What Are the Top 7 Year-End Tax Moves Every Six-Figure Solopreneur Should Make?
Your best year-end tax hack isn’t a secret deduction — it’s a calendar. These 7 moves turn December into your biggest tax win of the year.
Summary of What This Blog Covers
- 7-step year-end checklist for six-figure solopreneurs
- Accountable plans, retirement, timing, estimates, S corp modeling
- HSA, education credits, and book cleanup
1. Set an Accountable Plan (S Corp owners)
Reimburse yourself tax-free for home office, mileage, health premiums, software. One policy = thousands saved.
2. Max Retirement — Solo 401(k) or SEP
Solo 401(k) by 12/31, SEP by extension. Employee + employer contributions = huge deferral.
3. Time Income & Expenses
Delay January invoices, prepay 2026 essentials (12-month rule). Bracket management in action.
4. True-Up Estimated Payments
Run safe harbor (100%/110%) or annualized. Close gaps with December estimate or W-4 bump.
5. Model S Corp vs Sole Prop
Run the numbers: reasonable salary + payroll tax vs SE tax savings. Switch timing matters.
6. Fund HSA & Capture Education Benefits
HSA = triple tax win. Lifetime Learning Credit or courses = direct offset if eligible.
7. Clean Books & Build Tax Packet
Reconcile everything, tag transactions, hand your CPA a ready binder. Faster filing, lower fees.
Year-End Solopreneur Checklist (copy-paste)
☐ Accountable plan adopted
☐ Retirement funded (Solo 401(k)/SEP)
☐ Invoices delayed / expenses prepaid
☐ Estimates true-up complete
☐ S corp modeling run
☐ HSA funded / education receipts saved
☐ Books clean & packet ready
Book Your Best-Fit CPA Strategy Call
Insogna delivers a custom year-end sprint: accountable-plan template, retirement modeling, estimate calendar, S corp memo, and a clean packet outline. Whether you searched “tax preparation services near me for solopreneurs,” “Austin tax accountant for S corp,” or “CPA near me for year-end planning,” we turn December into your strongest tax month.
Frequently Asked Questions
1) Accountable plan — worth it for a solo S corp?
Yes — tax-free reimbursements for home office, mileage, health premiums = real savings.
2) Solo 401(k) deadline vs SEP?
Solo 401(k) setup by 12/31, contributions by filing. SEP contributions by extension.
3) How much can I safely prepay?
Anything ordinary & necessary under the 12-month rule. Insurance, subscriptions, software.
4) When to model S corp switch?
Profits consistently > ~$80k. Run reasonable salary + payroll tax vs SE tax savings.
5) How to find the right advisor?
Ask for a sample projection, estimate calendar, accountable-plan template, and S corp memo.
