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Chad Chubb

2025 Tax Checklist for Doctors: Sort Docs, Avoid IRS (2026)

February 19, 2026

You get my 2025 tax filing checklist for doctors, track W-2s, 1099s, bank 1099-INT, Roth, QCDs, and know extensions don't extend payment.

2025 Tax Filing Checklist for Doctors: Sort These Docs Now to Avoid IRS Headaches Missing one form can turn “tax season” into “tax emergency.” Picture this: you forget a single $11,099 chunk of moonlighting (locums)… Read More

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Physician Tax Traps 2026: 4 Costly Mistakes You Must Avoid

February 12, 2026

Tax traps every physician must avoid in 2026, S-corp vs sole prop, Augusta Rule slips, retirement ordering, and audit red flags over $400K.

Tax Traps Every Physician Must Avoid in 2026 Once your income creeps above $400,000, the IRS tends to pay a little more attention. Not because you did anything wrong, but because higher numbers often mean… Read More

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2026 Physician Financial Checkup: 6 Areas to Review

February 5, 2026

Physician 2026 financial checkup: you review 6 money areas plus One Big Beautiful Bill tax changes, including the higher SALT cap and phase-out.

Physician 2026 Financial Checkup: 6 Areas to Review (and the Tax Changes You Can’t Ignore) You don’t need a dramatic “new year, new you” moment to get your finances in shape for 2026. You just… Read More

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Your 2025 Backdoor Roth IRA Form 8606 Guide (2026)

January 29, 2026

Backdoor Roth IRA done? Learn how to fill out 2025 Form 8606, match it to Form 1040 lines 4a/4b, and avoid the big taxable mistake that trips people up.

2025 Backdoor Roth IRA: How to Fill Out Form 8606 (and Catch the Big Mistake) You did the backdoor Roth IRA. Nice. Then tax time shows up, and suddenly you’re staring at Form 8606 like… Read More

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2026 Roth Catch-Up Rules: High Earners 50+

January 22, 2026

2026 Roth catch-up contributions: If you’re 50+ and over $150k, your 401(k) catch-up must be Roth or you lose up to $11,250 this year.

2026 Roth Catch-Up Contributions: New Rules for High Earners 50+ (Don’t Lose $11,250) Last Update: If you’re over 50 and your income is on the higher side, 2026 comes with a retirement-plan curveball. The catch-up… Read More

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Start Investing in 2026: Roth IRA Kickstart Plan

January 15, 2026

Start investing in 2026 with a simple Roth IRA kickstart, January timing, 2026 income limits, funding ideas, and the step you can't skip, invest it.

How to Start Investing in 2026 (Roth IRA Kickstart Challenge) You don’t need a fancy setup to start investing in 2026. You need a plan you’ll actually follow. This post walks you through a simple… Read More

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2026 Budget Reset: Fix Holiday Overspending Fast

January 8, 2026

Staring at December charges? This 2026 budget reset gets you a simple plan, choose a method, automate accounts, track savings and debt ratios.

The 2026 Budget Reset Challenge: Turn Holiday Regret Into a Winning Year Early January has a certain vibe. You open your credit card app, you scroll a little too far, and your stomach does that… Read More

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7 Financial Resolutions That Work in 2026

January 1, 2026

You'll stick to 7 New Year's financial resolutions for 2026 with simple systems: automate savings, plan fun money, purge spend, boost credit scores.

7 New Year’s Financial Resolutions That Actually Work in 2026 (And How to Stick to Them) You know the routine. January hits, you feel motivated, you make big promises to yourself, and then life happens…. Read More

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Why You Should Skip Real Estate and Stick to Traditional Investments (Most of the Time)

December 25, 2025

Skip rental drama (toilets, taxes, 3 a.m. calls). You’ll see why traditional investments often beat real estate on ease, liquidity, and returns.

Why You Should Skip Real Estate and Stick to Traditional Investments (Most of the Time) If you’ve been hearing that real estate is easy, “passive,” and basically a license to sleep like a baby while… Read More

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Mega Backdoor Roth Q&A 2026: Your Top Questions, Answered

December 18, 2025

Mega backdoor Roth Q&A for high earners, you’ll learn plan rules, in-service rollovers, pro rata traps, solo 401(k) edge cases, and dodge tax surprises.

Mega Backdoor Roth Q&A: Your Top Questions Answered If you are a high earner trying to save more into Roth accounts, the Mega Backdoor Roth probably sounds like a mythical creature. You hear people talk… Read More

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