Director of SaaS Sales (ShipperGuide)

Join Loadsmart, a leading logistics technology company, as the Director of SaaS Sales for our ShipperGuide TMS team. In this player-coach role, you will be responsible for driving end-to-end sales strategy, execution, and revenue growth while personally carrying an individual sales quota. You will work closely with marketing, customer success, finance, and account management to maximize market penetration and revenue growth. The ideal candidate has 7+ years of experience in SaaS TMS sales, with at least 5 years in a leadership role.

• Lead and develop the ShipperGuide TMS sales team, while personally carrying and being accountable for an individual sales quota.
• Own end-to-end sales strategy, execution, and revenue growth for the product, driving alignment and building scalable processes.
• Maximize cross-sell opportunities by positioning ShipperGuide’s complementary solutions, increasing customer lifetime value.
• The ideal candidate is a hands-on SaaS sales leader with experience in multi-product, high-growth environments selling logistics tech/ TMS
• Proficiency in Salesforce, SalesLoft, and sales analytics tools
• Exceptional communication, negotiation, and presentation skills
• Familiarity with both SMB/mid-market and enterprise SaaS sales motions
• Proven track record of personally closing multi-million-dollar deals while simultaneously leading a team to exceed ARR targets
• Experience in public speaking and events
• Strong operational discipline with the ability to build scalable, repeatable sales processes
• History of working closely with marketing and product to refine GTM strategy
• Experience managing multi-product sales teams or selling a platform with complementary offerings
• Experience selling into supply chain, logistics, transportation, or similar industries
• 7+ years in SaaS TMS sales with at least 5 years in a leadership role, including direct quota-carrying responsibility at the Director level or above
• Proven track record of leading teams to exceed multi-million-dollar ARR targets