Pinstripe Fleet manages operations for businesses that send people out to do work. Its eight modules cover customers, jobs, scheduling, invoices, time tracking, vehicles, equipment, and a customer portal. Scheduling includes day, week, and employee views, recurring appointments, travel buffers, and a dispatch board with drag-and-drop and keyboard controls. Job records can track statuses, assignments, checklists, proof-of-work media, and activity from request to invoice. Customers can approve or decline mobile-friendly estimates and follow job progress through private links verified using a ZIP code or the last four phone digits. Businesses connect their own Stripe account to accept card payments, which go to their bank account. Crews can use the service in a phone browser; clock and job-status changes can queue when service drops, but photo uploads and other records require a connection. Reports offer saved views, filters, and CSV export. Outgoing communications are email; text messaging is switched off pending carrier approval. Pinstripe Fleet is available on web and iOS, with paid plans from $79/mo.
Who it is for
It is aimed at field-service businesses, including cleaning, landscaping, pest control, HVAC, property maintenance, pool service, courier, and moving businesses. It may suit teams coordinating crews, jobs, equipment, and customer payments.
What is good
- Scheduling includes recurring appointments and travel buffers.
- Job records support checklists and proof-of-work media.
- Customers can follow job progress without a login.
- Reports include saved views and CSV export.
- Clock and status changes can queue offline.
What to know first
- Photo uploads and other records require a connection.
- Text messaging is switched off.
- Businesses connect their own Stripe account.
- Paid plans start at $79/mo.
Verdict
Pinstripe Fleet combines field scheduling, job records, customer updates, and invoicing for businesses coordinating work crews. Note that communications are email only for now, and offline use does not cover photo uploads or other records.
Compared on snow removal software
- Free plan
- Yes
- Paid from
- $79/mo
- Route planning
- Yes
- Crew scheduling
- Yes
- Property management
- Yes
- Service logs
- Yes
- Invoicing and billing
- Yes
- Client portal
- Yes



