Pinstripe Fleet

Freemium#6 of 26 in Snow Removal Software

Field service management for off-site teams and snow contractors

9.0/10Editor score

Try Pinstripe Fleet

Pinstripe Fleet9.0 Try Pinstripe Fleet

At a glance

Editor score
9.0 / 10
Pricing
Free plan · paid from $79/mo
Best for
Teams needing free fleet and field operations
Free plan
Yes
Paid from
$79/mo
Route planning
Yes
Facts checked
21 Sep 2026

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.

Our verdict on Pinstripe Fleet

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 pricing

Plans Free plan · paid from $79/moFreemium A usable free plan; paid tiers unlock the limits above. Prices re-checked Sep 2026.

See plans on fleet.pinstripeservices.com

All 3 Pinstripe Fleet plans and prices →

Pinstripe Fleet fact sheet

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
Deployment	Cloud, Mobile
Platforms	Web, iOS
Compliance & security	2FA
Support	Email, Docs
Built for	Solo, Small business, Mid-market, Enterprise (editorial estimate)
Integrations	2 integrations: Stripe, Stripe Connect
Pricing	Free plan · paid from $79/mo (source)
Website	fleet.pinstripeservices.com
Facts checked	21 Sep 2026

Pinstripe Fleet integrations

Pinstripe Fleet lists 2 integrations on its own site.

Stripe
Stripe Connect

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Reviewed by iTechGuides Editors · Editorial team · Updated Sep 2026

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