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98 tagged with "Self-Employment"

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

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Crowdfunding and Taxes in 2026: When Kickstarter, GoFundMe, and Indiegogo Money Is Taxable Income
·mike

Crowdfunding and Taxes in 2026: When Kickstarter, GoFundMe, and Indiegogo Money Is Taxable Income

Kickstarter and Indiegogo proceeds are business income reported on Schedule C, while GoFundMe donations may be tax-free gifts only if they pass the IRS detached and disinterested generosity test. The OBBBA reset the Form 1099-K threshold to $20,000 and 200 transactions for tax year 2026, but the reporting rule does not change what counts as taxable income.

crowdfunding
tax
tax-compliance
recordkeeping
+4
Form 8995 vs. Form 8995-A: Choosing the Right QBI Form for 2026
·mike

Form 8995 vs. Form 8995-A: Choosing the Right QBI Form for 2026

Form 8995 is a one-page worksheet; Form 8995-A is a four-part return with four schedules. The line between them in 2026 is $403,500 for joint filers and $201,750 for everyone else — and crossing it adds W-2 wage limits, SSTB phase-outs, and aggregation math to the return.

tax-planning
tax-deductions
small-business
self-employment
+3
Form 8995 vs. Form 8995-A: Which QBI Deduction Form to File in 2026 (And Why Your Income Threshold Decides)
·mike

Form 8995 vs. Form 8995-A: Which QBI Deduction Form to File in 2026 (And Why Your Income Threshold Decides)

For 2026, taxable income under $201,750 (single) or $403,500 (MFJ) qualifies you for the one-page Form 8995. Above those thresholds, Form 8995-A applies W-2 wage, UBIA, and SSTB phase-in limits to the 20% QBI deduction.

tax-deductions
tax-planning
tax-preparation
small-business
+4
The Self-Employed Health Insurance Deduction: How Section 162(l) Beats Itemizing
·mike

The Self-Employed Health Insurance Deduction: How Section 162(l) Beats Itemizing

Section 162(l) lets sole proprietors, partners, and more-than-2% S-corp shareholders deduct health, dental, vision, LTC, and Medicare premiums above the line on Schedule 1, line 17 — bypassing the 7.5%-of-AGI floor that gates itemized medical deductions. Form 7206 enforces three limits — earned income, subsidized-coverage months, and PTC coordination — and S-corp owners must include premiums in W-2 Box 1 (not Box 3 or 5) to preserve the deduction.

tax-deductions
self-employment
health-insurance
s-corp
+3
Self-Employed Health Insurance Deduction Under Section 162(l): The Above-the-Line Write-Off That Beats Itemizing for Sole Proprietors and S-Corp Owners
·mike

Self-Employed Health Insurance Deduction Under Section 162(l): The Above-the-Line Write-Off That Beats Itemizing for Sole Proprietors and S-Corp Owners

Section 162(l) lets sole proprietors, partners, and more-than-2% S-corp shareholders deduct 100% of medical, dental, vision, and long-term care premiums above the line on Schedule 1, Line 17—if they clear the earned-income cap, the spouse-employer rule, and the W-2 reporting choreography on Form 7206.

tax
tax-deductions
self-employment
s-corp
+4
Section 162(a)(2): How the Tax Home Rule and One-Year Test Decide Whether Your Travel Is Deductible
·mike

Section 162(a)(2): How the Tax Home Rule and One-Year Test Decide Whether Your Travel Is Deductible

A 2026 field guide to Section 162(a)(2) travel deductions — how the tax home rule, the temporary-vs-indefinite test, and the one-year rule determine whether consultants, traveling nurses, and other mobile workers can deduct lodging, meals, and per diem.

tax
tax-deductions
travel
per-diem
+4
Defined Benefit Plans: The Six-Figure Tax Shelter Most Solo Professionals Miss
·mike

Defined Benefit Plans: The Six-Figure Tax Shelter Most Solo Professionals Miss

Defined benefit and cash balance plans let high-earning solo professionals over 45 deduct $150,000 to $290,000 a year — three to four times what a SEP-IRA or Solo 401(k) allows. This guide walks through the contribution math, candidate profile, costs, deadlines, and how to stack a DB plan on top of a Solo 401(k).

retirement-plans
tax-planning
tax-deductions
self-employment
+3
Form 8829 Home Office Deduction: Why Picking the Wrong Method Could Cost You $3,000 a Year
·mike

Form 8829 Home Office Deduction: Why Picking the Wrong Method Could Cost You $3,000 a Year

A side-by-side comparison of the simplified $5-per-square-foot method and Form 8829's actual expense method for the 2026 home office deduction, with worked examples, depreciation recapture math, carryover rules, and a decision framework for self-employed filers.

tax-deductions
self-employment
small-business
tax-planning
+4
Section 162(l) Self-Employed Health Insurance Deduction: A 2026 Guide for Sole Proprietors, Partners, and S-Corp Shareholders
·mike

Section 162(l) Self-Employed Health Insurance Deduction: A 2026 Guide for Sole Proprietors, Partners, and S-Corp Shareholders

Section 162(l) lets self-employed taxpayers deduct 100% of medical, dental, vision, Medicare, and long-term care premiums above the line on Schedule 1, Line 17 via Form 7206. This guide covers the earned-income ceiling, the subsidized-employer trap, the S-corp W-2 inclusion step, and the ACA Premium Tax Credit iteration for the 2026 tax year.

tax
tax-deductions
self-employment
health-insurance
+4
Trader Tax Status and the Section 475(f) Mark-to-Market Election: How Active Traders Escape the Wash Sale Rule and the $3,000 Capital Loss Cap
·mike

Trader Tax Status and the Section 475(f) Mark-to-Market Election: How Active Traders Escape the Wash Sale Rule and the $3,000 Capital Loss Cap

Active traders can convert capital losses into ordinary deductions and eliminate the wash sale rule by filing a Section 475(f) mark-to-market election — but the statement must be attached to the prior year's April 15 return. A working guide to qualifying for trader tax status, the three big benefits of the election, Form 3115 mechanics, and the mistakes that invalidate it.

tax
tax-planning
trades
capital-gains
+4
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
small-business
+3
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
self-employment
+4
Showing 25–36 of 98 posts