Regional Vice President, Agentic Sales

About Eightfold AI Eightfold was founded with a vision to solve for employment in our society. For decades, the connection between individuals and opportunities has been based on who they are and the strength of their network, rather than their potential. Eightfold leverages artificial intelligence to transform how we think about skills and capabilities for individuals as well as how jobs and career decisions are made.

Eightfold offers the industry's first AI-powered Talent Intelligence Platform to transform how organizations plan, hire, develop and retain a diverse workforce, enabling individuals to transform their careers.

To date, Eightfold AI has received more than $410 million in funding and a valuation of over $2B from leading investors to further our mission of finding the right career for everyone in the world.

Our customers- https://eightfold.ai/customers/customer\-stories/

Press- https://eightfold.ai/about/press/

The Opportunity Build and lead the founding sales organization for a product that's redefining talent acquisition. This isn't managing incremental improvements—you'll lead a team selling transformative AI technology that fundamentally changes how companies evaluate talent. If you want to architect the go-to-market strategy for AI-native hiring solutions and build a high-performing team at the forefront of the AI revolution, this is your opportunity.

What You'll Do Build & Scale the Team

• Recruit, hire, and onboard 20 Sales Representatives
• Develop compensation structures, quota models, and territory assignments that drive performance
• Create career pathing frameworks that retain top performers and promote from within
• Build a coaching culture that rapidly develops AI sales expertise across the team

Drive Revenue & Pipeline

• Own team quota
• Build predictable pipeline generation machine through disciplined sales methodology
• Partner with Marketing and Product on go-to-market strategy for AI Interviewer
• Establish key metrics, forecasting models, and performance dashboards
• Work cross-functionally with Account Executives on enterprise deal strategy

Operationalize Sales Excellence

• Create the AI Interviewer sales playbook from the ground up—objection handling, demo frameworks, competitive positioning
• Implement sales methodology and process discipline
• Design onboarding program that builds AI fluency and sales competency
• Establish QA frameworks for call reviews, demo analysis, and pipeline hygiene
• Iterate rapidly based on market feedback and conversion metrics

Lead Through Change & Ambiguity

• Navigate startup-within-a-company dynamics as we build
• Make data-driven decisions on strategy shifts, resource allocation, and process changes
• Represent AI Interviewer in executive leadership meetings and cross-functional planning
• Balance short-term performance with long-term sustainable growth

Evangelize AI-Native Selling

• Become a thought leader on selling AI in enterprise software
• Train team to articulate deep learning models, NLP, and adaptive algorithms to business buyers
• Stay current on generative AI trends and competitive AI developments
• Build credibility with technical and business stakeholders through authentic AI expertise

What We're Looking For Sales Leadership Experience

• 5+ years in B2B SaaS sales with 2+ years leading high-performing inside sales or SMB teams
• Proven track record building teams from scratch or scaling teams 3x+
• Experience managing $5M+ in team quota with consistent attainment
• Track record of promoting team members and developing future leaders

AI & Technical Fluency

• Deep curiosity about AI—you understand how models work, not just what they do
• Ability to coach reps on translating technical concepts into business value
• Comfort discussing AI capabilities, limitations, and competitive differentiators
• Experience selling technical or data-driven products (AI/ML strongly preferred)

Operational Excellence

• Mastery of sales metrics, pipeline management, and forecasting discipline
• Experience implementing sales methodologies (MEDDIC, Challenger, etc.)
• Strong analytical skills—you use data to make decisions, not just report results
• Proficiency with Salesforce, sales engagement platforms, and revenue intelligence tools

Leadership Qualities

• Player-coach mentality—you'll close deals alongside your team while building systems
• Magnetic leadership style that attracts top talent and inspires high performance
• Direct communicator who gives honest feedback and demands accountability
• Thrives in ambiguity—you build the plane while flying it
• Collaborative approach to cross-functional partnership

Why This Role is Different Ground Floor Leadership Opportunity - Build the playbook for selling AI in talent acquisition; your strategies will scale to hundreds of reps

AI-Native Company - Lead from a position of authentic technical leadership; we built our entire platform on AI from day one

Market Timing - Enterprises are actively seeking AI solutions right now; you're riding the wave at exactly the right moment

Product People Want - Watch your team's prospects light up during demos; this isn't a grind—it's evangelizing technology people are excited about

Executive Visibility - Direct impact on company strategy; this product line is a strategic priority for Eightfold leadership

Learn From AI Experts - Work alongside data scientists, ML engineers, and AI researchers pushing the boundaries of what's possible

Why Join Eightfold?

• Be part of the AI revolution - Lead a team selling technology that will define the next decade of enterprise software
• Accelerated career growth - High performers advance quickly; this role positions you for VP and C-suite opportunities
• Equity in a $2B+ company - Meaningful ownership in a company solving real problems at scale
• Collaborative, in-office culture - Build your team in person 3 days/week; nothing replaces face-to-face coaching and connection
• Competitive compensation - Base salary + uncapped commission with team accelerators + equity
• Comprehensive benefits - Health insurance, 401(k), and more
• Meaningful mission - Help solve employment challenges while being at the forefront of AI adoption

Our Commitment Eightfold is an equal opportunity employer and values diversity. We do not discriminate on the basis of race, religion, color, national origin, gender, sexual orientation, age, marital status, veteran status, or disability status.

Hybrid Work Requirements This role requires 3 days per week in our Santa Clara office. We embrace a hybrid model that drives collaboration, enhances culture, and accelerates team development through a blend of remote and in-person work.

Ready to build the future of AI sales? If you're a proven leader who's excited about AI, obsessed with building high-performing teams, and want to architect the go-to-market motion for transformative technology, apply now.