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Stacking Benjamins

When Money Rules Don't Match Real Life (Your Questions!) SB1814

61 min episode · 3 min read
·
Anna L

Episode

61 min

Read time

3 min

Topics

Personal Finance, Investing, Fundraising & VC

AI-Generated Summary

Key Takeaways

  • Savings Rate Relevance: Savings rate only matters relative to a specific dollar target. Someone saving 10% of $1M annually puts away $100K; someone saving 30% of $200K saves only $60K. Calculate your required annual savings amount first, then determine what percentage that represents of your income — the percentage itself carries no universal meaning without that goal-based context anchoring it.
  • Savings Rate Calculation Method: To calculate savings rate accurately, ignore cash-flow-only tools like Monarch. Instead, divide total savings — including 401(k), Roth, employer match, brokerage, ESPP, and vested RSUs — by gross income. Count RSUs at vesting, not at sale, since unvested shares carry forfeiture risk. This method stays consistent across years and captures the full picture of wealth accumulation activity.
  • Inflation-Adjusted Retirement Target Formula: To set an inflation-adjusted retirement number, take current annual spending, inflate it forward at 3% annually for the number of years until retirement, then divide by 4% (the safe withdrawal rate). For example, $100K spending over 25 years at 3% inflation becomes roughly $200K, requiring approximately $5M at retirement. Review and recalculate this figure annually as life circumstances and spending patterns shift.
  • Skipping a Bad 401(k) Provider: If a 401(k) has no employer match and the provider is undesirable, skipping contributions temporarily is defensible — especially for a short-term contract role. A 1099 contractor can establish a solo 401(k) instead, potentially contributing nearly all earned income up to the annual limit while gaining full investment flexibility. Roll any existing balance away from the disliked provider immediately upon leaving the company.
  • Mutual Fund Splits Are Pure Optics: When a fund like a Schwab S&P 500 product executes a share split, the math is unchanged — more shares at a proportionally lower price equals identical total value and identical dividend income. Splits exist purely for psychological appeal, making a $160 fund feel more accessible at $16. The competitive index fund market drives this tactic as providers seek differentiation beyond nearly identical fee structures.

What It Covers

Joe Saul-Sehy, OG, and guest co-host Anna Allen answer five listener questions covering savings rate calculations, inflation-adjusted retirement goals, 401(k) provider avoidance, mutual fund stock splits, and backdoor Roth IRA tax reporting. The episode challenges common personal finance benchmarks, arguing goals should drive financial decisions rather than abstract metrics or community comparisons.

Key Questions Answered

  • Savings Rate Relevance: Savings rate only matters relative to a specific dollar target. Someone saving 10% of $1M annually puts away $100K; someone saving 30% of $200K saves only $60K. Calculate your required annual savings amount first, then determine what percentage that represents of your income — the percentage itself carries no universal meaning without that goal-based context anchoring it.
  • Savings Rate Calculation Method: To calculate savings rate accurately, ignore cash-flow-only tools like Monarch. Instead, divide total savings — including 401(k), Roth, employer match, brokerage, ESPP, and vested RSUs — by gross income. Count RSUs at vesting, not at sale, since unvested shares carry forfeiture risk. This method stays consistent across years and captures the full picture of wealth accumulation activity.
  • Inflation-Adjusted Retirement Target Formula: To set an inflation-adjusted retirement number, take current annual spending, inflate it forward at 3% annually for the number of years until retirement, then divide by 4% (the safe withdrawal rate). For example, $100K spending over 25 years at 3% inflation becomes roughly $200K, requiring approximately $5M at retirement. Review and recalculate this figure annually as life circumstances and spending patterns shift.
  • Skipping a Bad 401(k) Provider: If a 401(k) has no employer match and the provider is undesirable, skipping contributions temporarily is defensible — especially for a short-term contract role. A 1099 contractor can establish a solo 401(k) instead, potentially contributing nearly all earned income up to the annual limit while gaining full investment flexibility. Roll any existing balance away from the disliked provider immediately upon leaving the company.
  • Mutual Fund Splits Are Pure Optics: When a fund like a Schwab S&P 500 product executes a share split, the math is unchanged — more shares at a proportionally lower price equals identical total value and identical dividend income. Splits exist purely for psychological appeal, making a $160 fund feel more accessible at $16. The competitive index fund market drives this tactic as providers seek differentiation beyond nearly identical fee structures.
  • Backdoor Roth IRA Tax Reporting: Receiving a 1099-R after a backdoor Roth conversion does not automatically create a tax bill. The custodian reports the conversion without knowing the original contribution was non-deductible. File IRS Form 8606 to declare the contribution as non-deductible, preventing double taxation on the $5,000. Any minimal interest earned — such as 3 cents — rounds to zero and creates no reportable taxable income at that scale.

Notable Moment

Anna Allen points out that one of the most common and costly backdoor Roth errors occurs when people hand their CPA or TurboTax only the 1099-R, resulting in the original contribution being taxed twice. The fix requires proactively filing Form 8606 — a step many savers executing this strategy overlook entirely.

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Episode Transcript

In business, there's no room for guesswork. Every shipment matters. Every deadline counts. When you're trying to keep operations running smoothly, the last thing you need is uncertainty. That's why reliability is at the core of USPS ground advantage. Every package moves through a secure nationwide network tracked from door to door with affordable upfront pricing and delivery you can depend on, because knowing your logistics are handled lets you focus on everything else. Visit usps.com/groundadvantage to start shipping with confidence. USPS Ground Advantage, we mean business. Big game, big meeting, big crowd. However you're gathering, Sweet Green Catering brings the bowl everyone wants. Introducing the buffet style Sweet Green Bar, perfect for sharing, customizing, and keeping everyone happy. Because when the food's this good, people show up. Learn more at sweetgreen.com/catering. Stacking Benjamins is not for everyone. Side effects may include euphoria, increased ability to meet your goals, and aggression from people wondering, quote, what the hell your secret is. Stacking Benjamins may be habit forming, especially if you stick around for the entire episode. Wink wink. Please check with your doctor to see if stacking Benjamins is right for you. Live from Joe's mom's basement, it's the Stacking Benjamin show. I'm Joe's mom's neighbor, Doug. And today, we're handing the steering wheel over to you. That's right. Your questions are front and center, including this question from Tyler about savings rate. Tyler wants help figuring out the significance and how to up his rate. Marie has a question about a four zero one k. She doesn't love her company. Should she use it or invest elsewhere? And finally, JJ, who just scored a backdoor Roth IRA, but got a tax bill from the government and lots more. You know what else we're gonna do today? Halfway through this shindig, I'll share some homemade trivia. And now three people who are big fans of homemade money talk, It's Joe, OG, and special guest cohost, Anna l l l l l l. Thanks, Doug. Hey there, Stackers. Welcome to Wednesday. Let me be the first to say happy Wednesday to you. I am Joe Saul Sehy, and this is the Stacking Benjamin Show. Sit back and relax. You found us. And, man, we're gonna answer a ton of your questions today. And seated across the card table from me. Well, let's start with my usual cohost, mister OG is here. How are you, man? I'm just here so I don't get fined. Yes. You brought in the the person who's gonna do all the work for us today. Anna's here with us. Yeah. How are you, Anna? Hi, Joe. I'm good. Thanks. Happy to be here. A little happier than OG. I'm always this is my happy face. Yeah. I was gonna say You're you're like the pow pow fish. What's a pow pow fish? What that is. The pow pow fish, it's a children's book. It's a fish who has Well, obviously. A pow pow face. It's the perfect …

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Tools

  • To calculate savings rate accurately, ignore cash-flow-only tools like Monarch. Instead, divide total savings — including 401(k), Roth, employer match, brokerage, ESPP, and vested RSUs — by gross income.

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