Account Executive (SMB & Mid-Market)

About Hauler Hero Hauler Hero is a vertical SaaS platform modernizing the waste hauling industry. Hauling generates $90B+ in annual revenue in the US and Canada, yet most operators still rely on legacy software and spreadsheets. We deliver a modern operating system for haulers covering dispatch, routing, CRM, billing, accounting, and payments. Today we serve 200+ hauling companies and generate $4M+ in ARR, with a product built specifically for the operational and financial realities of this industry. The Role We are hiring an Account Executive to own full-cycle sales for new logo acquisition. This is not order-taking. You will run discovery, demo complex operational workflows, navigate multi-stakeholder buying groups, and close transformation-level deals. Most deals close remotely, with travel for key customer and industry relationships. What You’ll Do Own full sales cycles from first call through close Run discovery across operational, financial, and executive stakeholders Demo workflows across routing, billing, CRM, and payments Build and manage pipeline in HubSpot Partner with SDRs, Sales Engineering, and Marketing Travel ~30–50% for customer meetings and events The Numbers Priority segments: SMB haulers (5–100 trucks) and Mid-Market Average deal size: $15K–$250K ACV (SMB), $4K–$15K (VSB) Most competitive wins occur at $25K+ ARR deal sizes Sales cycles: ~30–60 days (SMB), 90–120 days (Mid-Market) Annual quota: ~$750K ARR Current team: 4 AEs, 2 SDRs, 1 Sales Engineer What Success Looks Like First 90 Days Complete product, persona, and industry onboarding Shadow top-performing reps and run first demos Build qualified pipeline equal to ~3× quota coverage By 6 Months Consistently hit monthly new ARR targets Close your first mid-market ($50K+ ACV) deal Maintain accurate pipeline in HubSpot By 12 Months Consistently exceed annual quota Contribute to refining our sales process and playbooks What We’re Looking For 3+ years of full-cycle SaaS sales experience Experience selling complex operational or workflow software Comfortable navigating multi-stakeholder deals Strong discovery and demo skills Willingness to travel as needed Why Join Competitive compensation including salary, equity, and health benefits Category-defining product in an overlooked industry Direct impact in an early-stage GTM organization Remote-first team with flexible work location Flexible PTO