# Head of Sales at Simple AI

- Company: Simple AI
- What the company does: Deploy enterprise-ready voice AI powered phone agents in days, not weeks. Handle thousands of calls simultaneously with human-like conversations. Backed by Y Combinator.
- Company website: https://www.usesimple.ai
- Type: Startups (AI role)
- Level: Principal and up
- Location: San Francisco
- Work setup: On-site
- Posted: 2026-08-19
- Apply by: 2026-10-08
- Apply: https://jobs.ashbyhq.com/simple-ai/62c2ff65-27db-4cb7-880c-782f6c8e5cf5
- Page: https://www.1752.vc/careers/jobs/simple-ai-head-of-sales/

## About the role

We are hiring our first Head of Sales to partner directly with our CEO and lead Simple's next phase of enterprise growth. You will own the revenue number, personally lead our most important deals, and turn our early sales motion into a repeatable engine.

## What they're looking for

- 7+ years of B2B SaaS sales experience, including experience leading or coaching quota-carrying sellers in an early-stage or high-growth company
- A track record of personally exceeding seven-figure annual quotas and repeatedly closing six-figure enterprise deals
- Experience building a sales motion, territory, team, or playbook from an early stage—not only operating inside a mature sales organization
- Strong enterprise deal judgment across outbound, multi-threaded discovery, executive alignment, technical evaluations, security, legal, and procurement
- Rigorous pipeline management and forecasting skills, paired with the willingness to get on calls and show the team what great selling looks like
- High agency, urgency, low ego, and excitement to work in person with the team in San Francisco

Tags: GTM