#side-hustle
Side Hustle
Tax, accounting, and growth tips for side projects, freelancers, and part-time businesses
Peer-to-Peer Garage and Driveway Storage: Tax, Insurance, and Bookkeeping Guide
Peer-to-peer garage and driveway storage income is usually reported on Schedule E rather than Schedule C, is taxable even without a 1099-K, and requires tracking gross bookings, platform fees (commonly 4.9% + $0.30 per transaction), and prorated home costs separately from personal expenses.
RV Rental Bookkeeping: Why the IRS May Tax Your Motorhome Like a Vacation Home
Section 280A can classify a rented RV as a dwelling unit, capping deductions once personal use exceeds 14 days or 10% of rental days. How peer-to-peer RV hosts should keep a use-day log, choose between 5-, 7-, and 27.5-year depreciation, apply 100% bonus depreciation or Section 179, and record platform commissions gross instead of net.
Sneaker Resale Bookkeeping: Cost Basis, Cop-and-Flip Inventory Tracking, and Why StockX/GOAT 1099-Ks Rarely Match Your Actual Profit
A 1099-K from StockX or GOAT reports gross payments, not profit. Here's how sneaker resellers track per-pair cost basis, apply FIFO to cop-and-flip inventory, deduct platform fees that run 10-12% per sale, and meet the restored $20,000/200-transaction reporting threshold with clean books.
Substack and Newsletter Writer Taxes: Schedule C, the Hobby-Loss Trap, and What You Can Deduct
Paid newsletter revenue on Substack, Ghost, or beehiiv is Schedule C self-employment income — owing 15.3% SE tax, quarterly estimates once you owe over $1,000, and facing a new 90% cap on hobby-expense deductions in 2026. Here's how the 1099-K thresholds, the 13–19% effective platform-fee cost, and the deduction rules actually work for writers.
Poshmark and Depop Taxes: What Clothing Resellers Owe, With or Without a 1099-K
The federal 1099-K threshold is back at $20,000 and 200 transactions, but reselling profit is taxable either way. How Poshmark and Depop sellers should handle hobby-vs-business classification, the nondeductible personal-use loss rule under IRC Section 165(c), cost of goods sold, and reconciling income across platforms that report gross vs. net.
How Is Stock Photo and Video Licensing Income Taxed? A Contributor's Guide
Stock photo and video royalties from platforms like Adobe Stock and Shutterstock are almost always Schedule C income subject to 15.3% self-employment tax — not passive royalties. This guide covers the hobby-vs-business test, reconciling multi-platform 1099s, deducting gear via Section 179 ($2,560,000 limit) or 100% bonus depreciation, and when quarterly estimated payments kick in.
Sneaker and Trading Card Reselling Taxes: The 2026 Bookkeeping Guide
The 2026 IRS 1099-K threshold for platforms like eBay, StockX, and Whatnot is back to $20,000 and 200 transactions, but sneaker and trading card resellers still owe tax on profit below that line — here's how to nail cost basis, inventory tracking, and the hobby-vs-business test.
Boat Rental Bookkeeping: Boatsetter, GetMyBoat, and the Schedule C/Schedule E Split
Boatsetter and GetMyBoat report gross transaction volume on Form 1099-K, not your net payout, so record the full charter price as revenue and the platform commission as a separate expense — and track bareboat versus captained bookings separately, since adding a captain shifts income from Schedule E to Schedule C self-employment tax.
IRS Direct File Is Gone for 2026: Free Tax Filing Alternatives for Freelancers and the Self-Employed
IRS Direct File will not return for the 2026 filing season; IRS Free File, FreeTaxUSA, Cash App Taxes, VITA, and MilTax remain free options, but only some fully support Schedule C for freelancers and small business owners.
TikTok Shop Affiliate Taxes: A Creator's Guide to 1099-NECs, Clawbacks, and Quarterly Payments
TikTok Shop affiliates receive a 1099-NEC already net of the platform's ~13% cut, owe 15.3% self-employment tax once net earnings pass $400, and must report all income even under the new $2,000 per-payer reporting threshold. Here's how commission clawbacks, free PR products, and quarterly estimated payments actually work — and the monthly close that keeps the numbers right.
Wedding Officiant Bookkeeping: Ordination Rules, Self-Employment Taxes, and Deposit Accounting
Online ordination doesn't make you IRS clergy — officiant fees are ordinary Schedule C income subject to 15.3% self-employment tax. This guide covers where online ordinations face county-level recognition problems (Tennessee, Virginia), what celebrants actually charge ($300–$1,000+), and why booking deposits belong on your books as liabilities until the ceremony happens.
Bookkeeping for Dog Boarding and Pet Sitting Businesses: Platform Income, Sub-Sitter 1099s, and Home-Office Rules
How dog boarding and pet sitting businesses should track revenue by service line, reconcile Rover and Wag payouts against the $20,000/200-transaction 1099-K threshold, file 1099-NECs for sub-sitters paid $600 or more, and apply the strict exclusive-use home-office rule — the childcare daycare exception does not extend to pet care.