Compare / Cashout vs Stride

By NorseHorse. Updated October 16, 2026. Prices and features as listed on October 16, 2026; they change, so check the store before you buy.

Who should pick which

Pick Stride if you're a 1099 driver or other independent worker. It tracks your miles automatically by GPS for free, and Cashout doesn't track miles automatically at all. Stride also imports expenses from your bank and now handles tips in its tax math.

Pick Cashout if you work tipped shifts for an employer (server, bartender, barista, stylist, valet) and want each shift's hours, wage, cash tips, card tips and tip-out in one place, with a pay stub check and a W-2 tax estimate. It works with no account.

Use both if you wait tables and drive delivery. Stride for the miles and the 1099 side; Cashout for the shifts. They don't share data.

What each app is

Stride's Google Play listing says "Stride is perfect for any independent worker," and its App Store listing names rideshare and delivery drivers. Both listings describe it as free: "All for free with no hidden fees" on Google Play, and the App Store shows no in-app purchases. It lets you "Track miles & mileage automatically," log expenses like "phone, gas, and transportation," and use "Bank integration to easily import expenses." It prepares "IRS-Ready reports" and offers "Support with all filing methods: e-file, tax filing software, accountant." Stride also helps you shop for health insurance.

Cashout is built around the shift. You log a job, hours, hourly rate, cash tips, card tips and tip-out, and it shows your net tips, your effective hourly rate (wages plus net tips divided by hours), your tips by day and section, and a tax estimate. It works offline.

Side by side

What Stride does better

• Automatic mileage, free. Stride tracks drives by GPS at no cost. In Cashout, every trip is typed in, and a forgotten trip is a lost deduction.
• Bank import. Stride's version history describes a "Review My Transactions" step for accounts connected through Plaid, so expenses can come from your bank instead of memory. Cashout has no bank connection.
• The tips deduction is already in its tax math. Stride's version 26.2.0 notes say "All tax calculations have been updated to automatically account for eligible tip deductions" and that tip amounts now show as a separate field in its tax reports. Cashout's estimate doesn't include No Tax on Tips yet.
• Health insurance. If you're a contractor without employer coverage, Stride helps you shop for a plan. Cashout doesn't touch insurance; the health insurance guide covers the basics.
• Contractor taxes on iPhone. Stride's App Store version notes describe "a clearer and more accurate estimate of your taxes" for independent work. Cashout's self-employment estimate is Android only for now.

What Cashout does better

• Shifts at a tipped job. Cashout records the hourly wage and the tips from each shift together, so you see what a Friday night is really worth per hour. It keeps tip-outs separate, splits a pool by points with Tip Split, and compares tips you earned with tips you reported to your employer.
• W-2 pay. Paycheck Check compares a pay stub with the shifts you logged, the overtime tracker watches weekly hours, and the tax estimate covers federal, Social Security and Medicare, and state tax for all 50 states and DC on wages and tips.
• Planning around tips. A pay period forecast, Cash Flow with your recurring bills, an Income Goal and home screen widgets are built for income that changes every shift.
• No account, no bank login. Cashout works fully offline. An account is optional and only needed for sync, the AI Coach and the Break Room.

Where Cashout falls short

• No automatic mileage or trip import. For a full-time driver this alone may decide it.
• No bank or card connection. Expenses are entered by hand or from a receipt photo.
• No Tax on Tips isn't in the app yet. Neither is the overtime deduction. The No Tax on Tips calculator and guide cover them for now.
• No tax filing. Cashout gives you CSV and PDF exports and a tax summary PDF for your preparer or software.
• The iPhone app is behind Android. The App Store version is 5.0.0, English only, with no self-employment tax estimate, and it values every mile at a flat 70 cents. Android uses the IRS rate for each trip's date.
• The AI Coach needs an account and is limited to 50 questions a month.

Price as listed

On October 16, 2026, Stride's App Store listing showed it as free with no in-app purchases listed, and its Google Play listing said "All for free with no hidden fees." Cashout is free on Android and iPhone, with nothing to buy and no ads. Check the stores before you rely on either, since listings change.

Drivers: which miles count

Automatic tracking only helps if the miles are deductible. The IRS says you "can't deduct commuting expenses no matter how far your home is from your regular place of work," so the drive to your restaurant doesn't count. The mileage deduction guide explains which miles do, and the delivery driver and rideshare driver pages cover how those jobs are taxed.

Track it all with Cashout. Shifts, tips, unpaid breaks, taxes, and mileage, logged in seconds. iPhone · Android