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Tax

Tax strategies, planning, and compliance for individuals and businesses

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Substack and Newsletter Writer Taxes: Schedule C, the Hobby-Loss Trap, and What You Can Deduct
·mike

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.

tax
self-employment-tax
freelance
Canada Killed the Underused Housing Tax. If You Own Property There, Your Paperwork Isn't Done Yet.
·mike

Canada Killed the Underused Housing Tax. If You Own Property There, Your Paperwork Isn't Done Yet.

Canada repealed the federal Underused Housing Tax for 2025 onward on March 26, 2026, but the repeal is not retroactive — US owners of Canadian property still owe UHT returns, penalties, and interest for 2022–2024, and BC's Speculation and Vacancy Tax, Vancouver's Empty Homes Tax, and Toronto's Vacant Home Tax remain in force.

tax
tax-compliance
international-tax
Poshmark and Depop Taxes: What Clothing Resellers Owe, With or Without a 1099-K
·mike

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.

tax
e-commerce
side-hustle
How Is Stock Photo and Video Licensing Income Taxed? A Contributor's Guide
·mike

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.

tax
self-employment-tax
creative-industries
Sneaker and Trading Card Reselling Taxes: The 2026 Bookkeeping Guide
·mike

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.

tax
self-employment-tax
inventory
Boat Rental Bookkeeping: Boatsetter, GetMyBoat, and the Schedule C/Schedule E Split
·mike

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.

side-hustle
self-employment-tax
self-employment
Buying Machinery at Auction: Cost Basis, Use Tax, and 100% Bonus Depreciation
·mike

Buying Machinery at Auction: Cost Basis, Use Tax, and 100% Bonus Depreciation

A $150,000 CNC lathe bought at auction and fully expensed under 100% bonus depreciation can generate roughly $37,500 in first-year tax savings at a 25% effective tax rate, but only if the buyer's premium, sales/use tax, and rigging costs are correctly capitalized into cost basis first.

tax
tax-deductions
tax-planning
DAC7 Explained: What US Online Sellers With EU Customers Need to Know
·mike

DAC7 Explained: What US Online Sellers With EU Customers Need to Know

DAC7 requires platforms like Etsy, Airbnb, and Upwork to collect and report seller data to EU tax authorities whenever a US seller's activity touches an EU customer or property, with goods sellers exempt below 30 transactions and €2,000 per year.

tax
tax-compliance
international-tax
Finland's 2026 VAT Threshold: Why €20,000 Is Now All-or-Nothing for Freelancers
·mike

Finland's 2026 VAT Threshold: Why €20,000 Is Now All-or-Nothing for Freelancers

Finland's 2025 VAT reform raised the small-business exemption to €20,000 but eliminated the sliding-scale relief that used to soften the jump to full VAT liability at €30,000, so crossing €20,000 now means owing VAT on 100% of turnover with no phase-in.

tax
international-tax
tax-compliance
Illinois Excludes 401(k) Employer Matches From Unemployment Insurance Wages Starting July 1, 2026
·mike

Illinois Excludes 401(k) Employer Matches From Unemployment Insurance Wages Starting July 1, 2026

Illinois excludes employer 401(k) matching contributions from state unemployment insurance (SUI) taxable wages for contributions made after June 30, 2026, under an amendment to 56 Ill. Adm. Code 2730.155; employee deferrals remain taxable, and the change aligns Illinois with existing federal FUTA treatment.

payroll
tax-compliance
retirement-savings
IRS Business Tax Account Expands to Partnerships, Nonprofits, and Government Entities
·mike

IRS Business Tax Account Expands to Partnerships, Nonprofits, and Government Entities

On April 6, 2026, the IRS opened its free Business Tax Account portal to partnerships, tax-exempt organizations, and government entities, letting a designated official view balances, download an EIN verification notice, and make payments online instead of mailing paper forms.

tax
tax-compliance
partnerships
Solar Farmland Leases: A Landowner's Guide to Rates, Rollback Taxes, and Contract Terms
·mike

Solar Farmland Leases: A Landowner's Guide to Rates, Rollback Taxes, and Contract Terms

Solar ground leases on farmland pay $500-$1,200 per acre annually nationally once construction begins, but landowners who skip the decommissioning bond, rollback-tax reimbursement, and escalator clause often lose more than they gain over a 20-to-35-year term.

solar
farming
leases
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