Milestead is the mileage and shift tracker that maps your street earnings directly against your real-life bills. Available on iOS and web. Auto-track miles or log manually, watch your cash runway, and lock in IRS-compliant write-offs automatically.

Four focused tabs, Today, Money, Miles, and Insights, that turn scattered gig income into a plan you can actually drive to.
Every morning, Milestead tells you exactly how much you still need today to stay ahead of your bills.
Background GPS captures every deductible mile automatically. Tap Start shift. Milestead handles the rest.
Bulletproof, IRS-compliant logs and a Schedule C summary you can export in one click.
A quick look at three of the four tabs. Every screen is one tap from your Today number.

Milestead totals your bills and shows funding progress against them so you always know where you stand.

Weekly fuel burn and MPG tracked automatically so gas stops quietly log themselves against your shifts.

One clean view of what you owe, what is due soon, and your tax center. Open a section to add a bill, log spending, or export.
Start a shift once. Milestead runs in the background with GPS, then shows live miles and hours on your Lock Screen and Dynamic Island. Tap to pause, take a break, or end the shift.


7-day free trial on annual plans. Cancel any time.
Your subscription may be deductible as a Schedule C business expense. Check with your tax pro.
Everything most drivers need to hit their number.
For drivers running it like a business.
Still curious? Email us at hi@milestead.app. A real human will reply.
The Milestead web app works on any device with a browser, including Android. The native iOS app is available today. Android native is on the roadmap.
No. Auto GPS tracking runs quietly in the background and captures every deductible mile. Manual entry is there when you want it.
Yes. From Insights › Tax & export you can pull a Schedule C summary, an IRS-compliant mileage log, and a 1099 matcher to hand straight to your CPA.
Your logs stay yours. Export your mileage log and Schedule C summary from Insights any time, before or after cancelling.
Milestead uses low-power background location, similar to the delivery platform apps themselves, and only while a shift is live.
Free to start. No credit card. Every mile you drive stays on your ledger.