Sierra
Enterprise Sales Leader, Retail
$450K–$470K
US - Remote +3 · Remote · Full-time · Posted Jul 10, 2026
- Location
- US - Remote
San Francisco, CA
New York, NY
Atlanta, GA - Experience
- 10–15+ years in enterprise sales; 5+ years in people leadership.
About the job
Leads Sierra’s retail enterprise sales team, regional performance, and complex customer deals for its customer-facing AI agent platform.
What you'll do
- Hire, coach, and develop enterprise sales representatives and future leaders.
- Own regional sales targets and forecast accuracy; maintain pipeline quality and consistent sales execution.
- Support major customer deals, including buying committees, pricing, negotiations, and closing.
What they ask for
- 10–15+ years of experience in enterprise customer-facing sales, identifying and closing large accounts.
- 5+ years managing, mentoring, and developing a high-performing enterprise sales team.
- Experience managing end-to-end complex deals of $1M+.
- Exceptional verbal and written communication skills; ability to analyze market trends and make data-driven decisions.
Nice to have
- Familiarity with the AI landscape and fluency with AI tooling and workflows.
- Experience building go-to-market strategies, sales teams, or sales motions from scratch or during early-stage growth.
Pay
$450K – $470K USD total pay
AI focus
Leads sales of Sierra’s customer-facing AI agents to retailers; familiarity with AI tooling and workflows is preferred.
Model-written summary · the original posting is authoritative