October 14, 2026
Which receipts you actually need to keep, and for how long
Keep your receipts is advice everyone gives and nobody qualifies. Here are the actual retention windows, what the $75 rule really says, and why photos are fine.
Blog
Practical money notes for people who work for themselves
Guides on tracking expenses, keeping every deduction, and running lean team reimbursements, written by the folks building Whittle.
September 9, 2026
Quarterly estimated taxes: how much to set aside, and when
Self-employment taxes are not a once-a-year thing. Here are the four federal deadlines, what percentage to hold back, and the safe harbor rule worth knowing.
August 12, 2026
Track your spending without handing over your bank login
Most finance apps want live access to your bank account. There's another way: import your own statements as CSV and keep your credentials to yourself.
August 5, 2026
How independent contractors keep every deduction (without a shoebox)
A simple system for tracking self-employment deductions all year: capture receipts when you buy, categorize once, and export clean records at tax time.
July 29, 2026
Expense reimbursements for small teams, without the enterprise suite
You don't need enterprise expense software to run a clean submit, approve, reimburse loop. What a small team actually needs, and what it can skip.
July 22, 2026
QuickBooks Self-Employed is gone. Here is a practical replacement guide.
Intuit discontinued QuickBooks Self-Employed and the move to Solopreneur left data behind. What to look for in a replacement, and how to switch safely.