Simply Fleet

Overview

Simply Fleet is a fleet operations system for teams that need vehicle records, maintenance, inspections and compliance in one place. It is best suited to multi-vehicle businesses managing several locations or in-house workshops. Its strongest case is the link between inspections and maintenance; its free tier is useful for a small trial, but paid plans require at least five vehicles.

Founded in 2021 and headquartered in Delaware, Simply Fleet combines a web service with mobile apps. Its stated focus is fleets with roughly 50 to 500 or more assets, particularly those with workshop or compliance responsibilities. For a broader view of the category, see our Fleet Management Software list.

Key features

• Maintenance and inspections: Preventive maintenance, digital inspections and work orders keep routine service and reported faults together. When an inspection fails in the mobile app, Simply Fleet can automatically create a work order. That connection should help teams follow up on defects without maintaining a separate handoff, though work orders are reserved for Advanced.
• Fleet operations: The system manages vehicles, drivers, fuel, expenses, compliance, trips and asset records. This broad scope suits operators seeking a shared operational record rather than a maintenance-only tool.
• AI assistance: AI scans receipts and invoices, structures voice updates, recommends preventive-maintenance schedules and answers questions about fleet data. Credits constrain usage: Free includes 10 one-time credits, Essential provides two per vehicle monthly, and Advanced provides five. Each action costs one credit; purchased pooled credits do not expire.
• Connections: Telematics connections include Motive, Verizon Connect, Samsara, Geotab and several other providers, alongside WEX fuel cards. These connections cost an additional $0.50 per vehicle per month, so fleets should include that recurring charge when comparing plans.

Pricing

Simply Fleet uses a freemium model. Its free plan costs $0.00 per free and allows five vehicles, three users, three parts, six months of data storage and 10 one-time AI credits. Those caps make it a practical evaluation option, but not a substitute for a paid fleet deployment once the team or inventory grows.

Essential is $3.00 per month per vehicle, billed monthly, or $30.00 per year per vehicle, billed yearly. Both versions require at least five vehicles: the stated five-vehicle totals are $15 /mo and $150 /yr respectively. Essential includes preventive maintenance, fuel, services and expenses, digital inspections, trip management, and asset and user management. It is the entry paid plan for teams that can handle work-order coordination without the platform's work-order and inventory tools.

Advanced is $5.00 per month per vehicle, billed monthly, or $50.00 per year per vehicle, billed yearly. The five-vehicle totals are $25 /mo and $250 /yr. It includes everything in Essential, plus work orders, inventory and priority support, making it the more complete fit for workshop-led maintenance. Telematics and WEX connections add $0.50 per vehicle per month on either tier.

Users can trial the service free for up to five vehicles without a credit card, and can 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. Mobile availability is particularly relevant to inspection workflows, since failed inspections can feed directly into work orders.

Who it's for

Choose Simply Fleet if your operation needs maintenance, inspections, fuel and compliance records tied to vehicle and driver management, especially across multiple locations. Essential fits fleets seeking preventive maintenance and digital inspections; Advanced is the better fit when work orders and inventory need to live in the same workflow. The five-vehicle paid minimum makes it less suitable for a very small operator, while the free tier's three-user and three-parts caps limit its usefulness beyond evaluation.

Privacy-conscious fleets should account for location collection: the app may collect precise device location when users log fill-ups or trips, including while running in the foreground or background. Simply Fleet says it stores data on secure servers and uses processes and security features intended to prevent unauthorized access, while noting that transmission is at the user's risk.

Pros and cons

• Pro: Failed mobile inspections can become work orders automatically, linking defect reporting to service follow-up.
• Pro: Both paid tiers cover core fuel, expense, inspection and preventive-maintenance workflows, with Advanced adding inventory and priority support.
• Pro: A free five-vehicle plan and a no-card trial offer ways to evaluate the service before committing.
• Con: Paid plans start at five vehicles, and the free plan limits users, parts and data retention.
• Con: AI usage is credit-based, and telematics or WEX connections add a per-vehicle monthly fee.
• Con: Precise device location may be collected during fill-up and trip logging, including in the background.

Alternatives

CarCEO PRO is worth considering for a web-based operation that needs customer and contract management alongside a smaller vehicle fleet: its free Starter plan covers up to two vehicles, while Office supports up to 10 for $29.00 per month.

Whip Around is another freemium option with web, iOS and Android availability.

Geotab may suit fleets prioritizing advanced safety and AI scoring, HOS/ELD and tachograph compliance, predictive maintenance and fuel monitoring; it is paid and has no free plan.

AUTOsist is a maintenance-focused alternative for teams comparing per-vehicle pricing: its All-in Maintenance Package is $6.00 per year per vehicle when billed annually, or $7 monthly, with a $59/month minimum for five vehicles.

Azuga is a paid option for fleets prioritizing tracking, driver scores and rewards, reporting, geofencing and two-minute location updates; its BasicFleet plan is $25.00 per vehicle per month.

Fleetio is a paid alternative with a free trial and an Essential plan at $4.00 per vehicle per month billed annually, or $5 monthly, for teams comparing vehicle inventory and maintenance management.

Linxup is a paid GPS tracking option at $25.00 per vehicle per month; hardware costs vary by device and contract.

RTA Fleet360 is a paid alternative whose Pro plan is priced at $6.00 per asset per month billed annually and requires at least 100 assets.

Verdict

Simply Fleet is a strong fit for mid-sized and larger operators that want inspections, maintenance, fuel and compliance workflows connected, with Advanced the sensible choice when work orders and inventory are essential. Its integrated follow-up is the clearest reason to choose it; look elsewhere if a five-vehicle paid minimum, AI-credit limits, add-on integration charges or location collection do not suit your operation.