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Founding Account Executive / Team Lead

hubflowChicago, IL

6 days ago

Occupations

Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and TravelSales ManagersSales Representatives, Wholesale and Manufacturing, Except Technical and Scientific Products

Industries

Custom Computer Programming ServicesFreight Transportation ArrangementAll Other Support Activities for Transportation
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About the role

Sales Player-CoachHubFlow is a well-capitalized early-stage startup transforming the trucking industry by automating freight appointment scheduling. Our agentic AI has already replaced large operations teams and created 5% additional margin per load for our customers. In May 2025, we raised a $2.5M pre-seed round led by Bling Capital, with participation from notable industry angels. We have live 6-figure contracts with compelling customer ROI, an ambitious roadmap, and a clear path to $2M ARR by the end of 2026.We are a remote-first company and an equal opportunity employer.
About the role: This role is our first nontechnical hire. We are seeking a sales "player-coach" who will work closely with our cofounder Nick to continue to close large deals while building out a sales playbook and a small team of Account Executives. This is a commissioned role with opportunity for meaningful equity ownership.
Key Responsibilities:
  • Own the full sales lifecycle (prospecting ? deal closing) for large enterprise contracts
  • Conduct customer discovery, demo calls, and ROI analysis to support large trucking companies in their purchasing decisions
  • Upgrade existing playbooks and materials to accelerate sales cycles from 3-4 months to

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JOB OVERVIEW

Experience level

Senior

Location

Chicago, IL

Occupation

Sales Representatives of Services, Except Advertising, Insurance, Financial Services, and Travel

Industry

Custom Computer Programming Services

Posted

6 days ago

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