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Pinstripe Fleet
What Pinstripe Fleet is
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 suits
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 it does well
- 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.
Limits
Clock and job-status changes can queue offline, but photo uploads and other records require a connection. Outgoing communications are by email; text messaging is switched off pending carrier approval.
Getting started
- Visit the Pinstripe Fleet website.
- Request a live workflow walkthrough; no card is required.
- Choose the free plan or a paid plan from $79/mo.
- Use the web service or iOS app.
- Connect your own Stripe account if you want to accept card payments.
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.
Questions
Is there a free plan?
Yes. Pinstripe Fleet has a free plan, with paid plans from $79/mo.
Which platforms does it support?
It is available on web and iOS. Crews can also use it in a phone browser.
How do customer card payments work?
The business connects its own Stripe account. Customers pay invoices by card, and funds go to the business’s bank account.
Can customers track job progress without an account?
Yes. They can use a private link verified by ZIP code or the last four digits of a phone number.
Does it send text messages?
No. Outgoing communications are currently by email; text messaging is switched off pending carrier approval.
Can crews use it when service drops?
Clock and job-status changes can queue. Photo uploads and other records need a connection.
Facts from Pinstripe Fleet's own pages
- Access controls
- The product lists five access levels, and says pricing information is not sent to users who lack permission to see it. · pinstripefleet.com, 3 Oct 2026
- AI assistant
- An in-app assistant answers operational questions through a permissioned tool registry scoped to enabled modules and the user’s role, and each call is audited. · pinstripefleet.com, 3 Oct 2026
- Customer portal
- Customers can view job progress through private links verified with ZIP code or the last four digits of a phone number, without creating a login. · pinstripefleet.com, 3 Oct 2026
- Data isolation
- The maker says each business’s data is isolated at the database level and support visits are shown in the workspace and logged. · pinstripefleet.com, 3 Oct 2026
- Demo
- The site invites prospective customers to request a live workflow walkthrough and says no card is required. · pinstripefleet.com, 2 Oct 2026
- Estimates
- Customers can approve or decline estimates on a mobile-friendly page, and the business can see its approval rate and median decision time. · pinstripefleet.com, 3 Oct 2026
- Headquarters
- New York, United States · fleet.pinstripeservices.com, 28 Sept 2026
- Intended users
- The maker describes it as suitable for businesses that send people to work on-site, including cleaning, landscaping, HVAC, pest control, pool service, courier, and moving companies. · pinstripefleet.com, 3 Oct 2026
- Jobs
- Job records can include configurable statuses, assignments, checklists, proof-of-work media, and an activity timeline from request to invoice. · pinstripefleet.com, 3 Oct 2026
- Location sharing
- Technicians can share an approximate distance with a customer for one visit while marked on the way; the site says it does not provide a map or location history. · pinstripefleet.com, 2 Oct 2026
- Messaging limit
- The site says outgoing communications are email today and text messaging is switched off pending carrier approval. · pinstripefleet.com, 2 Oct 2026
- Mobile and offline use
- Crews can use the product in a phone browser; clock-in, clock-out, and job-status changes can queue offline, while photo uploads require a connection. · pinstripefleet.com, 3 Oct 2026
- Modules
- Its eight operational modules are Customers, Jobs, Schedule, Invoices, Time tracking, Vehicles, Equipment, and Customer Portal. · pinstripefleet.com, 2 Oct 2026
- Payments
- Businesses connect their own Stripe account so customers can pay invoices by card, with payments sent to the business's bank account. · pinstripefleet.com, 2 Oct 2026
- Payments integration
- Customers pay invoices through the business’s own Stripe account, with payment updates posted from Stripe webhooks. · pinstripefleet.com, 3 Oct 2026
- Purpose
- Pinstripe Fleet helps field service businesses schedule and dispatch jobs, track crew time and equipment, capture proof of work, invoice customers, and collect payment. · pinstripefleet.com, 3 Oct 2026
- Reporting
- The product provides eight report surfaces with saved views, filters, and CSV export. · pinstripefleet.com, 3 Oct 2026
- Scheduling
- Scheduling includes day, week, and employee calendar views, recurring appointments, travel buffers, and a dispatch board with drag-and-drop and keyboard controls. · pinstripefleet.com, 3 Oct 2026
- Text messaging
- The maker says outbound communications are currently by email; text messaging is built but switched off while carrier approval is pending. · pinstripefleet.com, 3 Oct 2026
Where Pinstripe Fleet stands on Freedom251
- Snow Removal Software#7 of 25