The employee home office deduction died in 2018 and the OBBBA buried it for good, and an S corp owner is an employee of their own corporation. The accountable plan is the one door still open: the corporation reimburses your actual home office costs, deducts them, and none of it touches your W-2.
The IRS opened electronic filing of Form 15620 in July 2025, so an 83(b) election is now a portal session instead of a certified-mail ritual. The 30-day deadline did not move, the copy to your company is still required, and a few quirks of the online form can still burn founders.
Contributions to Trump accounts opened July 4, 2026, and new IRC §128 lets your corporation put $2,500 a year into your child's account without touching your taxable income. Here is the part nobody hands you: the written plan, the borrowed dependent care tests, and the FICA asterisk.
Wages you pay your own child for real work are deductible at your marginal rate and taxed to the child at theirs, which in 2026 means a rate of zero on the first $16,100. Run the payroll through the right entity and Social Security, Medicare, and FUTA tax disappear too. The catch is that the Tax Court has been grading these arrangements since 1967, and it publishes the rubric.
The $24,500 deferral cap gets all the attention, but the ceiling that matters for the mega backdoor Roth is the §415(c) annual additions limit, $72,000 for 2026. The gap between that number and what you and your employer already put in is after-tax space you can convert to Roth, if your plan document has two specific features.
New Jersey does not charge you a tax for leaving. It makes nonresident sellers prepay estimated income tax before the deed can be recorded, at 10.75% of the gain or 2% of the full sale price, whichever is more. The money is real, the refund is real too, and most sellers never learn the difference.
You can change your domicile to Florida, file the paperwork, and still owe New York tax on your worldwide income. Keep an apartment in Manhattan, cross 183 days, and the statutory residency rule makes you a full New York resident no matter where your home really is.
The 401(k) elective deferral limit is one number per person, not one per employer. Run two jobs that each offer a plan and you can sail past it without either payroll system noticing, and an uncorrected excess deferral is one of the few things the tax code manages to tax twice.
Each employer withholds federal tax as if its paycheck is the only one you have, applying the standard deduction and the low brackets twice. Stack two jobs and you are quietly under-withheld at your true marginal rate, which is how a high earner ends up with a five-figure balance due and an underpayment penalty on top.
Wages usually follow where you sit, so two remote jobs worked from your own home should be home-state income. A handful of states disagree. New York's convenience-of-the-employer rule can tax a remote paycheck in full, and your home-state credit may not cover the whole bill.
On paper a Solo 401(k) shelters far more than a SEP-IRA. But once your W-2 jobs have used up your elective deferral, both plans hold exactly the same contribution on your 1099 income, and the real decision comes down to one thing the SEP quietly breaks: the backdoor Roth.
The S corp pitch is built on saving the 15.3% self-employment tax. But 12.4% of that is Social Security, and it stops at the wage base. If your W-2 jobs already maxed it out, an S corp on your 1099/C2C income can cost more than it saves.