Small and medium-sized fleet owners face a common challenge: finding a reliable, feature-rich fleet maintenance software without breaking the bank. That’s why today, we're putting Simply Fleet head-to-head with Whip Around to see which one truly serves the needs of small and medium businesses.
Spoiler alert: it’s about finding that perfect balance between fleet management features and cost-effectiveness—and Simply Fleet shines.
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At first glance, both Simply Fleet and Whip Around offer a wide range of tools for fleet management software. But when we dig a little deeper, the differences become more obvious. Let’s break down each offering:
To provide a fair comparison, we analyzed both Simply Fleet and Whiparound based on the features listed on their respective pricing pages. We compared the availability of key functionalities across different pricing tiers for both platforms to understand which one offers more value for small to medium-sized businesses. Below, you'll find a detailed breakdown of the features and costs associated with each.
Pricing & Billing
Free Trial
Free Forever for up to 1 vehicle
Free Forever for up to 5 vehicles
Pricing
Standard: $5 per asset/mo
Pro: $10 per asset/mo
Essential: $2 per asset/mo
Advanced: $4 per asset/mo
Minimum Billing
Annual Commitment only
Monthly commitment of $10 for 5 vehicles
Vehicle & Asset Management
Odometer & Fuel Entries
Vehicle Groups
Custom Fields
Vehicle Documents
Add On
Vehicle Reminders
Maintenance
Service History
Only Pro Plan @$10/asset/mo
Service Reminders
Only Pro Plan @$10/asset/mo
Work Orders
Only Pro Plan @$10/asset/mo
Issues
Only Pro Plan @$10/asset/mo
Digital Inspections
Customizable forms
DVIR Compliance
Inspection Schedules
User Management
Unlimited Users
Manage Drivers
Manage Technicians
Mobile App
iOS
Android
Expense Management
Track Expenses
Upload Receipts & Invoices
The comparison above reveals a few key insights for small to medium-sized fleets:
Cost Breakdown: Simply Fleet vs. Whiparound for 50 Vehicles
Say you are a fleet owner with 50 vehicles, needing fuel management, preventive maintenance, and compliance features. To see how these differences add up in practice, let’s break down the numbers.
You can get all of this in Simply Fleet's essential plan
Essential Plan: $2/vehicle/month Ă— 50 vehicles = $100/month
You would have to go with Whip Around's Pro Plan
Pro Plan: $10/vehicle/month Ă— 50 vehicles = $500/month
‍That’s a difference of $400 per month just to get started—and it doesn’t even factor in the features that Simply Fleet offers that Whip Around doesn’t.
When it comes to small to medium-sized fleets, it’s all about getting maximum value without overpaying. Simply Fleet delivers on this by providing all the essential features—and more—at a fraction of the cost of Whip Around. Preventive maintenance, cost tracking, unlimited users, and affordable pricing make Simply Fleet the clear winner for businesses looking to take control of their fleet operations without unnecessary expense.
If you’re a fleet owner wondering how to get the best bang for your buck, Simply Fleet is here to make your life easier. Why pay more for less?
Simply Fleet: More Than Just Software—A Vision to Help You Win
Look, we get it. You’re not just looking for another piece of fleet management software to add to your stack. You want something that actually helps you win at what you do every day. Simply Fleet isn’t just about ticking off feature boxes—it’s about building something that genuinely makes a difference for you and your team.
What sets Simply Fleet apart is the people behind it. We’re not just developers; we’re partners in your journey. We listen—really listen—to our users, and that’s why our customers love us. Just take a look at our recent G2 reviews. Businesses are adopting Simply Fleet not because we’re flashy or because we overwhelm you with bells and whistles, but because we care about helping you succeed.
Our product evolves with you. Many of our new features come directly from user feedback. This isn’t just software, it’s a collaborative effort to make sure your fleet management is smooth, efficient, and—dare we say it—enjoyable. You’re not just another customer to us; you’re a vital part of the Simply Fleet community, shaping what comes next. Together, we’re redefining fleet management—making it smarter, more human, and all about driving your success.
Take a closer look at Simply Fleet and see how we can help you streamline fleet maintenance and boost your ROI. Your fleet deserves better, and we’re here to make that happen. Explore Simply Fleet OR Try Simply Fleet for FREE — No Credit Card needed.