This position has been filled
This job is no longer accepting applications. Browse open EdTech jobs or search for Regional Vice President, Agentic Sales jobs.

Regional Vice President, Agentic Sales
EightfoldπΊπΈIn-Person - Chicago, IL$130Kβ$200K/yr2mo ago
Role Snapshot
Regional Vice President of Agentic Sales at Eightfold responsible for building and leading a high-performing sales organization focused on innovative AI-driven talent acquisition solutions. This founding leadership role involves establishing sales processes, forecasting models, and driving enterprise deal strategy in the Chicago market.
Key Responsibilities: Build and lead the founding sales organization, establish predictable pipeline generation through disciplined sales methodology, and implement performance dashboards and QA frameworks. Work cross-functionally with Account Executives on enterprise deals, design onboarding programs for AI fluency, and coach team members on translating technical concepts into business value.
Skills & Tools: Proven B2B SaaS sales leadership with strong coaching and team-building abilities; expertise in sales methodologies (MEDDIC, Challenger, etc.) and experience with technical or AI/ML products preferred. Requires authentic AI expertise, direct communication style, player-coach mentality, and ability to thrive in ambiguity while building cross-functional partnerships.
Qualifications: Minimum 5+ years in B2B SaaS sales with 2+ years leading high-performing inside sales or SMB teams, proven track record of building teams from scratch or scaling 3x+, and experience managing $5M+ team quotas with consistent attainment. Demonstrated history of promoting team members and developing future leaders required.
Location: Chicago, Illinois
Compensation: $130Kβ$200K/yr
Job Description
The full job description is available on Eightfold's website.
View Full Job Description