Simply Fleet

Overview

Simply Fleet brings vehicle, driver, fuel, expense, compliance and maintenance records together, with inspection and work-order workflows. It is best suited to operators managing multiple locations, workshops or compliance obligations. Its strongest case is connecting day-to-day fleet records to maintenance follow-up; the main caveat is that paid plans start at five vehicles.

Founded in 2021 and headquartered in Delaware, it pairs a web platform with mobile apps. The company targets fleets of roughly 50 to 500 or more assets, so its free tier is better treated as a small-scale evaluation than a match for its stated core audience. For a broader view, see our Fleet Management Software list.

Key features

• Maintenance and inspections: Preventive maintenance and digital inspections are available on Essential. A failed mobile inspection can become a work order automatically, keeping reported faults tied to service history. Work orders and inventory require Advanced, so teams needing that complete workflow must pay more.
• Fleet operations: Vehicle and driver records sit alongside fuel, services, expenses, trips and compliance. That breadth makes Simply Fleet a better fit for operators seeking a shared fleet system than for teams looking only for a narrow maintenance tool.
• AI tools: AI can scan receipts and invoices, turn voice updates into structured information, recommend preventive maintenance schedules and answer questions about fleet data. Credits are limited: Free includes 10 one-time credits, Essential gets two per vehicle monthly and Advanced gets five per vehicle monthly. One action uses one credit; purchased pooled credits do not expire.
• Connections: Telematics integrations include Motive, Verizon Connect, Samsara, Geotab and others, alongside WEX fuel cards. These connections cost an additional $0.50 per vehicle per month, which matters when calculating fleet-wide cost.

Pricing

The Free Plan costs nothing and covers five vehicles, three users, three parts, six months of data storage and 10 one-time AI credits. That is a useful way to assess the workflow with a small team, but the vehicle, user and parts caps make it a poor long-term fit for larger operations.

Essential costs $3 a month on monthly billing, or $30 a year on yearly billing, charged per vehicle. For the five-vehicle minimum, that is $15 /mo or $150 /yr. It includes preventive maintenance, fuel, services and expenses, digital inspections, trip management, and asset and user management. It leaves out work orders, inventory and priority support, so it suits teams that can manage without those Advanced tools.

Advanced costs $5 a month monthly or $50 a year yearly, per vehicle; at five vehicles, the totals are $25 /mo or $250 /yr. It adds work orders, inventory and priority support to everything in Essential. The higher price is warranted for teams that need inspection failures to flow into work orders or need inventory management within the same system.

Both paid plans require at least five vehicles. Telematics and WEX connections are optional add-ons at $0.50 per vehicle per month. Users can try the service free for up to five vehicles without a credit card, or request a 14-day trial with all pro features unlocked. Fleets over 500 vehicles qualify for volume pricing, dedicated onboarding, custom reporting setup and a named point of contact.

Platforms

Simply Fleet is available on web, Android and iOS, including apps for iPhone and iPad. The mobile inspection-to-work-order workflow is particularly relevant for teams that need field issues to reach maintenance staff promptly.

Who it's for

Simply Fleet is a sensible choice for multi-location operators with roughly 50 to 500 or more assets, especially those running in-house workshops or handling compliance obligations. Teams with fewer than five vehicles can use the free plan, but must reach the five-vehicle minimum to move to paid service. Operators needing work orders or inventory should budget for Advanced; those needing only preventive maintenance and inspections can avoid that upgrade with Essential.

Pros and cons

• Pro: Failed mobile inspections can automatically create work orders, reducing the handoff between fault reporting and maintenance follow-up.
• Pro: Vehicle, fuel, expense, compliance and maintenance records share one system, which suits teams consolidating routine fleet operations.
• Pro: Multiple telematics providers and WEX fuel cards are supported, giving fleet operators connection options, albeit at extra cost.
• Con: Paid plans start at five vehicles, while the free plan is capped at five vehicles and has tight user, parts and storage limits.
• Con: Essential excludes work orders and inventory, despite the product's maintenance focus; those functions require the more expensive Advanced plan.
• Con: AI usage is quota-based, with only two credits per vehicle monthly on Essential and five on Advanced.
• Con: The privacy policy says precise device location may be collected when users log fill-ups or trips, including while the app runs in the foreground or background; it also says transmission is at the user's risk.

Alternatives

Choose Whip Around if a freemium fleet option with web, iOS and Android support is your priority; the available comparison points do not distinguish its feature depth from Simply Fleet's.

Choose CarCEO PRO if you manage a very small vehicle pool and need customer and contract records: its free Starter plan covers up to two vehicles with unlimited customers and contracts, while its $29 a month Office plan covers up to 10 vehicles. Its stated scope is more limited than Simply Fleet's maintenance and compliance system.

EROAD, GPS Insight, GreenRoad, Navixy, Netradyne and Teletrac Navman TN360 are paid web and mobile alternatives to compare if you want to consider other fleet-management products.

Verdict

Simply Fleet is a strong fit for mid-sized and larger fleet teams that want vehicle records, inspections and maintenance workflows connected, with AI tools and telematics options alongside them. The automatic path from failed inspection to work order is its clearest operational advantage. Look elsewhere if you need a paid plan for fewer than five vehicles, or if Essential's missing work orders and inventory make Advanced's higher per-vehicle cost difficult to justify.