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United States
Remote only
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.
We are hiring a Head of Sales to personally sell, build, and scale our revenue engine. This is a hands-on leadership role for someone who can close deals themselves, then turn that motion into a repeatable, high-performing team.
You will own new logo revenue, hiring, sales process, tooling, and cross-functional alignment with Marketing and Customer Success. This role reports directly to the CEO and is expected to grow into broader GTM leadership over time.
If you cannot sell the product yourself, you will not succeed in this role. Leading from the front is mandatory.
Primary buyer personas: Office Managers, Operations Managers, Owners, Controllers
Deals are multi-stakeholder and consensus-driven
Most deals close remotely, with in-person relationship building for larger wins
Priority segments:
SMB haulers (5–100 trucks) with $15K–$250K ACV
Municipal haulers
Very small haulers (1–4 trucks) with $4K–$15K ACV
Current sales org:
Inside Sales Manager
2 SDRs
4 Account Executives
1 Sales Engineer
Planned growth to 11–12 team members over the next 3–6 months
Core tooling: HubSpot, Grain, and emerging AI-based workflows
Run demos and own full sales cycles
Personally close meaningful ARR deals
Set the standard for discovery, demo, and negotiation
Recruit, hire, and onboard top sales talent
Train reps to mastery
Manage performance with clear expectations
Scale a team of high-performing closers
Build sales processes and operating cadence
Own forecasting, pipeline management, and reporting
Partner with Marketing on ICP, messaging, and demand generation
Implement modern tooling and automation
Personally close initial new ARR deals
Assess current team strengths and gaps
Propose hiring and capacity plan
Implement consistent pipeline and forecast cadence
Team consistently hitting monthly new ARR targets
New hires ramped and contributing
Clear, reliable forecasting in place
Revenue motion operating predictably
Sales team scaled to support next growth phase
Proven repeatable GTM playbook
Proven experience scaling SaaS sales from early stage
Track record of personally closing complex deals
Experience hiring and developing high-performing sales teams
Strong operational and forecasting discipline
Comfort operating in ambiguity and building from zero
Own and build the entire revenue engine
Category-defining product in an overlooked industry
Direct partnership with founders
Opportunity to shape GTM from the ground up