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.
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
More about this role
Simple AI is building state of the art voice AI agents for enterprise. Our realistic agents help iconic businesses like Doordash, xAI, and Omaha Steaks handle all kinds of phone operations, from customer support to order intake to lead qualifications. We’re growing revenue like crazy and looking for an Head of Sales to help accelerate our sales motion and close high-impact deals.
Simple AI raised $14M from world-class investors and operators like Y Combinator, First Harmonic, Massive Tech Ventures, Michael Seibel, Jared Friedman, Alexandr Wang, Matt Van Horn, Suhail Doshi, and Scott Wu.
The founders ( Catheryn and Zach ) met while running software teams at YC, where they shipped tons of new products for YC founders, including YC’s co-founder matching site. Cat previously worked at Instagram and Facebook and earned degrees in math and computer science at MIT. Zach previously studied computer science and statistics at U Chicago and led software at PEAK6. We have grown into a strong team of 20+ and are continuing to scale quickly.
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,...
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