Head of Sales

The $1M to $5M GTM Playbook hasn’t been written here yet. Want to write it?

I’m partnering with a fiercely funded ($47M Series B), elite AI revenue intelligence startup in SF. This isn’t another ChatGPT wrapper. This is the intelligence layer that sits across the entire GTM stack, turning unstructured CRM, Gong, and Slack data into actionable, cited revenue strategy.

Six months into selling, they are already powering the sales motions for companies like Retool, ScaleAI, BetterUp, and Hex. One early client used this platform to cut enterprise sales cycles in half, driving a 70% increase in ACV.

We need a Head of Sales, North America to build the engine.

The DNA of the company:

• The Backing: Menlo, Upfront, EQT + Angels from Zoom, Airtable, Stripe, and Notion. 4.5 years of runway.
• The Leadership: Serial founders and operators who have built, scaled, and sold (Google, Puppet, Abstract). They lived the exact problem this platform solves.
• The Culture: 25 people. Low ego, highly technical, close to the work. SF office 2-3 days a week.

Who you are:

• Ideally you know what the $1M to $5M ARR journey looks and feels like.
• You are a builder. You aren't looking to execute a playbook someone else already figured out.
• You have 2+ years of sales leadership experience, but you still love getting into the weeds on complex, multi-threaded enterprise cycles.
• You know how to sell highly technical solutions to a sophisticated C‑suite (CROs, CFOs, CTOs) who are allergic to AI hype and only care about measurable outcomes.

You will manage a team of 3 hungry AEs, report directly to the Founder/CEO, and own the North American revenue strategy.

If you are a proven builder ready to own the revenue engine for the next major player in AI-driven GTM.