Responsibilities
- Create real, meaningful relationships with customers and partners.
- Own pipeline, deals, and P&L for a set of enterprise accounts — you are accountable for the number
- Lead client-facing teams through discovery, solutioning, delivery, and renewal
- Navigate the full enterprise deal lifecycle, including security reviews, procurement, legal, and contract execution
- Design solutions and write proposals and SOWs that are technically credible and commercially sound
- Advise clients on enterprise AI adoption with honesty about where initiatives typically fail and how to avoid it
- Serve as the connective tissue between clients, product, engineering, and marketing — synthesizing field insights into actionable feedback
- Lead client engagements with a delivery orientation, not just a sales orientation
- Operate with radical candor internally and externally — sharing real opinions and surfacing problems early
Requirements
- Real experience inside large enterprise organizations — you understand how decisions get made, who the actual stakeholders are, and why initiatives stall
- Firsthand exposure to enterprise procurement complexity: security reviews, legal cycles, IT architecture approval, budget sign-off
- Demonstrated ability to wear multiple hats without needing a clear lane — you figure out what needs doing and do it
- Track record of being part of teams that have delivered meaningful outcomes for clients, not just sold them
- Direct, honest communication style with the confidence to share real opinions with clients and leadership
- Solutions orientation — you bring options and answers, not just problem descriptions
- Enough technical curiosity to hold your own with engineering teams and ask the right questions
- Genuine hunger — this role will expand quickly for the right person
Nice to Have
- Thieves in expectation management and turning challenges or failure into opportunities
- Background in management consulting, systems integration, or professional services
- Experience with AI, data, or enterprise software platforms
- Familiarity with sovereign, private, or air-gapped deployment environments
- Technical background or engineering-adjacent experience
- Industry depth in aviation, manufacturing, logistics, or other regulated sectors
- Experience in a growth-stage or startup environment
Benefits
- Competitive salary
- Comprehensive health, dental, and vision benefits package
- 401(k) match
- Equity options
- $200/month Health & Wellness stipend
- Continuing Education support
- $500/year Function Health subscription
- Free parking for in-office employees
- Flexible Time Off (FTO)
- Parental leave for eligible employees
- Supplemental life insurance
Work Arrangement
Hybrid
Additional Information
- webAI is an Equal Opportunity Employer and does not discriminate against any employee or applicant on the basis of age, ancestry, color, family or medical care leave, gender identity or expression, genetic information, marital status, medical condition, national origin, physical or mental disability, protected veteran status, race, religion, sex (including pregnancy), sexual orientation, or any other characteristic protected by applicable laws, regulations and ordinances.
- It is the policy of webAI to provide reasonable accommodation to qualified employees who have protected disabilities to the extent required by applicable laws, regulations and ordinances where a particular employee works.