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Small Business

Financial management strategies and tools for small business owners

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Disability Insurance for Self-Employed and Small Business Owners: A Practical Income-Protection Guide
·mike

Disability Insurance for Self-Employed and Small Business Owners: A Practical Income-Protection Guide

A working-age self-employed professional is roughly three times more likely to become disabled than to die before 65, yet most carry no disability coverage. This guide explains the four policy types, the clauses (own-occupation, elimination period, benefit period) that decide whether claims pay, 2026 premium ranges of 1–4% of income, and the after-tax-vs-deductible premium choice that can shift net benefits by six figures.

insurance
business-insurance
self-employment
EITC for Self-Employed Workers: Claim Up to $8,046 in 2025
·mike

EITC for Self-Employed Workers: Claim Up to $8,046 in 2025

Self-employed filers can claim the federal Earned Income Tax Credit on Schedule C net earnings, with a 2025 maximum of $8,046 for families with three or more children. This guide covers eligibility thresholds, how to compute earned income (including the half-SE-tax adjustment), the documentation that survives an audit, and the pitfalls that disqualify otherwise valid claims.

tax-credits
self-employment
freelance
Section 461(l) Excess Business Loss Limitation: A 2026 Guide for Pass-Through Owners
·mike

Section 461(l) Excess Business Loss Limitation: A 2026 Guide for Pass-Through Owners

Section 461(l) caps how much net business loss a noncorporate taxpayer can deduct against other income. For 2026, the OBBBA reset thresholds to $256,000 single and $512,000 joint—down from $313,000 and $626,000 in 2025. This guide explains the Form 461 calculation, the four loss-limitation gates, and planning moves for K-1 losses, bonus depreciation, and real estate.

tax
tax-planning
tax-deductions
Form 4797 Demystified: How Depreciation Recapture and Section 1231 Decide Whether Your Business Sale Is Ordinary or Capital
·mike

Form 4797 Demystified: How Depreciation Recapture and Section 1231 Decide Whether Your Business Sale Is Ordinary or Capital

Form 4797 governs every business property sale outside Schedule D and decides whether your gain is ordinary or capital. This guide walks through Section 1245 and 1250 recapture, the Section 1231 five-year lookback rule, the 25% unrecaptured Section 1250 gain rate, and seven mistakes that trigger CP2000 notices.

tax
tax-planning
depreciation
Form 7203: How S-Corp Shareholders Track Stock and Debt Basis (And Why It Matters)
·mike

Form 7203: How S-Corp Shareholders Track Stock and Debt Basis (And Why It Matters)

Form 7203 forces S-corp shareholders to prove their stock and debt basis on Form 1040. Misapplying the ordering rules or treating loan guarantees as debt basis can disallow loss deductions, reclassify distributions as capital gains, and trigger 20% accuracy penalties.

s-corp
stock-basis
tax-compliance
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
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