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Self-Employment

Learn about self-employment taxes, LLC owner compensation, and freelancer financial management

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Hobby or Business? The IRS Section 183 Nine-Factor Test for 2026
·mike

Hobby or Business? The IRS Section 183 Nine-Factor Test for 2026

How the IRS Section 183 nine-factor test decides whether your side activity's losses are deductible in 2026, what the three-of-five safe harbor really means, and what 2025's Young v. Commissioner reveals about the records that win in Tax Court.

tax
tax-compliance
tax-deductions
Form 5500-EZ Solo 401(k) Filing Threshold: When Self-Employed Plans Cross the $250,000 Asset Trigger
·mike

Form 5500-EZ Solo 401(k) Filing Threshold: When Self-Employed Plans Cross the $250,000 Asset Trigger

A Solo 401(k) crosses into mandatory Form 5500-EZ filing once combined plan assets exceed $250,000 on the last day of the plan year. Late filings cost $250 per day up to $150,000 annually, but Rev. Proc. 2015-32 caps catch-up filings at $1,500 per plan if no penalty notice has been issued.

solo-401k
retirement-plans
tax-compliance
Section 183 Hobby Loss Rule: How the IRS Nine-Factor Test Decides If Your Side Activity Is a Business
·mike

Section 183 Hobby Loss Rule: How the IRS Nine-Factor Test Decides If Your Side Activity Is a Business

Section 183 of the Internal Revenue Code denies loss deductions for activities not engaged in for profit. The IRS applies a nine-factor test and a three-of-five-years safe harbor (two of seven for horses) to distinguish a real business from a hobby — here is what each factor weighs and how to document profit motive before an audit.

tax
tax-compliance
tax-deductions
Cash Balance Plans for High-Income Solo Practitioners: How Doctors, Lawyers, and Consultants Defer Six Figures Tax-Free
·mike

Cash Balance Plans for High-Income Solo Practitioners: How Doctors, Lawyers, and Consultants Defer Six Figures Tax-Free

U.S. cash balance pension plans let solo doctors, attorneys, and consultants deduct $100,000–$370,000 a year on top of a Solo 401(k). 2026 contribution limits, a worked example for a 54-year-old physician, and the actuarial commitments to weigh before signing.

retirement-plans
tax-planning
solo-401k
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 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
The QBI Deduction Decoded: How Section 199A Can Cut Your Tax Bill by 20%
·mike

The QBI Deduction Decoded: How Section 199A Can Cut Your Tax Bill by 20%

Section 199A lets pass-through owners deduct up to 20% of qualified business income. This guide covers the 2026 thresholds, W-2 wage and UBIA limits, the SSTB trap, rental real estate safe harbor, the aggregation election, and the new $400 minimum deduction.

tax
tax-deductions
tax-planning
Solo 401(k) vs SEP IRA: The Self-Employed Retirement Plan Decision That Could Save You Thousands
·mike

Solo 401(k) vs SEP IRA: The Self-Employed Retirement Plan Decision That Could Save You Thousands

In 2026, a self-employed person earning $100,000 can contribute about $18,587 to a SEP IRA versus $43,087 to a Solo 401(k). This guide compares 2026 contribution limits, Roth options, December 31 deadlines, and Form 5500-EZ filing thresholds so freelancers and consultants can choose the right plan.

solo-401k
sep-ira
retirement-plans
COVID-19 Relief Programs and Your Taxes: PPP, EIDL, and PUA Explained
·mike

COVID-19 Relief Programs and Your Taxes: PPP, EIDL, and PUA Explained

Forgiven PPP loans are federally tax-free and the expenses paid with them remain fully deductible, but EIDL loans, EIDL Advance grants, and PUA benefits each carry distinct tax treatment — including a one-time $10,200 unemployment exclusion for 2020 under the American Rescue Plan.

ppp
sba
loan-forgiveness
Self-Employment Tax Deductions 2026: A Complete Guide for Freelancers
·mike

Self-Employment Tax Deductions 2026: A Complete Guide for Freelancers

A line-by-line guide to the deductions self-employed workers can claim in 2026, including the now-permanent 20% QBI deduction under OBBBA, $72,000 Solo 401(k) limits, the 72.5-cent IRS mileage rate, and the documentation rules that hold up under audit.

self-employment-tax
tax-deductions
self-employment
Engaged in a Trade or Business: The IRS Test That Decides Your Tax Bill in 2026
·mike

Engaged in a Trade or Business: The IRS Test That Decides Your Tax Bill in 2026

The IRS uses a nine-factor test under Section 183 to decide whether your side income is a business or a hobby. After the OBBBA took effect in 2026, hobbyists report income in full but can deduct no expenses against it — making the classification more consequential than ever.

tax
tax-compliance
self-employment
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