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S Corp

S Corporation tax strategies, payroll, and accounting requirements

The 2½-Month Bonus Rule: Why Year-End Bonuses Must Be Paid by March 15 to Be Deductible

An accrual-basis employer can deduct year-end bonuses in the year earned only if employees actually receive the money within 2½ months after year-end — March 15 for calendar-year businesses. The deduction also requires a liability fixed by December 31 under the all-events test, and it fails for bonuses owed to related parties under Section 267 regardless of payment timing.

Donating Your Old Work Truck or Van? Why the Deduction Is the Sale Price, Not Blue Book

Since 2005, the IRS has limited most vehicle donation deductions to the charity's actual sale proceeds reported on Form 1098-C — not Blue Book value. This guide covers the $500 and $5,000 paperwork thresholds, the three exceptions that allow full fair market value, and why a fully depreciated work truck can produce a $0 deduction plus taxable recapture income.

Tax Liability Insurance in Small Business M&A: How to Close a Deal With a Known Tax Risk

Tax liability insurance transfers one specific, identified tax risk — an invalid S-corp election, a Section 382 NOL limit, QSBS eligibility — to an insurer instead of a price cut, escrow, or seller indemnity. Premiums run 2–5% of the insured limit, underwriting takes two to four weeks, and most carriers want exposure above roughly $1 million. Here's how it works and when to raise it before a closing deadline.

Flipping Houses in 2026: Why the IRS Taxes Your Profit as Ordinary Income, Not Capital Gains

House flippers are almost always IRS "dealers," not investors — flip profits are ordinary income on Schedule C plus 15.3% self-employment tax, often a combined rate over 40% versus the 15–20% capital gains rate flippers expect. How the Winthrop factors decide dealer status, why rehab costs must be capitalized into COGS, and four strategies (including an S corp election) that reduce the hit.

Connecticut's New R&D Tax Credit for LLCs and S Corps: What Public Act 26-68 Means for Small Businesses

Connecticut's Public Act 26-68, signed May 26, 2026, gives pass-through entities — LLCs, S corps, and partnerships with gross income under $70 million — a 6% R&D tax credit for the first time, refundable at 65% (90% for biotech), capped at $1.5 million per business and $25 million statewide, and claimed through a DECD voucher within 90 days of year-end.