409 | 401(k), Mega Backdoor Roth, and the Premium Tax Credit

409 | 401(k), Mega Backdoor Roth, and the Premium Tax Credit

Most people worry that leaving their W-2 job means diving into a tax nightmare — but what if the opposite were true? Self-employment opens doors to retirement accounts and tax strategies that traditional employees can't access, yet fear of the unknown keeps countless would-be entrepreneurs stuck in corporate life. Sean Mullaney — tax expert and author of Solo 401k: The Solopreneur's Retirement Account — joins Brad to break down the mechanics of self-employment taxation, retirement planning, and healthcare subsidies. Both income tax and self-employment tax come into play when you work for yourself, requiring estimated quarterly payments instead of automatic W-2 withholding. The conversation then shifts to the Solo 401k, which replicates (and often exceeds) the benefits of traditional employer-sponsored plans while giving you full control over your investment choices and higher contribution limits. The episode closes with a deep look at the Premium Tax Credit for Affordable Care Act plans, explaining how self-employed individuals and early retirees can strategically reduce their modified adjusted gross income to qualify for better subsidies — a crucial consideration for anyone seeking affordable healthcare outside of employer coverage. Chapter Markers Introduction to Self-Employment and Taxation [00:00:00] Estimated Tax Payments Explained [00:08:11] Understanding the Solo 401k [00:19:51] Premium Tax Credit Overview [00:54:05] Conclusion [01:09:05] Key Insights "Taxes shouldn't deter you from pursuing self-employment." [00:03:22] "Knowledge empowers you to leave your W-2 job without fear of taxes." [00:19:34] "Self-employed? You can still save effectively for retirement." [00:23:11] "Consider Roth conversions if you're early retired and have low income." [01:01:23] "Use IRS Pub 560 to help calculate your employer contributions." [00:44:01] Related Resources IRS Publication 560 — Calculating employer contributions [00:44:01] Healthcare.gov Premium Tax Credit — Premium tax credit information [01:07:18] ▶ Listen Next: Ep. 421 — Secure Act 2.0 Deep Dive: What Changed for Retirement Savings | Essential Listening

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618 | You Learned How to Save. Now Learn How to Spend | Jesse Mecham

618 | You Learned How to Save. Now Learn How to Spend | Jesse Mecham

Every dollar you save is just money you're planning to spend later—so why does no one talk about the skill of spending well? Jesse Mecham, founder of YNAB, couldn't justify buying a fifty-cent donut d...

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617 | The Hidden Assumption in Every Retirement Calculator

617 | The Hidden Assumption in Every Retirement Calculator

Most retirement calculators assume your money needs to last until age 95. But if you're 55 years old today, average life expectancy is actually 79 for men and 82 for women. This single hidden assumpti...

14 Syys 1h

616 | How Should You Give Money to Your Kids? | 529s, UTMAs, Trump Accounts & More

616 | How Should You Give Money to Your Kids? | 529s, UTMAs, Trump Accounts & More

Most parents rush to open 529 plans for newborns, convinced they're building their child's future. But here's what financial experts won't tell you: that decision might be destroying more value than i...

7 Syys 1h 9min

615 | How to Get More Years of Freedom | Fritz Gilbert

615 | How to Get More Years of Freedom | Fritz Gilbert

Eight years into financial independence, Fritz Gilbert discovered something surprising: learning to spend money is harder than learning to save it. After decades of optimizing every dollar toward earl...

31 Elo 1h 17min

614 | Getting Personal with Personal Finance: Oz Chen

614 | Getting Personal with Personal Finance: Oz Chen

Most Americans never truly disconnect from work—even on vacation. After decades of tying your identity, daily rhythm, and sense of worth to a paycheck, stepping away feels less like freedom and more l...

24 Elo 1h 3min

613 | How Do You Know You're Making the Right Financial Decision? | Roundup with Ginger

613 | How Do You Know You're Making the Right Financial Decision? | Roundup with Ginger

Every expert sounds convincing until you realize you've collected ten different "right" answers to the same retirement question. Brad Barrett recently found himself overwhelmed by competing FI strateg...

17 Elo 1h 2min

612 | What Actually Happened? | Paige's FI Journey, Nine Years Later

612 | What Actually Happened? | Paige's FI Journey, Nine Years Later

Starting with negative net worth at 47 in Los Angeles on $58,000 a year sounds impossible. Yet Paige reached financial independence by 56, retired early, and now lives exactly the life she designed. T...

12 Elo 54min

611 | ChooseFI Classic: Financial Independence on an Ordinary Income (Paige & Sam)

611 | ChooseFI Classic: Financial Independence on an Ordinary Income (Paige & Sam)

Paige started her journey to financial independence at 45 with student loans, negative net worth, and an average income in Los Angeles—yet she'll reach FI by 2025. Sam lives on $12,000 per year in the...

10 Elo 1h 10min

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