Taxes & Bookkeeping
Five Questions to Ask Before You Pay \$30 a Month for Accounting Software
QuickBooks Online's cheapest plan is \$2,280 over five years; a one-time licence is \$149.95. Before you pay monthly, as…
Taxes & Bookkeeping
12 articles in this topic.
Taxes & Bookkeeping
Do You Owe Taxes on Farmers Market Income? A Simple Guide for Sellers
Made a few thousand dollars selling tomatoes, jam, or birdhouses at the market? The IRS treats that as income the moment…
Taxes & Bookkeeping
How to Turn a Hobby Into a Tax-Deductible Business
A hobby that makes money is taxed but can't deduct its expenses. A business can. Here's how to legitimately cross that l…
Taxes & Bookkeeping
Taxes on Zelle, Venmo, Cash App & PayPal: The 2026 1099-K Guide
Venmo, PayPal and Cash App now send the IRS a 1099-K once your business payments cross the threshold — and Zelle never d…
Taxes & Bookkeeping
Tax Secrets Most Self-Employed People Miss in 2026
The average self-employed person overpays the IRS by $3,000–$8,000 a year, almost always by missing legitimate deduction…
Taxes & Bookkeeping
Tax-Loss Harvesting: The $3,000 Deduction Most Investors Miss
Tax-loss harvesting is one of the few legal ways to convert paper losses into real dollars. Sell a position at a loss, o…
Taxes & Bookkeeping
HSA Triple-Tax Stacking for High Earners: $1M+ Tax-Free at 65
The HSA is the only account in the US tax code with three layers of tax benefit: deductible going in, tax-free growth, a…
Taxes & Bookkeeping
The Augusta Rule: Rent Your Home to Your Own Business Tax-Free (IRC §280A)
The Augusta Rule is one of the cleanest legal tax strategies for an S-corp or LLC owner. Rent your home to your own busi…
Taxes & Bookkeeping
Schedule C prep: build a one-page summary your CPA will thank you for
The year-end ritual for most self-employed tradespeople: dump a shoebox on the CPA's desk, then pay them $150 an hour to…
Taxes & Bookkeeping
Stop hand-typing into QuickBooks: how IIF and Xero CSV exports work
If your accountant uses QuickBooks Desktop, year-end usually means transcribing 200 transactions by hand. It does not ha…
Taxes & Bookkeeping
The $10,500 deduction most self-employed drivers miss: tracked mileage
At the 2026 IRS standard mileage rate of $0.70 per mile, a self-employed driver doing 15,000 work miles loses $10,500 in…
Taxes & Bookkeeping
Track Mileage and Receipts for Taxes: 2026 Self-Employed Guide
If you are self-employed, sloppy mileage logs and missing receipts cost you real money every April. This 2026 guide cove…
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