#independent-contractor
Independent Contractor
Contractor payments, 1099 tracking, and compliance
DOL Independent Contractor Final Rule: The Six-Factor Economic Realities Test and What Small Businesses Must Document in 2026
The 2024 DOL Independent Contractor Final Rule and its six-factor economic realities test still govern FLSA worker classification in private lawsuits despite the May 2025 enforcement pause. Small businesses that misclassify employees face back wages of two to three years, liquidated damages, civil penalties above $2,300 per violation, and IRS payroll tax exposure—risks that clean bookkeeping and contemporaneous documentation are built to defend against.
The NIL Tax Trap: What College Athletes (and Their Parents) Owe on Endorsement, Collective, and Revenue-Sharing Income
How NIL endorsements, collective payouts, and House v. NCAA revenue sharing are taxed in 2026—Schedule C mechanics, the 15.3% self-employment tax, multi-state jock-tax filings, and the planning moves that keep April manageable for college athletes and their families.
VCSP and Form 8952: Reclassify Contractors as Employees for About 1% of Back Payroll Taxes
The IRS Voluntary Classification Settlement Program lets eligible employers reclassify 1099 workers as W-2 employees for roughly 1.068% of last year's compensation, with no interest, no penalties, and no employment-tax audit of prior years on those workers.
The 24% Backup Withholding Trap: A Small Business Guide to W-9s, CP2100 Notices, and Form 945
Backup withholding forces payers to deduct 24% from contractor payments after a missing W-9, refused TIN, or CP2100 notice — here is the 15-day and 30-day cure clock, Form 945 deposit rules, and the onboarding setup that keeps small businesses out of the trap.
The 1099 Threshold Just Tripled to $2,000: What Small Businesses Should Actually Do About It
The 1099-NEC and 1099-MISC reporting threshold rises from $600 to $2,000 for payments made in 2026 under the One Big Beautiful Bill Act. Backup withholding still kicks in at the same threshold, the 1099-K bar resets to $20,000 plus 200 transactions, and most states have not adopted the federal change—so vendor recordkeeping matters more, not less.
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.
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.
Independent Contractor Misclassification: The 2024 DOL Six-Factor Test and How to Stay Compliant
Total exposure per misclassified worker now commonly lands between $15,000 and $100,000 once federal back taxes, FLSA back wages with liquidated damages, and state penalties stack. Here is what the 2024 DOL final rule changed, how the IRS and state ABC tests differ, and how Section 530 and the VCSP can cap retroactive liability.
Form W-9 Demystified: The 2026 Guide for Freelancers, Contractors, and Small Businesses
Form W-9 collects your taxpayer ID so payers can issue accurate 1099s. The 2026 OBBBA raised the reporting threshold from $600 to $2,000, and the IRS released a revised form. This guide explains the line-by-line mechanics, the single-member LLC mistake that triggers backup withholding, and the recordkeeping habits that keep January boring.
IRS Form 1099-MISC: The Complete Guide to Reporting Miscellaneous Payments in 2026
Form 1099-MISC reports rent, royalties, prizes, and attorney settlements. Under the One Big Beautiful Bill Act, the 2026 reporting threshold jumps from $600 to $2,000. This guide breaks down which box to use, the filing calendar, and the penalty tiers that turn small mistakes into thousands of dollars.
Self-Employment Tax in 2026: The Complete Guide for Freelancers and Independent Contractors
How self-employment tax works in 2026 — the 15.3% combined rate, the $184,500 Social Security wage base, the $400 filing threshold, quarterly estimated payment deadlines, the deductions that reduce both income and SE tax, and the income level where an S-corp election starts to pay off (typically $60K–$80K net).
Uber Driver Taxes: The Complete Filing Guide for Rideshare Drivers
How rideshare drivers actually owe two federal taxes, why deadhead miles are worth thousands, and the quarterly-payment and 1099-K rules that trip up first-time filers.