Tailwind TMS Overview of Reviews & Product Details - 2025
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Tailwind TMS

Tailwind TMS is a comprehensive, cloud-based transportation management solution designed for small to mid-sized trucking companies and freight brokers. It streamlines operations, from dispatch and driver management to invoicing and compliance, improving cash flow and efficiency. With customizable features, QuickBooks integration, and a driver app, it empowers businesses to compete effectively at an affordable monthly cost.

Tailwind TMS

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Tailwind TMS is an award-winning, web-based transportation management software designed for small and mid-sized trucking companies and freight brokerages. Developed to help businesses control the chaos of running a freight operation, Tailwind TMS brings every critical function into one comprehensive platform. By automating and streamlining dispatch, operations, equipment management, compliance tracking, accounting, and administration, it enables companies to compete with larger players while improving cash flow and profitability.

Tailwind TMS offers flexible pricing plans starting as low as $69 a month, making it an affordable, all-in-one solution with no setup fees or long-term contracts. The system includes a free driver phone app to help drivers stay connected and provide real-time updates on pick-ups, deliveries, and proof of delivery. Additionally, the software easily syncs with accounting systems like QuickBooks Online, ensuring that financial records remain current.

Why Use Tailwind TMS?

  • Comprehensive Operations Management: Manage dispatch, equipment, drivers, billing, and administrative tasks all in one place without the need for multiple standalone systems.
  • Cloud-Based Convenience: Easily access the system from any computer or device, enabling real-time updates and allowing teams to work remotely or on the go.
  • User-Friendly Interface: Designed with the needs of smaller and family-run operations in mind, the intuitive layout minimizes training time and simplifies daily tasks.
  • Scalability: As your business grows, Tailwind TMS evolves with you, providing essential tools to manage increasing operational complexities.

Who is Tailwind TMS For?

  • Trucking Companies: Benefit from a system that covers end-to-end operations, from dispatch to invoicing, enabling better control and management of fleets.
  • Freight Brokerages: Simplify quoting, load confirmations, and invoice creation, all while managing multiple carriers and optimizing logistics.
  • Owner-Operators: Leverage an affordable and comprehensive tool to efficiently manage dispatch, settlements, and driver communications.

By choosing Tailwind TMS, businesses gain a powerful all-in-one platform tailored to the dynamic needs of the transportation industry. For exclusive offers and deals, explore the Tailwind TMS deal page and take advantage of special pricing opportunities.

For companies evaluating alternatives, consider these top solutions in the market:

Tailwind TMS is a leading solution in the Transportation Management System (TMS) category. Its robust features and commitment to customer support make it a valuable asset for any transportation business looking to streamline operations and drive growth.

Tailwind TMS Summary

Tailwind TMS is an award-winning, web-based transportation management software designed for small and mid-sized trucking companies and freight brokerages. Developed to help businesses control the chaos of running a freight operation, Tailwind TMS brings every critical function into one comprehensive platform. By automating and streamlining dispatch, operations, equipment management, compliance tracking, accounting, and administration, it enables companies to compete with larger players while improving cash flow and profitability.

Tailwind TMS offers flexible pricing plans starting as low as $69 a month, making it an affordable, all-in-one solution with no setup fees or long-term contracts. The system includes a free driver phone app to help drivers stay connected and provide real-time updates on pick-ups, deliveries, and proof of delivery. Additionally, the software easily syncs with accounting systems like QuickBooks Online, ensuring that financial records remain current.

Why Use Tailwind TMS?

  • Comprehensive Operations Management: Manage dispatch, equipment, drivers, billing, and administrative tasks all in one place without the need for multiple standalone systems.
  • Cloud-Based Convenience: Easily access the system from any computer or device, enabling real-time updates and allowing teams to work remotely or on the go.
  • User-Friendly Interface: Designed with the needs of smaller and family-run operations in mind, the intuitive layout minimizes training time and simplifies daily tasks.
  • Scalability: As your business grows, Tailwind TMS evolves with you, providing essential tools to manage increasing operational complexities.

Who is Tailwind TMS For?

  • Trucking Companies: Benefit from a system that covers end-to-end operations, from dispatch to invoicing, enabling better control and management of fleets.
  • Freight Brokerages: Simplify quoting, load confirmations, and invoice creation, all while managing multiple carriers and optimizing logistics.
  • Owner-Operators: Leverage an affordable and comprehensive tool to efficiently manage dispatch, settlements, and driver communications.

By choosing Tailwind TMS, businesses gain a powerful all-in-one platform tailored to the dynamic needs of the transportation industry. For exclusive offers and deals, explore the Tailwind TMS deal page and take advantage of special pricing opportunities.

For companies evaluating alternatives, consider these top solutions in the market:

Tailwind TMS is a leading solution in the Transportation Management System (TMS) category. Its robust features and commitment to customer support make it a valuable asset for any transportation business looking to streamline operations and drive growth.

Tailwind TMS reviews

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Ease of Use 5/6

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Integration 3/6

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Popularity 4/6

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Tailwind TMS

Pricing Range
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Analysis

Tailwind TMS is an award-winning, web-based transportation management software designed for small and mid-sized trucking companies and freight brokerages. Developed to help businesses control the chaos of running a freight operation, Tailwind TMS brings every critical function into one comprehensive platform. By automating and streamlining dispatch, operations, equipment management, compliance tracking, accounting, and administration, it enables companies to compete with larger players while improving cash flow and profitability.

Tailwind TMS offers flexible pricing plans starting as low as $69 a month, making it an affordable, all-in-one solution with no setup fees or long-term contracts. The system includes a free driver phone app to help drivers stay connected and provide real-time updates on pick-ups, deliveries, and proof of delivery. Additionally, the software easily syncs with accounting systems like QuickBooks Online, ensuring that financial records remain current.

Why Use Tailwind TMS?

  • Comprehensive Operations Management: Manage dispatch, equipment, drivers, billing, and administrative tasks all in one place without the need for multiple standalone systems.
  • Cloud-Based Convenience: Easily access the system from any computer or device, enabling real-time updates and allowing teams to work remotely or on the go.
  • User-Friendly Interface: Designed with the needs of smaller and family-run operations in mind, the intuitive layout minimizes training time and simplifies daily tasks.
  • Scalability: As your business grows, Tailwind TMS evolves with you, providing essential tools to manage increasing operational complexities.

Who is Tailwind TMS For?

  • Trucking Companies: Benefit from a system that covers end-to-end operations, from dispatch to invoicing, enabling better control and management of fleets.
  • Freight Brokerages: Simplify quoting, load confirmations, and invoice creation, all while managing multiple carriers and optimizing logistics.
  • Owner-Operators: Leverage an affordable and comprehensive tool to efficiently manage dispatch, settlements, and driver communications.

By choosing Tailwind TMS, businesses gain a powerful all-in-one platform tailored to the dynamic needs of the transportation industry. For exclusive offers and deals, explore the Tailwind TMS deal page and take advantage of special pricing opportunities.

For companies evaluating alternatives, consider these top solutions in the market:

Tailwind TMS is a leading solution in the Transportation Management System (TMS) category. Its robust features and commitment to customer support make it a valuable asset for any transportation business looking to streamline operations and drive growth.

Pros
  • Easy to use and intuitive interface
  • Strong customer support and responsiveness
  • Useful features for tracking and operations
  • Web-based and accessible anywhere
Cons
  • Can be slow or glitchy at times
  • Limited customization options for some features
  • Challenges with large invoices processing
  • Inefficient for specific tasks like LTL consolidation
Subscribed Score Metrics
23/36 Metric achieved
MetricsScore
Customer Support6/6
Security0/6
Ease of Use5/6
Value of Money5/6
Integration3/6
Popularity4/6
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Ease of Use
Measures how simple and intuitive the product is to use, including setup, navigation, and overall user experience
5/6 Metric Checks
Security
Compares the product`s features, quality, and pricing to determine its overall cost-effectiveness.
0/6 Metric Checks
Value of Money
Assesses the product`s ability to protect data, prevent breaches, and comply with industry standards.
5/6 Metric Checks
Customer Support
Reflects the responsiveness, helpfulness, and quality of assistance provided by the product`s support team.
6/6 Metric Checks
Integrations
Evaluates how well the product connects with other tools and platforms, enabling seamless workflows.
3/6 Metric Checks
Tailwind TMS Pricing Range
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Need to cancel Tailwind TMS? Here is how
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To cancel Tailwind TMS, contact support for assistance. Termination typically requires notice and does not include refunds for prepaid periods. Details may vary based on specific agreements.

How to Cancel the Tailwind TMS

To cancel Tailwind TMS, contact support for assistance. Termination typically requires notice and does not include refunds for prepaid periods. Details may vary based on specific agreements.

Every else you need to know about Tailwind TMS
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A collection of FAQs, guides, alternatives, and comparisons to help you quickly understand if Tailwind TMS is right for you.

Pricing Range
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This only an estimated pricing range, visit Tailwind TMS pricing page to access all the information by clicking “Visit Now”.

Not specified
Deals Available

This product comes with a special deal, see details

This product comes with a special deal, see details

Visit Now