Pinstripe Fleet
Pinstripe Fleet: A practical snow-operations platform with a capable free plan and limited integrations. Ranked #6 of 26 in Snow Removal Software by our editors (8.7/10); pricing: Free plan; best for teams needing free fleet and field operations.
At a glance
- Editor score8.7 / 10
- PricingFree plan
- Best forTeams needing free fleet and field operations
- Free planYes
- Paid from$790/yr
- Route planningYes
- Facts checked21 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.
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Pinstripe Fleet pricing
All 3 Pinstripe Fleet plans and prices →
Pinstripe Fleet fact sheet
| Free plan | Yes |
|---|---|
| Paid from | $790/yr |
| 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 (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
Alternatives to Pinstripe Fleet
- FieldBasedA complete storm-operations platform for contractors managing crews, routes, service records, and billing.9.4
- Plow360Detailed snow workflows, mobile operations, and billing at a low monthly starting price.9.2
- CrewNestA practical snow-operations platform with a capable free plan and focused paid upgrades.9.1
See all Pinstripe Fleet alternatives →
Pinstripe Fleet vs the competition
- Pinstripe Fleet vs FieldBased
- Pinstripe Fleet vs Plow360
- Pinstripe Fleet vs CrewNest
- Pinstripe Fleet vs RouteStacker
- Pinstripe Fleet vs Icey
- Pinstripe Fleet vs SaberTask SnowManager
Compare Pinstripe Fleet with any tool side by side →
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Reviewed by iTechGuides Editors · Editorial team · Updated Oct 2026
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