Sr Account Executive, Broker Factoring

At Truckstop, we have transformed the entire freight-moving lifecycle with our SaaS solutions. From freight matching to payments and everything in between, we are the trusted partner for carriers, brokers, and shippers alike. We lead this industry forward with our One Team mindset committing to principles such as assume positive intent, have each other’s back, and be your authentic self.

Our drive for greatness produces high expectations, yet our regard for humans is even higher. Join a team of brilliant minds and generous hearts who care deeply about other's success. Job Summary The Sr Account Executive is a senior, individual contributor responsible for driving revenue across high-value broker and carrier accounts.

This role owns complex, consultative sales cycles end-to-end while also acting as a trusted deal and customer resource for the broader sales organization. In partnership with the Director of Factoring, the Lead AE provides guidance on complex customer scenarios, supports strategic deal execution, and assists in the onboarding and ramp of new Account Executives. Success in this role requires strong judgment, relationship building, and the ability to influence outcomes across both customers and peers.

Essential Job Functions li" data-ccp-parastyle-defn="{"ObjectId":"8d7a56e0-a7b7-54f4-a484-015288fb6a82|1","ClassId":1073872969,"Properties":[268442635,"22",469777841,"Times New Roman",469777842,"Times New Roman",469777843,"Times New Roman",469777844,"Times New Roman",469769226,"Times New Roman",469775450,"ul > li",201340122,"2",134233614,"true",469778129,"ulli",335572020,"1",469778324,"Normal"]}">Own and deliver against monthly revenue targets by executing a full-cycle, outside sales motion across high-value broker and carrier accounts. li">Lead complex, consultative sales cycles involving multiple stakeholders, custom pricing considerations, and operational dependencies. li">Deliver compelling virtual and onsite product demonstrations that align platform capabilities to customer business outcomes.

li"> li">Travel regularly to customer locations, trade shows, and industry events to build li">pipeline li">, advance active deals, and strengthen market presence. li"> li">Serve as a trusted deal, customer, and execution resource by partnering with the Director of Factoring to support complex deals, escalations, and strategic onboarding scenarios. li"> li">Support the onboarding and early ramp of new Account Executives through hands-on deal guidance, live customer participation, and real-time coaching on product positioning and sales execution.

li"> li">Maintain disciplined pipeline management, forecasting accuracy, and activity tracking within Salesforce to support predictable revenue performance. li"> li">Provide interim leadership li">support li"> when necessary, by conducting 1:1 check-ins and li">assisting li"> with deal execution during times when the Director of Factoring is unavailable, ensuring ongoing continuity for active deals and customer interactions.

Requirements

This role requires regular domestic travel. Travel includes industry trade shows, customer site visits across assigned territories, and in ‑ person onboarding for high ‑ value customers. Some overnight travel should be expected.

Travel is a recurring and essential component of the role, not occasional. The above description covers the most significant duties performed but does not include other related occasional work that may be assigned or is completed by the employee.

li">Bachelor’s degree in business administration, Sales, or a related field (preferred but not li">required li">). li">5+ years of experience in factoring or li">logistics li">. li">Proven ability to understand and communicate the business value and functionality of software solutions.

li">Skilled in handling objections and using probing questions to uncover business needs and sales opportunities.