Enterprise Sales Director - Strategic

Highlights

• Architect Sierra's most complex multi-BU, multi-geo enterprise deals.
• Partner with C-suites deploying AI agents for top global brands.
• Shape strategy for Sierra's most important strategic accounts.

What they offer

• Flexible (unlimited) paid time off
• Medical, dental, and vision benefits for you and family
• Life insurance and disability benefits
• Retirement plan
• Parental leave
• Fertility and family building benefits through Carrot
• Lunch, snacks and coffee
• Discretionary benefit stipend
• Equity

Ideal candidate

Seasoned strategic seller who thrives on complex, high-stakes enterprise deals and trusted C-suite partnerships. Precise, intense and customer-obsessed, you sell with founder-level conviction and embrace AI-native ways of working.

Requirements

• 10-12+ years of enterprise/strategic sales experience owning large, complex accounts
• Demonstrated success closing multi-million-dollar, multi-stakeholder deals across BUs and geographies
• Experience managing $1M+ quota and running end-to-end 6- and 7-figure ACV deals
• Deep, sustained C-suite relationships with gravitas as a peer to executive buyers
• Mastery of complex deal structuring, risk navigation, and pricing
• Exceptional executive communication with reputation for precision and trust