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Pinstripe Fleet review

Freemium#6 of 26 in Snow Removal Software

A practical snow-operations platform with a capable free plan and limited integrations.

8.7/10Editor score
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Pinstripe Fleet8.7 Try Pinstripe Fleet

Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026

Pinstripe Fleet is field service management software for businesses dispatching crews to service locations. Snow contractors can group service locations by route, schedule recurring or event-based jobs, assign crews, capture start and finish times, and maintain job records with photos, signatures, checklists, and activity history. Customer records, service addresses, a customer portal, invoicing, equipment tracking, and reporting extend it beyond route scheduling. It is available on the web and iOS, with an offline-safe iPhone field workflow.

Pricing is structured around a useful free entry point and a paid Professional tier. The Free plan costs $0 forever and includes 1 active user, 25 jobs per month, 100 customers, 1 GB of media storage, manual invoices and payments, and a customer portal with on-the-way updates. Professional costs $79 per month or $790 per year, with 5 seats included, unlimited jobs and customers, 25 GB of media storage, recurring jobs, advanced checklists, time tracking, payroll-ready exports, and advanced permissions. Enterprise adds unlimited users, jobs, and storage, a custom domain, full API access, dedicated onboarding and training, SLA and priority support, and custom integrations.

The strongest operational fit is for teams that need snow-specific routing alongside dispatch, QR clock-in, crew time tracking, equipment inspections, document expiry tracking, CSV exports, hosted checkout, refunds, and Stripe payments. Stripe and Stripe Connect are the listed integrations, so organizations needing a broader connected ecosystem should assess that constraint closely. The vendor also states that it does not claim SOC 2, ISO 27001, PCI DSS, HIPAA, or GDPR certification, and SMS notifications are switched off pending carrier approval. Choose Pinstripe Fleet for a focused field-operations workflow with a free starting plan; consider alternatives if broad integrations, formal certification claims, or active SMS notifications are central requirements.

Pinstripe Fleet pros and cons

  • Where it wins
    • Route grouping, dispatch, and crew assignment support snow account operations.
    • Offline-safe iPhone workflows support field updates away from connectivity.
    • The Free plan includes 1 active user, 25 jobs monthly, and 100 customers.
  • Where it doesn't
    • The Free plan limits activity to 25 jobs per month and 1 active user.
    • Listed integrations are limited to Stripe and Stripe Connect.
    • The vendor makes no claims for SOC 2, ISO 27001, PCI DSS, HIPAA, or GDPR certification.

Pinstripe Fleet fact sheet, pricing and score →

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