Descartes Acquires Tai Software for $100 Million

By Ashley Prince | August 19, 2026

Descartes Systems Group has acquired Tai Software, a transportation management software provider focused on freight brokers, for approximately $100 million in cash.

The acquisition expands Descartes’ transportation management portfolio with a platform designed specifically around the freight brokerage workflow. Tai’s software brings quoting, carrier sourcing, load execution, billing, and customer engagement into a single system that covers truckload, less-than-truckload, drayage, and cross-border operations. 

Descartes said the acquisition will also add Tai’s transaction, carrier, and shipment-execution data to its Global Logistics Network. 

The deal gives Descartes a larger presence in a segment of transportation management where brokers increasingly rely on automation to manage complex, highly manual processes. Tai’s platform includes automated tracking and billing capabilities, more than 500 integrations, and AI-enabled tools for capacity matching and shipment tracking. Earlier this year, Tai also launched an autonomous AI voice agent that contacts drivers for shipment updates and records the results directly in its TMS. 

For Descartes, the value of Tai extends beyond another TMS product. The company said Tai complements its existing capabilities in carrier onboarding, compliance, fraud prevention, and real-time visibility. Combining those services with Tai’s brokerage-focused workflow could allow Descartes to connect more of the operational activity surrounding a brokered shipment within its existing logistics network. 

The $100 million price tag is substantial, but it is consistent with the scale of Descartes’ recent transportation technology investments. In March 2025, the company acquired 3GTMS, another transportation management provider, for approximately $112.7 million. Descartes’ filings said the goodwill associated with 3GTMS reflected the acquisition’s combined strategic value to the company’s growth plan. 

Descartes has also continued to build its transportation capabilities through smaller acquisitions targeting specific parts of the freight ecosystem, including carrier onboarding and risk monitoring. The company’s broader strategy has been to connect transportation, compliance, visibility, and other logistics functions through its Global Logistics Network.

Descartes has the financial capacity to make another nine-figure acquisition. Descartes reported $729 million in fiscal 2026 revenue, including $677.2 million in services revenue and $329.5 million in adjusted EBITDA. It generated $266.2 million in operating cash flow during the year. 

Tai’s standalone financials were not disclosed as part of the announcement, so the $100 million purchase price cannot be evaluated against a verified revenue or EBITDA multiple. 

Descartes is paying for more than a standalone brokerage TMS. The acquisition brings a broker-focused technology platform, an existing customer base, and operational transaction data into the Descartes logistics network.

For freight brokers, the acquisition could mean tighter integration between the systems used to execute a load and the systems used to manage carrier risk, compliance, visibility, and other parts of the transportation lifecycle.

For Descartes, Tai adds another piece to that connected ecosystem and another avenue for applying automation and AI to freight execution.