NOV 13, 2024

Simply Fleet vs. Whip Around
The Best Fleet Maintenance Software for Small to Medium Fleets

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.

Best Fleet Management Software
Author's Image
Written by

Nupur Kapadia

Ready to Get Started?

Features Comparison: Who Offers What?

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:

How We Compared the Features

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.

Icon - Elements Webflow Library - BRIX Templates

Features

Whip Around

Simply Fleet

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

icon
icon

Vehicle Groups

icon
icon

Custom Fields

icon
icon

Vehicle Documents

Add On

icon

Vehicle Reminders

icon
icon

Maintenance

Service History

Only Pro Plan @$10/asset/mo

icon

Service Reminders

Only Pro Plan @$10/asset/mo

icon

Work Orders

Only Pro Plan @$10/asset/mo

icon

Issues

Only Pro Plan @$10/asset/mo

icon

Digital Inspections

Customizable forms

icon
icon

DVIR Compliance

icon
icon

Inspection Schedules

icon
icon

User Management

Unlimited Users

icon
icon

Manage Drivers

icon
icon

Manage Technicians

icon
icon

Mobile App

iOS

icon
icon

Android

icon
icon

Expense Management

Track Expenses

icon
icon

Upload Receipts & Invoices

icon
icon

The Gaps You Need to Know

The comparison above reveals a few key insights for small to medium-sized fleets:

  • Preventive Maintenance Scheduling & PM Recommendations
    Simply Fleet includes preventive maintenance scheduling across all plans, while Whiparound limits it to its Pro tier. Plus, the unique PM Recommendations feature is something that Whiparound simply doesn’t offer—saving fleet managers time when adding new vehicles.
  • Work Order Management & Inventory Management
    Simply Fleet offers these features starting with their Advanced plan @ $4, whereas Whip Around provides them only in their Pro plan for $10.
  • Cost Tracking & Analysis
    For SMBs keeping an eye on the bottom line, Simply Fleet’s cost tracking features are available across all plans, whereas Whip Around offers it only to Pro users.
  • Unlimited Users
    This is a big one. Simply Fleet offers unlimited users, across all plans. Whip Around’s only offers limited user in each plan, which could mean added costs as your team grows.

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.

The Verdict — Why Simply Fleet is the Smart Choice for SMB Fleets

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.

Ready to Get Started?

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.

What Customers Say About Us

“Simply Fleet works! I like the customizable inspection forms and the regular maintenance reminders. We use this in our company daily and it exceeds the limits of the functions we need it for”
Testimonial Image Brandon
Brandon Roberson
Inventory Control Manager,
Lowe Electric Supply
“One Stop vehicle maintenance solution at rightly price
If you really want to manage a medium/big fleet then its a good solution, all you need to start with is the complete track records of your fleet. If update you maintenance track daily then this application helps you manage a big fleet of vehicles seamlessly.”
Testimonial Image Amey
Amey S
Director Transportation & Trucking, GOI Car
“In my 19 years working in the transport industry, Simply Fleet is the ONLY fleet maintenance software program that I have come across that is user friendly, adaptable to my operations, accurate with reporting and very cost effective saving the company a lot in wasted fuel and maintenance costs”
Testimonial Image Shaun
Shaun Kleynhans
Operations Manager, Transbus Africa
“Very happy to have found something streamlined and simple-exactly what we were looking for and needed/wanted. We needed something affordable, easy to use, and easy to deploy across a number of employees. This is the first software/platform that has everything we need including a mobile app.”
Testimonial Image Tess
Tessa W
Business Operations Manager, Ledyard Homes
“We are saving 3 hours a week by shifting from spreadsheets and can already see the benefits from looking at the dashboard to monitor the costs and check on reminders in just 2 months of time.”
Testimonial Image Edward
Edward Turabian
Purchase Manager, Australian Professional Shopfitters
“Simply fleet is very modern compared to old way of using log books for fuel management. Fleet and fuel management are most impactful. The product is very easy to use. The integration with our existing business processes is easy.
”
Testimonial Image Pearson
Pearsons K
Operations Manager,

No Risk, Just Results

Try Simply Fleet for FREE — No Credit Card needed.

Discover easier fleet management, better control, reduced downtime, and more peace of mind.
Fleet Manager looking happy with Simply Fleet's solution
Thank you! Your submission has been received!
Oops! Something went wrong while submitting the form.