Head of Sales Academy at Groupon

Groupon

Chicago (35 W. Wacker Dr.)·4d ago

ExecutiveFull-timeRustGitAI

Salary Range

$202,300 - $273,700 /year

Estimated

This salary is estimated based on similar roles. The actual salary may vary.

About the Role

Groupon is seeking an innovative Sales Training Leader to revolutionize how we develop and scale our marketplace sales organization. This role will architect and lead a modern, AI-enhanced training ecosystem that transforms sales performance across our US operations.

Key Responsibilities

→Design and implement a comprehensive sales training framework that leverages AI tools (AI Co-Pilot, SaltedCX) to deliver personalized, scalable learning experiences
→Create a train-the-trainer model that empowers managers and team leads to deliver consistent, high-impact training across the organization
→Develop automated training workflows, AI-powered coaching tools, and data-driven performance improvement systems
→Implement SaltedCX and AI Co-Pilot to create conversational intelligence, call coaching, and automated training experiences
→Build dashboards and analytics to measure training effectiveness, skill development, and business impact

Requirements

✓5+ years of sales training/enablement experience in marketplace, on-demand, or technology companies
✓Proven track record designing training programs that improved sales metrics
✓Experience with AI-powered sales tools
✓Strong understanding of marketplace/local commerce sales dynamics
✓Excellent instructional design skills

Benefits

★Competitive compensation including base + bonus + equity
★Collaborative culture that values experimentation and continuous improvement
★Medical, Dental, Vision, EAP, 401(k) Match, ESPP, Life and Disability Insurance, FSAs, Flexible PTO

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