Workshop Venture Partners

Director of Customer Success

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Workshop Venture Partners provided pay range

This range is provided by Workshop Venture Partners. Your actual pay will be based on your skills and experience — talk with your recruiter to learn more.

Base pay range

$110,000.00/yr - $140,000.00/yr
WorkHero is building the AI-powered back office for the skilled trades.

Tens of thousands of small HVAC businesses across the U.S. are overwhelmed by administrative work. WorkHero pairs experienced office managers with custom-built AI tools to reduce administrative burden and help owners grow thriving businesses.

Why it matters:

  • We are helping local HVAC owners stay independent—growing their businesses and building meaningful wealth for themselves and their families.
  • We are accelerating climate goals by expanding the capacity of small HVAC companies who are responsible for installing the millions of heat pumps our planet needs.
  • We are proving that you can blend human expertise and AI to create exciting roles for our employees and exceptional results for customers.

WorkHero is an early-stage company with exciting traction and strong support from angel investors and Workshop Ventures. Our advisors include Chad Laurans (founder of SimpliSafe, the $1B+ home security company) and Gerald Chertavian (founder of Year Up, a $200M per year non-profit).

The Role:

We’re hiring a Director of Customer Success to grow our team of office managers. This is a people-first leadership role, focused on hiring, developing, and managing a high-performing team. You’ll report directly to our Co-Founder and partner closely with our Founding Office Manager. WorkHero plans to more than double our service team headcount this year. The Director of Customer Success will play a central role in building the systems and capacity needed to scale this service operation. Your leadership will directly impact customer experience, employee growth, and overall company success.

What You'll Do:

  • Grow, Onboard, and Lead the Team (Primary Focus)
    • Hire, onboard, and train new office managers
    • Conduct regular 1:1s, feedback sessions, and performance reviews
    • Build clear career paths and support professional development
    • Foster team cohesion and a strong culture of excellence
  • Evolve the Service Model
    • Define and standardize best practices across the service team
    • Refine systems, processes, and templates for service scalability
    • Create space for team input and continuous improvement
    • Help maintain a personal, human touch while we grow
  • Build Customer Success Model
    • Allocate new customers across the team strategically
    • Work with our Founding Office Manager to support office managers on escalations and troubleshooting around customer issues
    • Help gather and act on customer feedback
    • Maintain high levels of customer satisfaction and retention
  • Collaborate Across the Business
    • Partner with Sales to ensure smooth customer onboarding
    • Contribute to cross-functional leadership conversations
    • Partner with Product to align AI tools with team workflows
You're a Great Fit If You:

  • Are a proven people leader who builds high-performing teams
  • Love hiring, coaching and developing talent
  • Take a systems-thinking approach to team and process design
  • Balance quality, efficiency, and growth with a customer-first mindset
  • Communicate clearly and build trust across functions

Nice-to-Haves:

  • Experience leading Customer Success at a fast-growing company
  • Background in service operations or process improvement
  • Familiarity with AI-enabled tools and platforms
  • Knowledge of the HVAC industry or skilled trades

Key Performance Metrics:

  • Team growth, engagement, and retention
  • Customer satisfaction and retention
  • Office Manager efficiency (Contractor:Manager ratio)
  • Internal promotions and leadership development
  • Process implementation and adherence

Why Join Us:

  • Lead and shape a growing team that’s core to our work and mission
  • Work directly with co-founders to influence company direction
  • Competitive salary, benefits, and meaningful equity
  • Flexible, remote-first culture
  • Shape what people leadership looks like in an AI-powered company
  • Help redefine how small businesses thrive with expert support

We are committed to creating a diverse and inclusive work environment. We welcome applicants from all backgrounds and experiences.

Compensation Range: $110K - $140K

  • Seniority level

    Director
  • Employment type

    Full-time
  • Job function

    Other
  • Industries

    Venture Capital and Private Equity Principals

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