accounts for tax-free growth and stable investments in traditional IRAs for withdrawals. It's all about balancing tax strategies with your lifestyle goals. At Root, we prioritize your purpose first, and we encourage you to explore our resources, like our podcasts, YouTube channel, and community, to learn more about smart retirement planning.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - The comment that prompted this chat2:39 - Run some projections5:14 - The benefit of Roth7:31 - Asset location and allocation10:07 - Root reserves13:50 - More often than not15:22 - Tax insurance17:17 - Cart before the horse?19:30 - It starts with purpose21:33 - Where to find James and AriCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

James challenges the idea that financial security comes from always having more—more savings, more income, more investments. Studies show that no matter how much people have, they often feel like they need twice as much to feel secure. That mindset can make fulfillment feel just out of reach.Instead, James asks: What's one thing you could do or buy to make this year special? He shares stories like a couple who used an unexpected windfall to buy a boat—not as an investment, but to create years of unforgettable memories.The takeaway? Money isn't the goal—it's the tool that helps you build a life that feels rich in the ways that matter most.Questions answered:1. Why do people always feel like they need more money to feel wealthy?2. How can I use my money to create a more meaningful life?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - A question and some statistics3:07 - Steph's answer6:00 - Other answers8:01 - An exerciseCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Vanguard's Advisor Alpha study shows that working with an advisor can boost net returns by around 3% annually through smart investing, tax planning, and behavioral coaching. But the real value? It's not just about numbers.Ari and James break down how advisors help clients stay level-headed, avoid costly mistakes, and feel more confident about their future. Research even shows investors with $1.2M+ report greater financial happiness with an advisor by their side.Not everyone needs one, but knowing when professional support can make a real difference? That's the key.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Vanguard Advisor Alpha study1:50 - The claim and a story3:56 - Asset allocation7:40 - Cost-effective implementation9:10 - Rebalancing13:38 - Behavioral coaching18:35 - Asset location21:49 - Spending strategy/withdrawal order26:17 - Total return vs income investing27:48 - An advisor can increase your happinessCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

For nearly 50 years after Social Security's inception in 1935, benefits were not subject to federal income taxes. That changed in 1983 when Congress introduced taxation on benefits for higher-income retirees, using a "provisional income" threshold of $25,000 for individuals and $32,000 for couples. However, these thresholds were never adjusted for inflation, leading to a significant increase in the number of retirees paying taxes on their benefits—now nearly 50%. President Trump has proposed eliminating federal taxation on Social Security, a move that could benefit retirees financially but would accelerate the depletion of the Social Security Trust Fund, currently projected to run out by 2034. Removing taxes could shift the depletion timeline up by about a year, raising questions about alternative funding solutions. Potential fixes include raising payroll taxes, increasing the wage base, or pushing back the full retirement age. While tax relief sounds appealing, long-term sustainability remains uncertain.Questions answered:1. Why are Social Security benefits taxed, and how did this change over time?2. What would happen if Social Security taxes were eliminated, and how could it impact the program's future?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - SS payments are taxed?1:25 - Provisional income3:18 - Trump's plans for SS6:17 - The downsides8:06 - The SS Trust Fund9:19 - The challenge11:21 - In the meantimeCreate Your Custom Strategy ⬇️ Get Started Here.Join the new Root Collective HERE!

Retirement isn't just about having enough money—it's about making the most of it. That's why we're launching a new retirement community designed to go beyond financial planning. Sure, we'll cover investing, tax strategies, and estate planning, but we're also creating a space to talk about the things that make retirement fulfilling—connection, travel, health, and purpose.Inside, you'll be able to engage with like-minded peers, get expert insights, and explore ideas to shape the next chapter of your life. We'll have guest speakers, live events, and interactive discussions to help you feel confident in your planning and inspired about what's ahead.Root clients get free access, and for everyone else, it's $50 per month—early adopters can join for just $20. If you're looking for more than just financial advice, we'd love for you to be part of it.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - A new retirement community2:56 - Sharing experiences, creating initiatives4:22 - Goal: best possible retirement5:36 - Who is this for?7:07 - Why join?10:17 - Pricing12:13 - The power of communityCreate Your Custom Strategy ⬇️ Get Started Here.

To maximize your Social Security benefits in retirement, it's essential to understand five key limits and thresholds:✅ Earnings Limit: If you start Social Security before full retirement age, benefits may be reduced if your wages exceed the annual or monthly earnings limit. Only income earned after starting benefits counts.✅ Social Security Wage Base: This is the maximum amount of earnings subject to Social Security taxes each year. It impacts both how much you pay into the system and the benefits you may receive.✅ Maximum Benefit: Your benefit amount is based on factors like your lifetime earnings and the age at which you begin collecting benefits. Delaying benefits increases your monthly payments, while starting early reduces them.✅ Provisional Income: This determines how much of your Social Security benefit is taxable. Higher income levels can result in up to 85% of your benefit being taxed at the federal level.✅ Bend Points: These thresholds influence how your lifetime earnings are converted into benefits. Lower earnings are replaced at a higher percentage, meaning early contributions can have a significant impact.Understanding these limits helps you make strategic decisions and optimize your retirement income.Questions answered:1. How can I maximize my Social Security benefits and avoid unnecessary reductions?2. What factors determine how much Social Security I will receive in retirement?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - David's question1:47 - SS earnings limit4:51 - Monthly numbers matter6:04 - SS wage base9:11 - Max SS earning amount11:26 - Provisional income13:32 - SS bend pointsCreate Your Custom Strategy ⬇️ Get Started Here.

Root Financial is redefining what it means to serve clients by putting team culture front and center. In this episode, James and Ari dive into the firm's bold move to hire a Head of Culture—an uncommon role in financial advising—dedicated to supporting the growth and well-being of their advisors. Why? Because when advisors thrive, clients get the personalized attention they deserve.At Root, we're intentional about avoiding the usual industry traps, like overloading advisors with massive client lists or sales quotas that can compromise service. Instead, we focus on sustainable growth, aligning our goals with yours and using tools like OKRs (Objectives and Key Results) to stay on track.With a Net Promoter Score of 91—well above the industry average—we're proving that building a strong internal culture leads to happier clients and better outcomes.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Company culture affects clients4:08 - Ari's quick story5:59 - Hiring a Head of Culture10:54 - Advisors have how many clients?14:24 - NPS and retention rate17:28 - OKRs20:57 - What makes Root differentCreate Your Custom Strategy ⬇️ Get Started Here.

The Social Security Fairness Act, signed into law on January 5 by former President Joe Biden, repeals the Windfall Elimination Provision (WEP) and Government Pension Offset (GPO), which previously reduced Social Security benefits for individuals with non-covered pensions, such as teachers, firefighters, and postal workers. This change significantly increases benefits for affected individuals, in some cases by over $1,000 per month, and applies retroactively to the end of 2023.While the law addresses long-standing concerns about fairness, it also accelerates the depletion of Social Security funds, already projected to face insolvency by the 2030s. This $190 billion expense over the next decade may force future changes, such as tax increases, higher retirement ages, or adjustments to the system. For those impacted by WEP or GPO, the law offers immediate financial relief but highlights the need for broader, sustainable reform to preserve Social Security for all beneficiaries.Questions answered:How does the Social Security Fairness Act impact individuals with non-covered pensions like teachers, firefighters, and postal workers?What are the potential long-term consequences of the Social Security Fairness Act on the Social Security fund's sustainability?  Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - SS Fairness Act -- ex. Maria2:46 - Bend points4:49 - Back to Maria's situation5:54 - Pros and cons7:38 - Bill magnifies SS problemsCreate Your Custom Strategy ⬇️ Get Started Here.

In this behind-the-scenes episode, James and Ari explore what sets Root apart in the financial advising industry. Moving beyond traditional roles like stock pickers and planners, they emphasize Root's mission as “protectors” of clients' most cherished goals, helping them achieve a life of purpose and fulfillment. They discuss how Root's culture prioritizes personalized care and intentional growth, from hiring advisors who embody Root's ethos to reinvesting in services like tax planning and estate planning to enhance client experiences.James and Ari also address how Root balances expansion with maintaining high service quality, ensuring each client feels uniquely supported. They share insights into Root's “master plan,” which includes innovative frameworks for advisor development and creating scalable yet deeply personalized services. Root's philosophy of holistic, forward-looking financial planning integrates life coaching elements, focusing on helping clients live richer, more meaningful lives. This episode offers a fresh perspective on financial advising, showcasing Root's commitment to redefining the industry.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Root in one word -- protector3:54 - Life advisors7:31 - Beating the waiter9:31 - Integrating tax planning12:45 - Services to add in the future16:47 - Gauging fit; growth philosophy20:23 - Client satisfaction and advisor development24:07 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.

Direct indexing, an advanced investment strategy, allows investors to own individual stocks within an index instead of a mutual fund or ETF, offering greater control and flexibility. This approach is particularly valuable for tax-loss harvesting, where selling underperforming stocks and reinvesting can offset gains and reduce taxes without losing market exposure.Ideal for high tax brackets, concentrated stock positions, or charitable giving, direct indexing can boost returns by 0.5%-1.85% annually over decades, a benefit known as “tax alpha.” Once reserved for ultra-wealthy investors, advances in technology now make it accessible to portfolios starting at $500K. However, success requires sophisticated tools and tax expertise, making it a powerful strategy for the right investors.Questions answered:1. How can direct indexing and tax-loss harvesting improve investment returns without increasing risk?2. Who benefits most from using a direct indexing strategy?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply HereTimestamps:0:00 - The strategy - direct indexing3:57 - Tax loss harvesting7:22 - More than locking in losses9:36 - The research11:38 - An involved process13:05 - Criteria 1, 2, and 317:04 - Criteria 4 and 519:52 - More accessible due to technologyCreate Your Custom Strategy ⬇️ Get Started Here.

James and Ari provide a behind-the-scenes look at Root Financial, shifting from typical financial strategies to how their team operates. They discuss Root's intentional approach to maintaining consistency in financial advising through rigorous hiring practices and its structured training program, "Root University." James emphasizes the importance of aligning advisors with the firm's ethos to ensure clients receive a consistent and personalized experience. The hiring process focuses on cultural fit, technical skills, and a shared philosophy of integrating financial planning with life goals.Ari highlights the collaborative and values-driven workplace culture, sharing anecdotes about the thorough training process and the effort to foster long-term relationships with both clients and staff. They also hint at future episodes that will cover Root's unique approach and plans for growth, aiming to deliver impactful services while creating a workplace where advisors thrive.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - A peek behind the scenes2:04 - The Root process5:08 - The hiring process9:08 - Associates vs lead advisors12:31 - Book vs real-world smarts15:11 - Who's Louis?16:56 - Root advisors love their jobs20:22 - Advisors choose their clients21:37 - Future episodesCreate Your Custom Strategy ⬇️ Get Started Here.

Many individuals are hesitant to retire, even when financially prepared, due to uncertainty and a lack of clear planning. This episode provides a practical guide to making retirement a reality, focusing on three key steps:Assess Your Current Financial HealthEnvision Your Ideal RetirementConnect Financial Readiness to GoalsBy addressing these steps, you can retire confidently, balancing future preparation with enjoying today.Questions answered?1. How can I determine if I am financially ready to retire?2. What steps should I take to plan for a fulfilling and sustainable retirement?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Assess current financial position2:21 - Know monthly income and expenses4:30 - Review debts6:46 - Envision ideal retirement9:29 - Connect the dots13:26 - Retire with confidenceCreate Your Custom Strategy ⬇️ Get Started Here.

In this episode of Root Talks, James and Ari dive into the reality that retirement planning can be tricky, with the fear of running out of money and the regret of underspending often at odds. The key is finding balance—spending wisely while enjoying life. Tools like projections, guardrails, and trade-off scenarios help bring clarity.The “rule of 72” shows how compound interest can grow savings significantly over time, helping build lasting wealth.On the flip side, too much frugality can lead to regrets, like missing out on travel or neglecting health. Intentional spending, aligned with your values and goals, is crucial for a fulfilling retirement.Ultimately, great planning isn't just about security—it's about living the life you want. Strategies like Roth conversions or spending adjustments help address concerns while embracing the future.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Fear of outliving money3:16 - Threat of frugality and regret6:23 - Define what could go wrong9:23 - What ifs and contingencies11:45 - Only retire once15:18 - Minimize regret19:31 - Having tradeoffs is a luxuryCreate Your Custom Strategy ⬇️ Get Started Here.

LJ and Kelly share their inspiring journey of embracing a retirement lifestyle before fully retiring. Motivated by Kelly's experiences as a physical therapist, witnessing many patients unable to enjoy retirement due to health issues, the couple prioritized travel and adventure. In 2021, they embarked on a year-long U.S. road trip, staying in Airbnbs for months at a time, visiting friends and family, and exploring cities deeply.They emphasize meticulous planning for finances, healthcare, and logistics. By selling their home and minimizing costs, they made travel affordable, often matching their former San Diego rent. They highlight the importance of travel insurance and a proactive approach to health to maintain the ability to explore.Their advice for aspiring adventurers includes budgeting intentionally, ignoring negativity, and embracing creativity in retirement. Kelly and LJ remind us to seize opportunities now and design a retirement filled with meaningful experiences, hobbies, and freedom from societal expectations.Questions answered:1. How can someone afford to travel extensively, even before retirement, without drastically increasing their expenses?2. Why is it important to embrace travel and new experiences before traditional retirement?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Meet LJ and Kelly2:59 - Traveling from CA to ME and back5:51 - Planning for a year of travel7:33 - Domestic vs international travel11:24 - Benefits of slow travel13:42 - The cost17:36 - Surprises - expenses, healthcare21:01 - Perspective of a PT25:53 - Get some hobbies28:09 - Three points to remember32:35 - Final advice for future travelersCreate Your Custom Strategy ⬇️ Get Started Here.

James and Ari discuss diversification and the nuances of managing investments. A client plans to split his funds across multiple institutions, like Schwab and Vanguard, believing it will improve diversification, but true diversification isn't about holding accounts at different places but ensuring varied asset allocation. Using examples, James and Ari highlight risks such as single stock and sector concentration, explaining that owning the same stock or sector across institutions offers no added diversification.They emphasize the importance of understanding risks—like single stock, sector, and asset allocation risks—before trying to diversify. While protections like SIPC keep most investors' funds secure against institutional failures, splitting accounts unnecessarily can overcomplicate things without real benefits. Instead, they focus on simplifying accounts, building portfolios that match your goals, and clearing up common myths about diversification. It's all part of Root's mission to make financial decisions and management simpler for you.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - A question about diversification3:10 - Single-stock and sector-concentration risk6:37 - The S&P 5009:24 - Grocery analogy10:46 - Risks of too many accounts13:09 - Ensuring assets are protected16:19 - Guarantees vs real diversification18:45 - SummaryCreate Your Custom Strategy ⬇️ Get Started Here.

Retirement is an exciting milestone, but it often comes with common fears. With proper planning, these concerns can be addressed to ensure a fulfilling and secure new chapter. Here are five major retirement fears and strategies to overcome them:Fear of Outliving SavingsOptimize your Social Security strategy (e.g., delay benefits for higher payouts or collect earlier to reduce portfolio withdrawals). Save adequately by identifying your retirement goals and creating a tailored savings plan.Conduct a test run of retirement expenses to ensure your projections align with reality.Fear of Losing PurposeIdentify valuable aspects of work, such as routine, connection, and productivity, and replace them with meaningful activities.Engage in social clubs, volunteering, hobbies, or fitness routines to maintain structure and fulfillment.Fear of Healthcare CostsEducate yourself on Medicare and supplemental policies, and consult with experts for personalized advice.Utilize a Health Savings Account (HSA) to save tax-free for medical expenses.Understand tax strategies for managing medical costs.Fear of LonelinessBuild and maintain relationships through community activities, clubs, or social groups.Be intentional about creating a support network and consider location carefully when planning retirement.Fear of Long-Term Care Expenses Explore long-term care insurance options to mitigate potential costs.Assess whether your financial assets (e.g., property, pensions, portfolios) can cover care if needed.By addressing these fears with thoughtful preparation, you can enjoy a secure, purposeful, and fulfilling retirement.Questions answered:How can I overcome the fear of outliving my savings in retirement?What can I do to maintain purpose and connection after retiring?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Outliving savings4:45 - Losing purpose6:59 - The wrong healthcare coverage10:25 - Feeling lonely12:39 - Affording long-term care14:43 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.

Many middle-aged adults nearing retirement face anxiety over uncontrollable factors like Social Security cuts, lower investment returns, and increasing tax rates. Ari and James discuss how fear of these uncertainties can cause “analysis paralysis,” leading some to delay retirement unnecessarily. Instead of fixating on what cannot be controlled—like Congress or market behavior—they recommend proactive financial planning and modeling worst-case scenarios. For example, if Social Security were cut by 50%, retirees could rely on portfolio withdrawals or adjust spending. They emphasize flexible strategies, such as delaying benefits, working part-time, or reducing expenses to balance income needs.Ultimately, successful retirement planning isn't just about math; it's about aligning decisions with personal values, like family time and health. Planning should account for changing lifestyles across retirement phases. By running realistic scenarios, individuals can gain confidence, avoid rash decisions, and retire on their terms while ensuring financial stability, even amidst uncertainty.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Wayne's comment about SS2:23 - Focus on what you can control5:25 - An example9:04 - Another example11:55 - Multiple options15:10 - Common mistakes18:38 - Other considerations 21:25 - Don't cheat yourselfCreate Your Custom Strategy ⬇️ Get Started Here.

Are you mistaking a Monte Carlo analysis for real financial planning? I'll explain why this common tool, often used by financial advisors, is not a substitute for a true financial plan. A Monte Carlo analysis provides probabilities of success based on investment outcomes, but it doesn't offer actionable steps, strategies, or a clear path to achieving your goals.I'll break down the benefits and limitations of Monte Carlo simulations and show you what real financial planning should deliver: clarity on spending, income strategies, tax-saving opportunities, investment optimization, and a roadmap to living your best life. Don't settle for vague probabilities—learn how a comprehensive financial plan can give you the confidence and direction you deserve.Questions answered:1. Why is a Monte Carlo analysis not the same as a comprehensive financial plan?2. What should a true financial plan include to ensure success and peace of mind?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here  Timestamps:0:00 - Monte Carlo analysis vs financial plan1:34 - What is Monte Carlo analysis?4:02 - Why a MC analysis is not enough6:08 - Benefits of a MC analysis7:59 - Downsides of MC analysis11:18 - Consider of severity of failure 13:23 - Perspective and peace of mind14:51 - What a financial plan do17:08 - SummaryCreate Your Custom Strategy ⬇️ Get Started Here.

Here's the thing: retirement isn't just about hitting a magic number—it's about understanding what you actually want out of your life once work is no longer in the picture. In their chat, Ari and James dive deep into this question, starting with a listener's email: “I've got $7.8 million, no debt, and I'm 57—can I retire?” Sounds simple, right? Not quite.The duo walks through their Sequoia system, a framework designed to help people figure out whether they're ready to retire and, more importantly, how to do it right. It starts with defining your purpose. Are you clear on how you'll spend your time? Then it's about crunching the numbers—your cash flow, investment strategy, and how your spending might change over time.They stress the importance of avoiding extremes. Sure, you want to make your money last, but don't be so cautious that you miss out on enjoying life. Taxes, estate planning, and protecting your assets round out the process. It's not just about financial security; it's about confidence and living with purpose. As Ari puts it: “If you're still worried, you're not wealthy.” Retirement should be freeing, not nerve-wracking.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - The "simple" question3:08 - Purpose5:50 - Projecting cashflow9:43 - Investments/creating income13:50 - Taxes18:50 - Strategies for reducing tax bills20:37 - Insurance and estate planning24:23 - The Sequoia SystemCreate Your Custom Strategy ⬇️ Get Started Here.

James breaks down five common retirement mistakes and how to avoid them for a secure and fulfilling future:Spending Wrong: Overspending risks running out of money; underspending misses out on life.Bad Timing: Retiring too early strains finances, while retiring too late sacrifices experiences.Ignoring Risks: Overlooking inflation or focusing only on market volatility hurts long-term stability.Over Helping Kids: Excessive financial support can jeopardize retirement security.No Strategy: A lack of planning for taxes, investments, and withdrawals leads to inefficiency.Plan wisely to balance financial security with an enjoyable, purposeful retirement.Questions answered:1. How can retirees avoid common financial pitfalls to ensure a secure and enjoyable retirement?2. What steps can retirees take to balance responsible spending with meaningful life experiences?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Spending the wrong amount4:13 - Retiring at the wrong time7:08 - Focusing on only one risk9:58 - Too much support for adult kids12:43 - Not having a strategyCreate Your Custom Strategy ⬇️ Get Started Here.

In their new podcast, Root Talks, James and Ari open up about the story behind Root—their financial advisory firm—and how it grew from humble beginnings into a nationwide company with hundreds of clients, a 30-member team, and nearly $1 billion in managed assets.James shares how the unexpected twist of being forced out of a stable financial advisor role led him to reevaluate everything. That introspection sparked the vision for Root, a firm built around purpose-driven financial planning. For him, it's always been about using money as a tool to create meaningful lives—not just about building wealth for wealth's sake.Ari talks about his journey to joining Root, which started with his persistence in convincing James to bring him on board. What drew him in? The firm's deep integrity and mission. He reflects on how his own experiences with financial stress and lack of literacy growing up inspired him to make a difference in people's lives.Together, they dive into what makes Root's approach unique: blending financial management with holistic life planning. It's all about helping clients align their money with their values and purpose.To cap it off, they share some exciting news: Root is expanding its reach with a new YouTube channel, more social media content, and increased team engagement. It's all part of their commitment to growth, innovation, and leaving a lasting impact on their clients and the industry as a whole.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Root Talks2:09 - The roots of Root5:38 - James and Ari meet7:22 - The vision11:08 - Focusing on integrity, not sales13:46 - Business challenges17:43 - More than financial planning23:06 - Self-starters and systems25:59 - Final thoughts from James27:37 - Get connectedCreate Your Custom Strategy ⬇️ Get Started Here.

Chris was burned out. Despite enjoying aspects of his work, the relentless grind of long hours and aggressive saving left him exhausted and longing for retirement. His goal was to save as much as possible, retire in a few years, and finally spend time with his wife, travel, and enjoy life. However, James, founder of Root Financial, offered surprising advice: stop saving for retirement.After analyzing Chris's portfolio, James discovered that the growth of Chris's investments was outpacing his new contributions. Continuing to save aggressively was unnecessary and came at the cost of his health, relationships, and overall happiness. By redirecting funds toward enjoying life—such as taking trips, playing golf, and reducing work stress—Chris could create a more fulfilling life today without jeopardizing his financial future.James explains that compound growth allows established portfolios to do the heavy lifting, especially later in life. He outlines five scenarios where pausing retirement savings might make sense: when you already have enough, are on track to meet goals, feel sacrifices today are too great, lack legacy goals, or don't need tax benefits.Questions answered:1. When might it make sense to stop saving for retirement?2. How can you balance enjoying life now while preparing for retirement?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Chris's dilemma and James's advice2:45 - An example of compound growth4:46 - Unbalanced living7:12 - Having enough and being on track8:53 - Sacrificing important things today10:25 - Legacy goals and tax benefits12:25 - SummaryCreate Your Custom Strategy ⬇️ Get Started Here.

Roth conversions are almost a buzzword today, with many people jumping into them like they're a guaranteed fix for tax worries—much like rushing into surgery hoping it will solve all your problems. But just like surgery, Roth conversions require careful consideration, and they're not always the right solution. Before deciding to convert, it's essential to understand why not to do it.Here are some key reasons to skip—or at least pause—on Roth conversions:- Lower Future Tax Bracket: If you anticipate being in a lower tax bracket during retirement, it might not make sense to pay taxes upfront. For example, retiring and moving to a no-income-tax state like Texas can naturally reduce your tax obligations.- No Significant RMD Issue: If your required minimum distributions (RMDs) won't be large enough to push you into a higher tax bracket, the urgency to convert may not exist.- Charitable Giving Plans: Those planning to donate through qualified charitable distributions (QCDs) after 70½ can leave funds in tax-deferred accounts, making those donations tax-free without needing to convert.- Social Security Tax Torpedo: Conversions can increase your provisional income, causing more of your Social Security benefits to be taxed, effectively raising your tax rate.- Medicare Premium Surcharges (IRMAA): Conversions can push your income above IRMAA thresholds, leading to higher Medicare premiums.- Spending More or Retiring Earlier: Sometimes, simply increasing your spending or retiring sooner can reduce the need for conversions by naturally lowering tax-deferred account balances.While Roth conversions can be a valuable tool, they're not a one-size-fits-all solution. Thoughtful planning and understanding your unique financial situation are key to making the right choice.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Roth conversions are like surgery3:07 - Questions that prompted this episode5:28 - Why not to do a Roth conversion8:38 - RMDs prompt Roth conversions10:50 - Spend more money, and retire earlier13:27 - Rethinking what Roth conversions mean15:12 - A financial example18:06 - IRMA considerations22:31 - Knowing enough to be dangerous24:04 - More reasons to be cautious Create Your Custom Strategy ⬇️ Get Started Here.

Meet Sarah—a retiree with a multi-million-dollar portfolio, no mortgage, and all her income needs covered by Social Security. Yet, she hesitates to furnish her newly expanded home, fearing it would “waste” money. In this episode, James unpacks Sarah's story to explore why so many of us struggle to spend, even when we're financially secure.James explores concepts like:- The Purpose of Money: Money is a tool, not an end goal—it's meant to be exchanged for experiences and joy.- Diminishing Marginal Utility of Wealth: More money doesn't always bring more happiness, especially as wealth grows.- Time vs. Money: Time becomes more valuable as we age, making it critical to use wealth meaningfully.- Mindset Shifts: Frugality that builds wealth can hold you back from spending in alignment with your values.- Future Self Perspective: Align today's decisions with the life you want in retirement to avoid future regrets.This episode challenges traditional views on retirement spending, encouraging listeners to shift their mindset, embrace their financial freedom, and focus on living a fulfilling life.Questions answered:Why do we sometimes struggle to spend our money, even when we have more than enough to meet our needs?How can you reframe your mindset to align your spending with the life you truly want to live?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Wasting $ on furniture?1:59 - What money is3:26 - A different view of "waste"5:30 - Diminishing marginal utility8:49 - Consider what serves you11:45 - An example from Charlie Munger14:58 - Audit your decisions17:04 - Consider your future self18:55 - ConclusionCreate Your Custom Strategy ⬇️ Get Started Here.

Are you delaying retirement, working for "just one more year" to feel ready? In this episode, Ari and James dive into goalpost planning—the tendency to postpone retirement over financial or emotional uncertainties. Learn how to prioritize life goals over arbitrary benchmarks, like saving $1M or following a generic 60/40 portfolio strategy.

In today's episode of Ready for Retirement episode James covers when to adjust your portfolio as retirement nears—a crucial step for balancing growth and security. If adjustments happen too late, market downturns could delay your plans; if too early, you might miss out on potential growth.The focus is on reallocating stocks to more stable investments like bonds as you approach the time you'll need to start drawing from your portfolio. Historical data shows that while the stock market grows over the long term, short-term volatility can be risky close to retirement. Timing this transition, often starting about 10 years before needing funds, provides a smoother adjustment and reduces risk.Besides financial factors, psychological comfort with market swings also matters. Striking the right balance helps ensure your retirement funds last while maintaining your peace of mind.Questions answered:1. When should I start adjusting my investment portfolio as I approach retirement?2. How can I balance growth potential with stability in my retirement portfolio to minimize risks and ensure financial security?Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - Protect against stock market decline2:22 - Investment fundamentals and market trends6:12 - When will you need the funds?8:06 - Risk capacity10:55 - Consider dividends and interest from bonds14:20 - Use bonds for a specific purpose17:07 - Risk tolerance20:59 - 5-10 years before retirement24:36 - Goal: minimize risk and regretCreate Your Custom Strategy ⬇️ Get Started Here.

Meet Ari Taublieb

Roth IRAs offer great tax-free income benefits, but to make the most of them in retirement, here are seven things you need to know:Contribution Limits: In 2024, you can contribute up to $7,000 annually ($8,000 if 50+), across both Roth and traditional IRAs.Access to Contributions: You can withdraw your contributions at any time, tax-free and penalty-free. Only earnings are subject to penalties if withdrawn early.The Five-Year Rule: To withdraw earnings tax-free, the Roth IRA must be held for at least five years.Income Limits & Backdoor Roths: High earners may not be able to contribute directly, but a backdoor Roth strategy can help. Consult a financial advisor for guidance.No RMDs: Roth IRAs don't require minimum distributions, allowing your funds to grow as long as you want.No Impact on Social Security: Roth IRA withdrawals won't count toward your provisional income, potentially lowering your Social Security tax.No Medicare Surcharge: Roth withdrawals don't affect your adjusted gross income, helping you avoid higher Medicare premiums.By understanding the points above, you can use a Roth IRA to manage taxes and increase flexibility in your retirement.Submit your request to join James:On the Ready For Retirement podcast: Apply HereOn a Retirement Makeover episode: Apply Here Timestamps:0:00 - What is a Roth IRA?1:38 - Free withdrawals3:15 - The 5-year rule4:49 - Income thresholds6:01 - Backdoor Roth contribution8:18 - No RMDs9:26 - Not provisional income12:10 - Not part of IRMA calculations13:06 - Income requirement nuances 14:49 - Wrap-upCreate Your Custom Strategy ⬇️ Get Started Here.