Vice President of Sales, AI and Insights

Transflo | Freight Technology SaaSPosition Summary Transflo is seeking an elite, top-tier Vice President of Sales to lead new business for our AI and insights portfolio, including Workflow AI (WFAI) and the Transflo Intelligence Suite. This is a senior individual contributor role for a proven closer who has delivered exceptional sales results over a sustained period and wants to operate at the highest level of enterprise selling. You will serve as one of Transflo’s most senior sellers, pursuing the industry’s largest and most strategic accounts. You will lead the strategic pursuits and often partner directly with Transflo’s C-suite on strategic pursuits, working alongside our Solution Engineers, Product, Marketing, and Leadership teams to win complex, enterprise-level deals. You will open doors at the top of the largest freight organizations, win transformational multi-year deals, and set the standard for how Transflo sells AI and insights to the market.

Record of independently originating and closing transformational new deals larger than $5M TCVEstablished senior relationships across the carrier, broker, factor, and LTL landscape, including the Transport Topics Top 500 Demonstrated ability to lead credible, trusted conversations with CEOs and boards, and with frontline operators Hunter mentality, with a record of generating significant pipeline organically Exceptional team-selling skills and a record of working effectively with executives and cross-functional teams Outstanding written and verbal communication skills, with executive presence, tact, and diplomacy Ability to thrive in a highly competitive, highly visible environment Bachelor’s degree in Business, Marketing, Information Technology, or a related field Strongly Preferred Experience selling data solutions, analytics, or market intelligence solutions, or other AI and logistics automation applications Familiarity with FMCSA requirements, telematics, and TMS software Experience selling in a private equity-backed environment Why Transflo This is a rare opportunity to sell differentiated, market-leading technology at a pivotal moment for freight, with direct access to the C-suite and a real voice in how Transflo wins the industry’s most important accounts.