Head of Sales

Remote
Full-time
Visa Sponsorship

About the role

We seek a senior enterprise sales leader with a strong record of taking revenue from $X million to $XX million. Enterprise Sales experience sits at the core of this role.

Experience selling data or AI platforms to large companies is fundamental. Background in data or AI governance or MLOps is a plus.

This role fits a builder with sharp commercial instincts, clear accountability for scale, and proven success driving significant enterprise growth.

If this aligns with your experience, reach out for a conversation.

About Openlayer

Openlayer is a Series A AI governance and observability platform purpose-built for large enterprises navigating the complexities of deploying AI at scale. The company's mission is to give organizations the technical controls they need to evaluate, monitor, and deploy AI systems safely — serving as a control plane for AI that bridges governance teams and technical enforcement. Founded in 2021 and headquartered in San Francisco, Openlayer is backed by Y Combinator, Liquid 2 Ventures, and notable angels including the founders of Instacart, Instagram, and Vercel — having raised $19.3M to date, including a $14.5M Series A in May 2025. The platform delivers 100+ automated tests, real-time guardrails against prompt injections, PII leakage, bias, toxicity, and hallucinations, and full traceability across RAG pipelines, agents, and complex multi-step AI workflows — supporting compliance with frameworks including NIST, ISO 42001, and the EU AI Act. Customers are primarily Fortune 500 and Fortune 2000 organizations with over $1B in annual revenue operating in highly regulated industries such as financial services, healthcare, and telecom. At just ~25 people, Openlayer operates with a strong ownership mentality and a hands-on founding team — the CTO personally manages enterprise on-prem deployments — reflecting a culture that prizes deep technical craft, customer obsession, speed, and building things that work in the real world.

Other roles at Openlayer

Interested?

Let me introduce you to the founders.

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Job details

Salary

$320,000 - $400,000

Location

Remote

Experience

6+ years

Company

NameOpenlayer
Industryai, enterprise, b2b, devtools, security
Team Size25

Funding

Total raised

$19.4M

Last stage

Series A

Investors

Y Combinator
Race Capital
Quiet Capital
KPN Ventures
NNXTP Ventures

Founders

Gabriel Bayomi Kalejaiye

Gabriel Bayomi Kalejaiye

Co-Founder & CEO

LinkedIn
Rishab Ramanathan

Rishab Ramanathan

Co-Founder & CTO

LinkedIn
Vikas Nair

Vikas Nair

Co-Founder & CPO

LinkedIn

What happens next.

No applications, no recruiter spam. Just the intro.

01

Confirm the fit

A few questions to make sure this role is the right shape for you. Two minutes.

02

I pitch you to the company

I write the intro, send it to the founder, and handle the back-and-forth.

03

A meeting lands on your calendar

If they’re a yes, I book the chat. You show up — that’s the whole job-hunt.