Gem

Head of Sales

Gem$150K — $200K *
Business Services
Less than 5 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in SaaS sales with a track record of scaling revenue
  • Experience closing complex, multi-stakeholder deals
  • Proven ability to recruit and develop high-performing sales teams
  • Strong understanding of sales operations and forecasting
  • Knowledge of modern sales stack and AI integration

Responsibilities

  • Lead sales demos and personally close significant ARR deals
  • Drive revenue growth for SMB and mid-market haulers
  • Recruit, train, and manage a high-performing sales team
  • Establish sales processes and operate forecasting effectively
  • Collaborate with Marketing on messaging and demand generation
  • Work with GTM Engineer on sales tools and automation
  • Report directly to the CEO with opportunities for expanded leadership

Benefits

  • Unlimited PTO
  • Health, vision, and dental insurance
  • 401k plan
  • Opportunity to be part of a growing team in a leadership position
  • High potential for personal impact and career advancement
Full Job Description
About the Role

We're hiring a Head of Sales to build and scale TrashLab's revenue engine. This is

a hands-on leadership role for someone who can close deals themselves and 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.

You will:

  • Personally run demos, own full sales cycles, and close meaningful ARR


deals - leading from the front is mandatory.

  • Own new-logo revenue across SMB haulers ($10K-$100K ACV) and mid-


market and municipal haulers ($100K+ ACV).

  • Recruit, hire, train, and manage a team of high-performing closers, setting


the standard for discovery, demo, and negotiation.

  • Build sales process, forecasting, pipeline management, and operating


cadence.

  • Partner with Marketing on ICP, messaging, and demand generation, and


with our GTM Engineer on modern tooling, automation, and AI agents -

every rep should operate fluently with these tools.

  • Report directly to the CEO, with a path to broader GTM leadership.


You are a great fit if:

  • You've scaled SaaS sales from early stage and personally closed complex,


multi-stakeholder deals.

  • You've hired and developed high-performing sales teams with strong


operational and forecasting discipline.

  • You can talk routing, billing, and scale tickets credibly within your first 60-


90 days - from direct waste-industry experience or a fast ramp in an

adjacent vertical (field service, fleet, construction tech, logistics).

  • You have strong opinions on the modern sales stack and AI-leveraged


workflows, and have shipped automations and agents in your own

workflow.

  • You're comfortable operating in ambiguity and building from zero.
  • You are based in or open to relocating to Austin, Denver, Salt Lake City, or


San Diego, with willingness to travel up to 50% of the time for conferences,

closing VIP deals, and onsites.

Compensation

Competitive base salary plus variable compensation and equity. Benefits include

unlimited PTO, health, vision, and dental insurance, and 401k.

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