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Small Business

Financial management strategies and tools for small business owners

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ICHRA Explained: How Small Businesses Reimburse Employees Tax-Free for Health Insurance in 2026
·mike

ICHRA Explained: How Small Businesses Reimburse Employees Tax-Free for Health Insurance in 2026

An Individual Coverage HRA lets small employers reimburse workers tax-free for individual ACA plans with no contribution cap, 11 employee classes, and a 9.96% affordability threshold for 2026. Here is how the mechanics, tax treatment, bookkeeping, and 90-day rollout actually work.

health-insurance
small-business
employee-benefits
PTET in 2026: The SALT Cap Workaround for S-Corps and Partnerships
·mike

PTET in 2026: The SALT Cap Workaround for S-Corps and Partnerships

A 2026 guide to the Pass-Through Entity Tax — how 36+ jurisdictions let S-corps and partnerships convert capped state income taxes into a fully deductible federal business expense, even after OBBBA raised the SALT cap to $40,400.

tax-planning
s-corp
partnerships
ROBS Rollover for Business Startups: How to Use Retirement Funds to Finance a Small Business Without Tax or Penalty
·mike

ROBS Rollover for Business Startups: How to Use Retirement Funds to Finance a Small Business Without Tax or Penalty

A working guide to Rollover as Business Startup (ROBS) arrangements — the five required steps, why only a C corporation qualifies, the Form 5500 and prohibited-transaction rules, IRS-documented failure rates, and when alternatives like SBA loans or 401(k) participant loans make more sense.

retirement-plans
c-corporation
financing
Section 163(j) Business Interest Limitation: The 30% ATI Cap and OBBBA's EBITDA Restoration
·mike

Section 163(j) Business Interest Limitation: The 30% ATI Cap and OBBBA's EBITDA Restoration

OBBBA permanently restored the EBITDA-based ATI calculation for Section 163(j) starting in 2025, expanding deductible business interest for capital-intensive companies. A guide to the 30% cap, the ~$31M small business exemption, the 35% syndicate trap, EBIE allocations from partnerships, S-corp differences, and Form 8990 reporting.

tax
tax-planning
tax-deductions
Section 280E: How Cannabis Businesses Survive a 70% Effective Tax Rate
·mike

Section 280E: How Cannabis Businesses Survive a 70% Effective Tax Rate

Section 280E bars cannabis businesses from deducting ordinary expenses, pushing federal effective tax rates past 70%. A walkthrough of the math, the COGS lever under Section 471, key Tax Court rulings (CHAMP, Olive, Harborside), and what 2026 rescheduling could change.

tax
tax-compliance
tax-planning
Section 280F Luxury Auto Depreciation Limits: The SUV Loophole and How to Maximize Your Business Vehicle Write-Off
·mike

Section 280F Luxury Auto Depreciation Limits: The SUV Loophole and How to Maximize Your Business Vehicle Write-Off

Section 280F caps first-year depreciation on passenger autos at $20,300 in 2026, but SUVs and trucks rated above 6,000 lbs GVWR escape those limits and can combine a $32,000 Section 179 deduction with 100% bonus depreciation. A practical guide to the 2026 numbers, the heavy-vehicle and pickup carve-outs, the 50% business-use cliff, and the mileage-log standards an IRS auditor expects.

tax
tax-deductions
tax-planning
Section 530 Safe Harbor: How Small Businesses Can Defend Worker Classifications
·mike

Section 530 Safe Harbor: How Small Businesses Can Defend Worker Classifications

Section 530 of the Revenue Act of 1978 eliminates back federal employment taxes on misclassified contractors when small businesses pass three tests — reporting consistency, substantive consistency, and reasonable basis. Revenue Procedure 2025-10 updated the rules in January 2025, the first major change in 40 years.

small-business
tax-compliance
independent-contractor
Section 831(b) Microcaptive Insurance: A Small Business Guide to Risk Management Without IRS Scrutiny
·mike

Section 831(b) Microcaptive Insurance: A Small Business Guide to Risk Management Without IRS Scrutiny

Section 831(b) microcaptive insurance lets small businesses retain underwriting profit on hard-to-insure risks, but the IRS's 2025 final regulations treat captives with loss ratios under 30% as listed transactions. Here is how to structure one that survives an audit.

insurance
business-insurance
risk-management
Small Business Taxes 2026: A Complete Obligations Guide for New Business Owners
·mike

Small Business Taxes 2026: A Complete Obligations Guide for New Business Owners

A 2026 walkthrough of every small business tax obligation—federal income, self-employment, payroll, sales, and excise—with the full filing calendar, quarterly estimated tax safe harbors, OBBBA-era changes (permanent QBI, $1.21M Section 179, restored 100% bonus depreciation), and the recordkeeping habits that prevent penalties.

small-business
tax
tax-compliance
The Stress-Free Tax Season Workflow: How to Catch Up, Organize, and File With Confidence
·mike

The Stress-Free Tax Season Workflow: How to Catch Up, Organize, and File With Confidence

A six-week framework for small business owners to catch up unreconciled books, assemble a standardized year-end financial package, and hand off cleanly to an accountant—anchored by the 2026 federal filing deadlines.

tax-preparation
bookkeeping
small-business
Trump's 2026 Small Business Tax Changes: OBBBA Permanent QBI, Bonus Depreciation, and Tariff Impact
·mike

Trump's 2026 Small Business Tax Changes: OBBBA Permanent QBI, Bonus Depreciation, and Tariff Impact

OBBBA made the 20% QBI deduction and 100% bonus depreciation permanent for 2026, while tariffs near 19% cost U.S. small businesses about $85 billion a year. Here is what changed, who benefits, and how to plan.

small-business
tax-planning
tax-deductions
Trust Fund Recovery Penalty (IRC 6672): Personal Liability for Unpaid Payroll Taxes
·mike

Trust Fund Recovery Penalty (IRC 6672): Personal Liability for Unpaid Payroll Taxes

How the IRS uses Internal Revenue Code Section 6672 to hold business owners, officers, bookkeepers, and even spouses personally liable for 100% of unpaid payroll withholdings — covering who qualifies as a responsible person, how willfulness is established, and how to defend a Letter 1153 within the 60-day appeal window.

tax
payroll
tax-compliance
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