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Sierra
Enterprise Sales Director
Remote · USA, Majors, Retail · Full time · Senior level
$315k–$325k / year
About the role
Lead complex enterprise sales deals end-to-end for retail clients using AI technology. Build and maintain C-suite relationships to drive revenue growth.
What you’ll do
• Drive 6- and 7-figure deal cycles independently. • Lead VP-level and C-suite conversations. • Identify and manage deal risk early. • Partner on pricing and deal strategy. • Leverage AI tools across sales cycle.
What you’ll bring
• 8-10 years enterprise sales experience. • Managed $1M+ quota with complex deals. • Build trusted C-suite relationships. • Exceptional verbal and written communication. • Analytical mindset for market trends.
Life at Sierra
Flexible unlimited paid time off, medical/dental/vision benefits, parental leave, retirement plans, and discretionary benefit stipend. Supportive culture valuing trust, customer obsession, craftsmanship, intensity, and family balance.
About Sierra
Sierra is a leading AI platform partnering with major brands to transform customer engagement and grow business through AI-powered agents.