Podcast
Check Your Balances
Hosted by Ross Anderson, CFP® and Daniel Messeca, CFP® · EN
Managing your money doesn't have to be boring. Check Your Balances is your weekly financial co-pilot, hosted by two experienced financial planners. We deliver straight-talk strategies and expert-level advice to help you save, invest, and finally feel 100% in control on your journey to financial independence.
11episodes
Episodes
Newest firstAll episodes
Are You Making These 401(k) Errors? From NUA to Default Funds
5d ago00:30:19Tap to summarizeYour 401(k) is likely your largest retirement asset, but are you managing it with a blind spot? This week, we cover the spectrum of 401(k) mistakes, starting with the heaviest hitter: Net Unrealized Appreciation (NUA). We explain how this specific IRS rule allows you to move company stock out of your 401(k) and pay lower capital gains rates instead of ordinary income tax.From there, we scale down to the everyday mistakes. Tune in to ensure your retirement strategy is actually optimized.Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →The Quiet Capital Drain: Could Coast FIRE Break the System?
2w ago00:21:23Tap to summarizeFor decades, standard capital markets assumptions have relied on a predictable, cyclical conveyor belt of capital: workers save, institutions invest, markets rise. But we might be staring down a massive, structural wrench in the gears. Between the Great Retirement of the Boomer generation and the cultural explosion of Coast FIRE—where millions of younger investors stop contributing to retirement entirely to coast on part-time work—we are looking at an unprecedented slowdown in fresh capital flows. Join us as we play out a "slightly out there" macroeconomic thought experiment: is the collective pursuit of financial independence actually toxic to the systemic liquidity that makes independence possible?Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →The Illusion of Diversification & Your Summer Mailbag Questions
3w ago00:25:35Tap to summarizeIn this week's mailbag episode, we are diving straight into the listener inbox to tackle the financial questions on your mind.First up, we break down a fundamental investing trap: Portfolio Overlap. A listener asks how to actually tell if adding a new ETF to their portfolio provides true, independent diversification, or if they are just buying the same exact stocks under a different wrapper. We discuss how to look "under the hood" of your funds, the difference between asset class diversification vs. fund diversification, and tools you can use to check your exposure.Check out https://www.etfrc.com/funds/overlap.php to learn more about your ETFs!Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →Should You Consider a Franchise? with Jon Ostenson
4w ago00:26:57Tap to summarizeCorporate America isn't the only path to building wealth, but starting a business from scratch can feel like jumping without a parachute. This week, we sit down with top non-food franchise consultant and investor Jon Ostenson to explore a powerful alternative. If you think franchising is limited to fast-food burgers, think again. Jon breaks down why some of the best opportunities actually lie in "boring" boutique industries like home services, insulation, and health and wellness.We pull back the curtain on who is the right candidate for franchise ownership, and who should stay away. Whether you are looking to diversify your portfolio or plan a total corporate escape, tune in to learn how to measure the risks, rewards, and royalties of buying into an established brand.Get a copy of the ebook here: https://franbridgeconsulting.com/Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →Birthdays, Babies, and Big Moves: Dan’s Year in Review
Jun 1700:24:07Tap to summarizeHappy Birthday, Dan! In this special episode, we’re celebrating another trip around the sun by taking a deep dive into Dan’s personal finances over the last 12 months. It’s been a whirlwind of a year defined by two of life’s biggest milestones: packing up and moving to a new home, and welcoming a beautiful new baby to the family.Join us as Dan opens up his own playbook to share the real-life financial strategies, unexpected expenses, and budget adjustments that come with major life transitions. From navigating the housing market to prepping the nursery (and the bank account) for a newborn, we break down how to keep your financial plan on track when everything is changing. Whether you're expecting a major life shift of your own or just want a look at how financial advisors manage their own money through major milestones, you'll want to tune in!Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →SpaceX: A Rocket You Want to Ride?
Jun 1000:28:17Tap to summarizeSpaceX is days away from the largest IPO in history, and the ripple effects are going to hit every single investor. With a massive projected market cap, this launch could force index funds to aggressively dump shares of other tech giants just to make room for Elon Musk's aerospace behemoth.How do major indices protect portfolios from that kind of sudden systemic risk? When will SpaceX actually qualify for the S&P 500? And should you be rushing to buy shares on day one, or watching from a safe distance?We break down the mechanics of a landmark market event and share our personal game plans for the biggest IPO in history.Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →Is the Coffee Really Blowing Your Budget?
Jun 300:22:36Tap to summarizeWe’ve all been told that skipping your daily latte is the secret to building wealth. But is sacrificing small joys actually moving the needle, or is it just a distraction from the real culprits?In this episode of Check Your Balances, we unpack a recent Business Insider article on "Wealth Traps" to reveal what’s really holding people back from financial freedom. Spoiler alert: It’s almost never your morning caffeine fix. Tune in to find out if we can find a more thoughtful way to teach young investors the impact of a creating financial discipline.Link to Article: What Wealth Managers Teach About Avoiding Spending Traps via Business Insider (https://www.businessinsider.com/teach-wealth-management-avoid-these-spending-traps-save-money-invest-2026-5)Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →Is the Berkshire Shareholder Letter Still Required Reading?
May 2700:30:32Tap to summarizeFor decades, Warren Buffett’s annual letter to Berkshire Hathaway shareholders was the ultimate textbook for value investing. Packed with folksy wisdom, sharp market critiques, and fundamental business truths, it was considered mandatory reading for anyone serious about finance.But with Greg Abel officially taking the helm as CEO, the landscape has shifted. Is the letter still worth your time?This week Ross and Dan break down Greg Abel's first letter and whether it still deserves a spot on your reading pile.Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →How Easy Is the Rule of 55 to Use? - Mailbag Episode
May 2000:34:34Tap to summarizeIt’s time to open up the mailbag! In this episode, Ross and Dan dive into your financial questions, tackling everything from early retirement strategies to the interpersonal dynamics of shared household finances.First up, we break down the Rule of 55. If you’re looking to retire or step away from your job early, this IRS provision sounds like a dream—allowing you to tap into your current 401(k) penalty-free before the magical age of 59½. But is it actually as simple as it sounds? We look at the fine print, the common traps people fall into, and why your employer’s specific plan documents hold all the power.We later transition from tax code to relationship dynamics. How much can you or your spouse spend without asking for permission? We discuss how to establish "no-questions-asked" spending limits, and whether a wheel of cheese could actually be a good investment.Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
Transcribe →1929: Is This Our Past or Our Future?
May 1300:26:56Tap to summarizeIn this episode of Check Your Balances, we dive deep into the haunting parallels between the modern financial landscape and the most infamous market collapse in history. We explore Andrew Ross Sorkin’s thoughtful insights and historical analysis surrounding the Great Crash of 1929.Is a century of economic "progress" enough to save us from ourselves, or are we just 1929 investors with faster internet? Let's get into it.Send us Fan MailSend your questions for upcoming show to checkyourbalances@outlook.com @checkyourbalances on Instagram
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