Chief Revenue Officer

Enlighten AI Labs; Raleigh (NC); On-site; USD 120,000 - 180,000; Full time

Job summary

Enlighten AI Labs seeks an experienced enterprise sales leader to co-build and run the company’s enterprise sales with the founder. You will own major deals, shape the sales process, qualify accounts, and drive executive engagements to close multi-million opportunities.

You will run multiple AI agents to research accounts, prepare for executive meetings, and develop proposals. The role requires deep enterprise buyer networks and a hands-on, independent work style.

Qualifications

• Experience selling enterprise AI, data platforms, analytics, or measurement solutions to complex buying groups.
• Ability to qualify opportunities and decide where to focus a sales team.
• Hands-on approach to AI; use agents to research, draft, check, and organize work with human oversight.

Responsibilities

• Set enterprise sales strategy with the founder and prioritize accounts.
• Build enterprise pipeline and lead executive discovery and negotiations.
• Manage multiple AI agents daily to research accounts and prepare for executive meetings.
• Deliver tailored live demos and proofs of concept with agents.
• Coach the team, own the forecast, and improve the process from wins/losses.
• Share insights with product and delivery on capabilities, pricing, and handoffs.

Skills

Enterprise AI sales

Executive communication

Commercial judgment

Independent worker

Deal strategy

Sales process design

Networking with enterprise buyers

Forecasting

Job description

At Enlighten, we believe AI should expand what people can take on. We build teams of AI agents alongside Fortune 500 companies so they can put their best thinking to work across the business. We want the people closest to the work to be able to ask hard questions and get answers they can trust. Our mission is to give every team the intelligence it needs to make decisions that shape the business.

About the role

You’ll build Enlighten’s enterprise sales business with the founder. You’ll lead key deals yourself and turn what you learn into a sales process a growing team can repeat.

What you'll do

• Set the enterprise sales strategy with the founder. Decide which accounts to pursue, how to qualify them, and where the team should spend its time.
• Build the enterprise pipeline and lead executive discovery and commercial negotiations on key deals. Partner with the Account Executive, who owns technical discovery and validation.
• Run multiple AI agents in parallel every day to research accounts, prepare for executive meetings, and develop proposals. Review the work before it reaches a buyer.
• Build and run tailored live demos and quick proofs of concept with agents when they can help a buyer make a decision.
• Coach the team on live deals, own the forecast, and use wins and losses to improve how the team sells.
• Share what you learn from buyers with product and delivery, including where capabilities, pricing, or handoffs affect a deal.

What you bring

• A strong record personally selling enterprise AI, data platforms, analytics, or measurement solutions to complex buying groups, plus an active network of enterprise buyers relevant to Enlighten's work.
• A builder's mindset. You can identify the next useful piece of work, figure out a reasonable path, and act without waiting for step-by-step direction.
• Strong executive communication and commercial judgment, including the ability to qualify out of work that is not a fit.
• A practical, hands-on approach to AI. You use multiple agents to research, draft, check, and organize work, while keeping human review and outcome ownership with you.
• Experience establishing sales process in an early-stage or evolving environment.
• Demonstrated ability to build and present a credible demo or proof of concept with AI agents and explain what it shows to an executive buyer.
• Comfort creating simple custom tools or workflows with agent assistance when existing systems leave important work manual or unclear.
• The judgment to represent an emerging product honestly and avoid promising outcomes, capabilities, or timelines that have not been validated.
• Experience working directly with founders or leading an early commercial team.
• You work independently. You can take an unclear goal, decide what to do first, find what you need, and carry the work through to a result. You bring people in early when a decision, risk, or dependency needs their input.

How we work

AI agents are core to how we get work done. You'll spend a substantial part of your day running multiple agents in parallel, building tools and workflows with them, and checking what they produce. You own the result. Verify the facts, calculations, code, and claims before they go into a decision, a customer conversation, or a release.

What success looks like

• A focused pipeline reflects real buyer problems, clear next steps, and honest qualification.
• Early enterprise wins are personally led, well documented, and translated into a more repeatable motion.
• The team has practical tools, deal standards, and coaching that improve execution without adding unnecessary process.
• AI-assisted research and workflows save time while decisions, customer communication, and results remain human-owned.