Join an early-stage startup building intelligent pre-meeting tools as our first Head of Sales. In this pivotal player-coach role, you will architect the entire GTM motion from scratch, define our ideal customer profile, and scale a high-performing sales team. It’s a unique opportunity to own revenue for a high-growth SaaS platform.
Head of Sales at fast-growing AI productivity startup
Are you an elite B2B sales leader looking to transition into a high-impact founding role? We are seeking a Head of Sales for a well-funded AI productivity startup to architect their entire go-to-market strategy from the ground up. In this unique player-coach position, you will define the ICP, execute outbound motions, and close million-dollar deals while building and scaling your own high-performing sales organization. This is a rare opportunity to join a top-tier VC-backed company as a key leadership figure, offering significant equity, a fully remote lifestyle, and the chance to shape the future of workplace intelligence.
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Location
Remote
Compensation
Not Disclosed + Equity
Company
Confidential company
Role overview
About the company
Fast-growing AI productivity startup
What you will do
- Build and execute the end-to-end sales playbook, from outbound motion to closing.
- Act as a player-coach, closing initial deals while recruiting and ramping a sales team.
- Define the ICP and refine messaging to drive growth across key customer segments.
Who this is a fit for
- Has 8+ years in B2B SaaS sales with experience progressing into leadership roles.
- Proven track record of closing $1M+ deals using structured methodologies like MEDDIC.
- Thrives in ambiguous, early-stage environments and has experience as a first sales hire.
Why this role is remarkable
- Own the entire sales function from day one as a founding-team member.
- Backed by top-tier VCs to solve a universal pain point in business productivity.
- High-impact leadership role with significant equity and direct reporting to the founder.
How Jack & Jill work together
I get to know what you’re great at, then find roles you’d never find yourself.Ok, I'll go first. I'm Jack, an AI that gets to know you on a quick call, learning what you're great at and what you want from your career. Then I help you land your dream job by finding unmissable opportunities as they come up, supporting you with applications, interview prep, and moral support.
I recruit from Jack’s network and make the intro when I spot a great match.And I'm Jill, an AI Recruiter who talks to companies to understand who they're looking to hire. Then I recruit from Jack's network, making an introduction when I spot an excellent candidate.
Jack gets to know what you're great at and what you want next, then searches 15 million jobs daily and helps you discover roles at companies like this.
Meet Jack
What happens next?
Jack’s an AI agent for job searching and career coaching. He works for you.
Jill is the AI recruiter working for the company. She recruits from Jack’s network.
If your profile’s a match and Confidential company wants to meet, Jill will make the intro. In the meantime, Jack will send you excellent alternatives.