Sales Enablement Director

Wonderly

Remote regions

North America

Salary range

$100,000–$400,000/yr

Benefits

Similar Jobs

See all

About the Role:

  • Own the calling team that books appointments and manages quote follow-up for hundreds of home services contractors.
  • Build the definitive sales playbook for in-home consultations, turning your expertise into repeatable processes.
  • Work directly with the Customer Operations head to drive close rate improvements across the platform.

Who You Are:

  • Have personally sold remodels, kitchens, baths, or decks in homeowners' living rooms, handling objections and competing quotes.
  • Experience running sales at a $10M+ home services company or as the top closer who then built a team.
  • Know the unspoken details of in-home sales: how to handle the spouse, pricing without losing the room, and why some reps close 40% while others close 15%.

Why This Is Interesting:

  • Apply your sales mastery to hundreds of companies at once, with real software and funding behind it.
  • Build from scratch—nothing to inherit, what you build is what runs.
  • Work in a fast-paced, high-expectation environment with direct feedback and the chance to shape a company poised for massive growth.

Compensation and Location:

  • Total compensation $100,000–$400,000 (base + equity).
  • Remote work within North America and Canada, with regular in-person meetups at hacker houses.
  • Equity in Wonderly, a YC and Sam Altman-backed startup with strong PMF and a clear path to a $100B+ outcome.

Wonderly

Wonderly is an AI-native operating system for home services businesses, replacing multiple software tools with its own system and AI agents. The company has a team of 70 and has raised over $50M from top-tier investors, with $20M in annual free cashflow from another product line.

Apply for This Position