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S Corp

S Corporation tax strategies, payroll, and accounting requirements

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The Mandatory Roth Catch-Up Rule: What Business Owners Over 50 Need to Know for 2026
·mike

The Mandatory Roth Catch-Up Rule: What Business Owners Over 50 Need to Know for 2026

Starting January 1, 2026, anyone whose 2025 FICA wages exceeded $150,000 must direct their entire 401(k) catch-up contribution — $8,000 standard or $11,250 for ages 60-63 — into a Roth account, with no pre-tax option and no opt-out.

tax
tax-planning
s-corp
Tax Liability Insurance in Small Business M&A: How to Close a Deal With a Known Tax Risk
·mike

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.

mergers-and-acquisitions
insurance
tax-planning
LLC vs. S-Corp vs. C-Corp: How to Choose (and Later Change) Your Business Structure
·mike

LLC vs. S-Corp vs. C-Corp: How to Choose (and Later Change) Your Business Structure

An LLC pays 15.3% self-employment tax on all profit; an S-Corp election (Form 2553) splits income into salary and distributions, typically saving $7,000+ once net profit clears $40,000–$60,000. Here's how all three structures compare — and how to switch later.

business-structure
llc
s-corp
Flipping Houses in 2026: Why the IRS Taxes Your Profit as Ordinary Income, Not Capital Gains
·mike

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.

real-estate
tax
tax-planning
Maine's 2% Millionaire Surtax and the New PTET Election: What Business Owners Owe in 2026
·mike

Maine's 2% Millionaire Surtax and the New PTET Election: What Business Owners Owe in 2026

Maine's 2% surtax on taxable income above $1 million ($1.5 million joint) took effect January 1, 2026, alongside a new pass-through entity tax election at 7.15% with a 90% refundable owner credit. Here's who owes the surtax, how the PTET election interacts with it, and why the two must be modeled together.

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

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.

tax-credits
small-business
tax-planning
The IRS Doesn't Have to Prove You Lied — It Just Has to Prove Your Receipts Don't Exist
·mike

The IRS Doesn't Have to Prove You Lied — It Just Has to Prove Your Receipts Don't Exist

In Goodwill-Oikerhe v. Commissioner, a tax preparer lost every disputed deduction — dependents, property tax, vehicle expenses, S-corp flow-throughs — and drew a 75% civil fraud penalty under Section 6663, largely because no records existed. Why the Cohan rule couldn't rescue him, and what contemporaneous bookkeeping must capture to survive an audit.

tax
audit
tax-deductions
USDA's 2026 Farm Payment Rule: Entity-Level AGI Testing Ends for LLC and S-Corp Farms
·mike

USDA's 2026 Farm Payment Rule: Entity-Level AGI Testing Ends for LLC and S-Corp Farms

USDA's final rule effective June 2, 2026 ends entity-level AGI testing for LLCs, S corporations, partnerships, and joint ventures — AGI is now tested per owner against the $900,000 limit, payment limits stack by actively engaged member, and paid labor counts toward eligibility. Entity certifications are due to FSA by September 15, 2026.

llc
s-corp
partnerships
The Roth Catch-Up Mandate Arrives: 2026 401(k) Rules for High Earners and Business Owners
·mike

The Roth Catch-Up Mandate Arrives: 2026 401(k) Rules for High Earners and Business Owners

Starting January 1, 2026, SECURE 2.0's Section 603 requires workers 50 and older with over $150,000 in prior-year FICA wages from the same employer to make 401(k) catch-up contributions — $8,000 standard, $11,250 for ages 60–63 — as after-tax Roth. Plans without a Roth option must amend by December 31, 2026 or bar catch-ups entirely; W-2 S-corp owners are in scope while K-1 partners are not.

401k
retirement-plans
tax-planning
Georgia Cut Its Income Tax to 4.99% — But HB 463 Left the PTET Rate at 5.75%
·mike

Georgia Cut Its Income Tax to 4.99% — But HB 463 Left the PTET Rate at 5.75%

Georgia's HB 463 cuts the flat income tax rate from 5.19% to 4.99% for tax years starting January 1, 2026, with conditional annual cuts toward 3.99% — but the pass-through entity tax (PTET) rate stays at 5.75%, so S-corp and partnership owners who made the election should rerun the math against their SALT cap savings.

tax
tax-planning
tax-compliance
2026 HSA Contribution Limits: What Small Business Owners Need to Know
·mike

2026 HSA Contribution Limits: What Small Business Owners Need to Know

The IRS raised 2026 HSA limits to $4,400 self-only and $8,750 family (Revenue Procedure 2025-19). A small business owner's guide to the S-corp more-than-2% shareholder rules, the 35% comparability excise tax, cafeteria plan workarounds, and how to avoid excess-contribution penalties.

small-business
tax-planning
payroll
HSA Comparability Rules: Why You Can't Pay Yourself More Than the Front Desk
·mike

HSA Comparability Rules: Why You Can't Pay Yourself More Than the Front Desk

Employer HSA contributions outside a Section 125 cafeteria plan must be identical across comparable employees, or the IRS imposes a 35% excise tax on the full contribution pool, not just the excess.

healthcare
employee-benefits
tax-compliance
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