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