#independent-contractor
Independent Contractor
Contractor payments, 1099 tracking, and compliance
Why Your DoorDash 1099 Might Not Show Up This Year — and Why You Still Owe Taxes on Every Mile
The 1099-NEC threshold is now $2,000, so many part-time DoorDash, Instacart, and Grubhub drivers won't receive a form for 2026 — but the IRS still taxes net self-employment earnings above $400. How multi-app delivery drivers can capture the dead miles apps don't report (often 30% or more of total driving), choose between the standard mileage and actual expense methods, and set aside 25–30% of each payout for quarterly taxes.
Freelance Ghostwriter Taxes: Schedule C, Self-Employment Tax, and Why the NDA Doesn't Matter
An NDA has zero effect on how ghostwriting income is taxed — it's ordinary Schedule C self-employment income. This guide covers the 15.3% self-employment tax, deductible expenses for writers, 2026 quarterly estimated payment deadlines, and how advances and royalties are taxed when received.
Independent Real Estate Appraiser Bookkeeping: Making Sense of AMC Fee Splits, USPAP Engagement Letters, and E&O Costs
AMCs commonly keep 30–50% of the borrower-paid appraisal fee — in documented cases an appraiser received $205 of an $834 fee. This guide shows independent appraisers how to reconcile AMC payouts against engagement letters, structure a chart of accounts around E&O insurance and mileage, accrue fees at report delivery to catch underpayment, and estimate quarterly taxes off net rather than gross 1099 income.
New York's Freelance Isn't Free Act: What the $528,817 Splashlight Settlement Means for Businesses That Hire Freelancers
New York's DCWP fined production company Splashlight $528,817 for paying fewer than 1 in 5 freelance contracts on time. Here's what the Freelance Isn't Free Act requires — written contracts for work over $800, payment within 30 days, six years of records — and how similar laws in Illinois and California now apply nationwide.
Swim School Bookkeeping: Deferred Revenue for Session Packs, Instructor Pay, and Pool Costs
A $400 session pack is a liability, not June revenue — swim school bookkeeping hinges on deferring prepaid lesson income, budgeting pool leases as fixed costs, and classifying certified instructors correctly. Covers franchise cost benchmarks ($95K–$3.75M), instructor pay of $19–$35/hour, USA Swimming fee pass-throughs, and a monthly close checklist.
Gymnastics and Cheer Gym Bookkeeping: Getting Tuition, Team Fees, and Meet Travel Right
A $3,600 competition-team fee paid in August isn't August revenue — it's deferred revenue recognized monthly across the season. How gymnastics and cheer gyms should book team fees, classify coaches (1099 vs. W-2), depreciate spring floors and mats under Section 179, and budget meet travel.
The FTC's $2.7 Million Handy Technologies Refund: What 'Up to $45/Hour' Really Cost a Gig Platform
In July 2026 the FTC mailed $2.7 million in refund checks to 62,893 Handy Technologies gig workers after finding that over 90% of them earned $20+ less than the advertised "up to $45/hour" rate. Here is what the settlement requires, why "up to" earnings claims are now an FTC enforcement priority, and how to reconcile advertised pay against actual payout data in your own books.
Illinois' $95,000 GigSmart Settlement: What Staffing-App Worker Misclassification Means for Your Business
Illinois' attorney general settled with staffing app GigSmart for roughly $95,000 after finding 479 workers misclassified as independent contractors — denied overtime, minimum wage, and Illinois' four-hour minimum shift pay. Here's the ABC test regulators apply, why client businesses can share joint-employer liability, and the labor-cost records that protect you.
NLRB Independent Contractor Rulemaking Petition: What the SuperShuttle Fight Means for Small Businesses
On February 11, 2026, fourteen trade groups — including the American Trucking Associations and the National Retail Federation — petitioned the NLRB to lock in a stable independent contractor standard after three different tests in roughly a decade. Here's how the NLRB test differs from the IRS and DOL frameworks, and what contractor-reliant businesses should do while the petition plays out.
Renaissance Faire and Festival Operator Bookkeeping: Vendor Booth Fees, Weekend-Concentrated Revenue, and 1099 vs. W-2 Cast
How renaissance faire and festival operators should handle books when a year's revenue lands in eight weekends — booking vendor booth deposits as deferred revenue, forecasting twelve months of cash flow, classifying cast under the ABC test with the 2026 $2,000 1099-NEC threshold, and remitting event sales tax within compressed 10-30 day deadlines.
Sign Language Interpreter Agency Bookkeeping: Why a Two-Hour Minimum and a No-Show Fee Can Make or Break Your Margin
How interpreting agencies and freelance ASL interpreters should book VRI versus in-person revenue ($35–$100/hr versus $50–$145/hr with two-hour minimums), cancellation fees, deferred retainers, and 1099-vs-W-2 classification risk — plus revenue per bookable hour, the KPI that actually predicts margin.
The AI Orchestrator Premium: Why Some Freelancers Are Earning 34% More in 2026 (and Others Are Earning Less)
Upwork's Future Workforce Index 2026 finds freelancers doing AI-related work earn 34% more per hour, with earnings on complex AI work up 45% year-over-year while per-contract pay for commodity generative-AI gigs fell 13% — here's what the "AI Orchestrator" split means for freelancers and indie developers, and how to land on the right side of it.