#side-hustle
Tax, accounting, and growth tips for side projects, freelancers, and part-time businesses
How many used cars you can flip before your state calls you an unlicensed dealer (Illinois 4, Michigan 3, California no safe harbor, FTC Used Car Rule at 6), why title jumping is illegal everywhere, what curbstoning fines and dealer bonds cost, and how to keep per-VIN books that treat flips as Schedule C inventory subject to 15.3% self-employment tax.
How to keep books for Notion-template sales when a merchant-of-record platform collects sales tax and nets fees from your payout—separating customer charges, platform fees, refunds, and taxes through a clearing account so a $1,530 deposit is fully explained, and treating Form 1099-K as a cross-check rather than your ledger.
Congress restored the federal 1099-K threshold to $20,000 and 200 transactions in July 2025, but nine states still require a form at $600 and four more sit between $1,000 and $2,500 — so a $650 Etsy sale produces a 1099-K in Massachusetts and nothing in Texas. Includes the state-by-state threshold tiers and how to reconcile a gross form total down to actual taxable profit.
DAC7 (Council Directive 2021/514) makes marketplaces report seller data to EU tax authorities by January 31 each year. For goods, you stay exempt only if you are under both 30 transactions and €2,000 on that platform for the calendar year — miss either prong and you are reportable, and ignoring the verification request lets the platform withhold payouts after two reminders and 60 days.
Product sent to a creator in exchange for promotion is taxable at fair market value under IRC Section 61 — a $400 PR box you review is $400 of Schedule C gross receipts, plus 15.3% self-employment tax on net profit. The 1099-NEC filing threshold rising from $600 to $2,000 changes only when a brand must issue a form, never whether you must report the income.
Zelle is not a third-party settlement organization under Section 6050W, so it files no 1099-K at any amount — while Venmo, PayPal, Cash App, Stripe, and Square do once the federal threshold of more than $20,000 and more than 200 transactions is met, restored retroactively by the One Big Beautiful Bill Act. Income is taxable either way, and this guide shows the reconciliation system that keeps multi-rail freelance books accurate.
For 2026, gig drivers deduct 72.5 cents per mile through June and 76 cents after, claim up to $25,000 in qualified tips as an above-the-line deduction, and expense vehicles at 100% bonus depreciation — if they log miles and tips contemporaneously and keep books on the right Schedule C lines.
Self-employment income from newsletters triggers Schedule C filing, quarterly estimated taxes, and a critical 2026 IRS hobby-vs-business classification change worth tens of thousands of dollars over time.
Upwork and Fiverr 1099-Ks report gross payment volume before platform commissions and withdrawal fees are deducted, so freelancers must record both as separate Schedule C expense lines to reconcile reported income with actual bank deposits.
Cameo's 1099-NEC reports your gross booking price, but the platform keeps 25% — and Apple takes another 30% on iOS orders — so booking only your net deposits creates an IRS mismatch and erases a deductible fee. Here's how to record gross revenue and platform fees separately, what the 15.3% self-employment tax costs once you clear $400, and the 2026 quarterly estimated-tax dates to calendar.
Form T2125 turns a Canadian sole proprietor's invoices and receipts into taxable net business income on the T1 return. For 2026, gig platforms report earnings directly to the CRA, self-employed CPP totals nearly $9,300 at the earnings ceiling, and the June 15 filing extension still leaves payment due April 30.
On July 1, 2026, eBay replaced tiered final value fees with flat category rates for commercial sellers on its European marketplaces — roughly 7–14% on new goods and a flat 5% on used and refurbished items. Depending on price band, the change can cut or raise your fees, so here's a 90-day audit to run against your own sales data.
