Est. 2026 — Independent & Reader-Funded September 2026
Sole Ledger

Tax clarity for the self-employed

Quarterlies

The Solo 401(k) Employer Contribution Window That Outlasts Your Extension

You can fund employer contributions to your Solo 401(k) until your extended tax return is due—not April 15—giving you up to six extra months to reduce 2025 taxable income.

Solo 401(k) employer contributions for 2025 remain open until your extended tax return deadline—September 15, 2026, for partnerships and S-corps; October 15, 2026, for sole proprietors and C-corps—while employee deferrals must be deposited by December 31, 2025, or your business fiscal year-end.

The Two Buckets Have Different Calendars

Your Solo 401(k) has two distinct funding sources with separate deadlines. Employee salary deferrals—up to $23,500 for 2025, plus $7,500 if you're 50 or older—must be deposited by December 31, 2025, per IRS Regulation 1.401(k)-2. Employer profit-sharing contributions, capped at 25 percent of net self-employment income (20 percent for sole proprietors after the deduction adjustment), follow your tax return deadline including extensions. This split creates planning tension: you must commit employee deferrals before year-end while preserving flexibility on employer amounts until September or October 2026.

How the Math Works for Sole Proprietors

For Schedule C filers, employer contributions are limited to 20 percent of net self-employment income after subtracting one-half of self-employment tax. In 2025, with $100,000 in net Schedule C profit, your self-employment tax is $14,130; half is $7,065. Your employer contribution base is $92,935, allowing $18,587 in employer deferral. Combined with the $23,500 employee deferral, you could shelter $42,087. The employer portion reduces Line 15 of Schedule 1 (Form 1040), lowering adjusted gross income dollar-for-dollar. Document this with your plan adoption agreement and contribution records—auditors will verify the calculation against Schedule SE.

S-Corp and Partnership Deadlines Run Earlier

Entity-level deadlines compress your window. S-corporations and partnerships must file by March 15, 2026, or extend to September 15, 2026. C-corporations and sole proprietors extend to October 15, 2026. If you operate an S-corp and take reasonable W-2 wages of $80,000, your employer contribution is 25 percent of that W-2—$20,000—not 25 percent of distributions. The S-corp must deposit by September 15, 2026, and report on Form 1120-S, Schedule K-1. Missing this date forfeits the deduction for 2025 even if your personal return extends to October.

Extension Filing Traps the Unwary

Filing Form 4868 or 7004 automatically extends your contribution deadline, but only if you actually file the extended return. If you abandon the extension and file late, the deadline reverts to the original due date—April 15 for sole proprietors, March 15 for S-corps—and late contributions forfeit the 2025 deduction. The IRS position in Chief Counsel Advice 201236026 holds that the extended deadline is contingent on timely extension filing, not just good intent. Keep your extension confirmation and proof of timely filing. This timing interplay also affects how you sequence other tax moves; some filers use the separate bucket method for quarterly estimated taxes to preserve cash for the eventual retirement contribution.

2025 Solo 401(k) vs. SEP IRA: Deadline and Flexibility Comparison
Plan TypeEmployee Deferral DeadlineEmployer Contribution Deadline2025 Total Contribution LimitLoan Option
Solo 401(k) – Sole PropDec. 31, 2025Oct. 15, 2026 (with extension)$70,000 ($77,500 if 50+)Yes, up to $50,000
Solo 401(k) – S-CorpDec. 31, 2025Sept. 15, 2026 (with extension)$70,000 ($77,500 if 50+)Yes, up to $50,000
SEP IRA – All EntitiesN/A (no employee deferral)Oct. 15, 2026 (with extension)$70,000No
SIMPLE IRA – All EntitiesDec. 31, 2025Employer match: April 15, 2026; Non-elective: Dec. 31, 2025$16,500 deferral + 3% matchNo

Documentation That Survives Audit

IRS examination of retirement contributions follows a strict paper trail. You need: (1) signed plan adoption agreement dated before December 31, 2025—retroactive adoptions are invalid; (2) account statements showing deposit dates; (3) calculation worksheet proving employer contribution does not exceed 25 percent (or 20 percent) of compensation; (4) W-2 or Schedule C tying the contribution to the correct tax year. For sole proprietors, the contribution deduction flows to Schedule 1, Line 16. S-corporations deduct on Form 1120-S, Line 17. Retain these records seven years. Electronic deposits timestamped after midnight on the deadline date risk rejection—send by September 14 or October 14 to be safe.

Coordinating With State Moves and Estimated Payments

The extended contribution deadline affects cash flow timing for estimated taxes. If you defer $20,000 in employer contributions from April to October 2026, your 2025 federal taxable income drops, potentially reducing your required estimated payments for Q1-Q4 2026. But state tax obligations may not align—if you relocate mid-year, state estimated taxes mid-year move allocation rules could trigger underpayment penalties in your former state even while you overpay federally. Additionally, remote freelancers face layered obligations; the state sales tax trap for remote freelancers demonstrates how multi-state compliance compounds retirement planning complexity. Model your full tax picture before committing delayed contribution cash.

SEP IRA as Fallback: Same Deadline, Less Flexibility

SEP IRAs share the October 15 extended deadline but lack employee deferrals and loans. For 2025, a SEP caps at $70,000 versus $77,500 for Solo 401(k) if age 50-plus. The SEP's administrative simplicity—no Form 5500-EZ until assets exceed $250,000—appeals to some filers, but the Solo 401(k)'s Roth employee deferral option and loan provisions justify the paperwork for most. If you establish a Solo 401(k) by December 31, 2025, you can still fund it as late as October 2026; SEP IRAs can be opened and funded in the same extended window. The choice depends on whether you value Roth contributions and loan access over minimal administration.

Final Checklist for September 2026

With extended deadlines approaching, verify: plan adoption date is 2025 or earlier; employee deferrals were deposited by December 31, 2025; employer contribution calculation is complete and documented; deposit is scheduled at least one day before deadline; extension was timely filed and confirmed. The 2025 contribution limits—$23,500 employee, $70,000 total—rise to $24,000 employee in 2026, but that does not affect your 2025 funding window. After October 15, 2026, any unfunded 2025 employer contribution evaporates. Mark your calendar now; the extension giveth, but it also taketh away for the unprepared.

Frequently Asked Questions

Can I make a 2025 employer contribution to my Solo 401(k) after I file my extended return?

No. The deadline is the extended due date of your return, not some period after filing. Once you file—whether April 15 or October 15, 2026—the contribution window closes permanently for that tax year.

What happens if I missed the December 31, 2025 employee deferral deadline?

Employee deferrals cannot be made retroactively. You can still fund employer profit-sharing contributions until your extended deadline, but the $23,500 employee portion is lost for 2025. Consider increasing 2026 deferrals instead.

Does filing an extension automatically extend my Solo 401(k) contribution deadline?

Yes, but only if you file the extension before the original due date and subsequently file the extended return. The extension itself must be valid; a rejected or late extension leaves you with the original April or March deadline.

Can I contribute to both a Solo 401(k) and a SEP IRA for the same year?

Yes, but the combined employer contribution across both plans cannot exceed 25 percent of compensation (or 20 percent for sole proprietors) and the $70,000 total limit. Employee deferrals only go to the 401(k); SEPs have no employee deferral component.