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Tailwind TMS vs Samsara Comparison (2026)

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Tailwind TMS

Samsara

Overview

No set-up fees. No contracts. Web-based. Free trial, then $99-$199/mth. Manage all dispatches, ops, equipment, accounting & admin. Free mobile ePOD driver app.

Samsara is a fleet operations management platform which helps businesses across various industries including transportation, logistics, and construction streamline fleet operations with features such as GPS fleet tracking, ELD compliance, routing and dispatch, documents, reporting and alerts, and more.

Platforms supported

Web-based
iPhone app
Android app
Windows Phone app

Typical customers

Freelancers
Small businesses
Mid size businesses
Large enterprises

Customer support

Phone
Online
Knowledge base
Video tutorials

view more detailsview details

Platforms supported

Web-based
iPhone app
Android app
Windows Phone app

Typical customers

Freelancers
Small businesses
Mid size businesses
Large enterprises

Customer support

Phone
Online
Knowledge base
Video tutorials

view more detailsview details

Video & Screenshots

Pricing

Starting from

/user

Per month

Free trial available
Credit cardless trial
Free account
Subscription based

Starting from

No pricing info

Free trial available
Credit cardless trial
Free account
Subscription based

User reviews

4.2

Value for money

Ease of use

Features

Customer support

62%

would recommend this app

4.5

747

207

Value for money

Ease of use

Features

Customer support

83%

would recommend this app

Pros

“You can dispach the load, customize the payables the way you want, There is ways to add deductions and fuel can be imported, for owner operstor deductions, and software will pay the truck not the driver as this is important for owner operators, and if they have there own drivers this ia probably 1 of 15 tested products that has this option.”

Djuro K.

Ceo

“One of our favorite features of this software are all the integration, the tailwind team has partnered up with the best service providers (Truckertools, Border Connect,RMIS etc), in the transportation industry to provide an immersed experience when using the software.”

Altaf M.

Vice President

“Easy to find an order and create a dispatch and save the POD and BOL and enter the cost associated with the load”

Ashveen K.

Dispatcher

Pros

“The core platform is strong, and I think continued improvements in APIs, third-party integrations, route automation, and interoperability could make it even more valuable for businesses like ours that operate dynamic delivery and rental fleets.”

Phillip F.

CTO

“I use it in nearly every facet of my job, whether covering the data analytics, keeping track of our assets, communicating with drivers, or pulling video for training or insurance claims.”

Travis F.

Office Admin

“Samsara ia a great product that provides for all my logging needs in one place, from quick access to driver logs and editing, to managing gayeways and vehicle locations.”

Kim H.

Safety Director

Cons

“This program solves the base problem of needing to send rate confirmations and build shipments but I have yet to think about switching over my quick books due to the incredibly slow speed of the site and multiple crashes per week.”

David P.

Owner

“Poor transaction history and being able to see who did what in the system. ”

Michelle M.

Operations Manager

“There are not many cons to Tailwind but being an online-based system comes with its negatives as well, and the biggest downfall of the system is that it can be very sluggish at times taking a few seconds to load between screens, and does not fully load the page at times. ”

Altaf M.

Vice President

Cons

“TICKET turn around time is a HUGE issue for me. When I open a ticket, I am in need of a QUICK resolution b/c the majority of the time, the issues is affecting my drivers logs and they can't drive until it's corrected or fixed.”

Leanne K.

Admin Trainer Hours of Service Logs

“At times, many coaching alerts are generated that are barely actionable. If my team does not have logins or apps, scheduling behavior counseling is time-consuming.”

Charles M.

Operations Manager

“I don't like the battery life on the AG-51 asset tracker when it comes to unpowered fleet assets that are on the road for extended periods of time as the batteries would die and would cause us to lose tracking on assets until batteries could be replaced.”

Glenn L.

National Asset Manager