Careers

Chief Revenue Officer (CRO)

Remote (EST hours)

Okaya's first revenue executive, with full ownership of how we go to market.

About this role

Join a small AI startup as its first revenue executive. You'll own our go-to-market strategy and build it from the ground up, in readiness technology for high-consequence teams.

Role overview

Your first job is to bring in paying customers and hit our ARR target. You'll build the go-to-market engine from scratch, with playbooks, closed pilots and the operations behind them, and make it repeatable.

The role needs a strategic thinker who works hands-on and is comfortable with the pace of an early-stage startup. You will be central to the team.

Go-to-market and revenue (70%)

  • Revenue first: own the ARR goal. Close pilot deals, secure contracts and build predictable MRR from day one.
  • Playbook builder: refine the ideal customer profile, pricing tiers, packaging and messaging, and turn what works into process.
  • Metrics: follow pipeline velocity, LTV to CAC and conversion rates, and double down on what moves revenue.

Demand generation and growth (20%)

  • Outbound engine: run high-velocity LinkedIn campaigns that bring qualified leads and early wins.
  • Content and partners: create case studies, webinars and ethical-AI pieces with partners, and measure what they bring to the pipeline.
  • Experiments: test account-based marketing, targeted ads and referrals quickly. Stop what doesn't drive revenue and scale what does.

Community and developers (10%)

  • Peer support hub: launch and run a Slack or Discord community for practitioners and integration partners.
  • Hackathons and office hours: turn developer interest into API integrations and paying users.
  • Evangelism: represent Okaya in forums, podcasts and panels, and bring back leads and credibility.

What we're looking for

  • Generalist builder: 5+ years in B2B SaaS sales, partnerships or operations, ideally in healthcare or AI. You have taken revenue from zero to scale.
  • Results-driven: you have closed deals yourself, not only hired others to do it. Revenue is step one.
  • Data-driven and scrappy: comfortable with ambiguity, fast iteration and metrics over gut feel.
  • People leader: you recruit, coach and motivate a lean, fast team.
  • Connector and storyteller: as effective in a boardroom as in a community channel.

Nice to have

  • A developer relations or growth marketing background.
  • Hands-on familiarity with APIs, SDKs and developer workflows.
  • Experience with first responders, government, clinics, telehealth or EAP programs.

Why join Okaya as its first CRO

You'll shape our revenue strategy, build the team and have a real impact on how high-consequence teams stay ready. If you're a strategic leader who wants to drive growth and make a difference, we'd like to hear from you.

What we offer

  • Competitive salary and equity
  • Fully remote culture with flexible hours
  • Budget for conferences and events
  • Quarterly team offsites
  • A mission-driven team

Apply now

You must be legally authorized to work in the U.S. We cannot sponsor visas at the moment, and we do not work with agencies. Thank you!