Enterprise Account Executive

Summary

Join Sure, a leading insurtech company revolutionizing the digital insurance industry. As an Enterprise Account Executive, you will build relationships with C-suite executives at major insurance carriers and enterprise brands, navigating complex sales cycles to bring billion-dollar insurance programs onto Sure's platform. You will lead transformative conversations, exceed quotas, and build long-term partnerships. This role requires a proven track record in enterprise SaaS sales, strategic thinking, and expertise in C-level engagement. Sure offers a remote-first work environment with unlimited PTO, mental health benefits, a WFH stipend, comprehensive health insurance, equity, 401k, and generous parental leave.

Requirements

• A proven enterprise sales professional with 5+ years of SaaS experience and a track record of exceeding quotas
• A strategic thinker who thrives in complex, long-cycle sales environments (8+ months)
• A natural hunter who gets energized by pursuing and winning new logo business
• An expert at C-level engagement with outstanding consultative selling skills
• A problem solver who can navigate multiple stakeholders and competing priorities
• Someone who sees beyond the transaction to build lasting partnerships

Responsibilities

• Build and own relationships with C-suite executives at major insurance carriers and enterprise brands
• Navigate complex, innovative sales cycles that reshape how organizations think about digital insurance
• Create and execute strategic plans to bring billion-dollar insurance programs onto Sure's rails
• Lead transformative conversations that help organizations envision and implement their digital future
• Consistently exceed quota while building a foundation for long-term partnerships

Benefits

• Unlimited PTO… no really, we want you to take it!
• Mental Health Breaks - company provided meditation app and a weekly wellness hour
• WFH stipend to help you work your best while being remote
• Countless Medical, Dental and Vision plans … we are an insurtech company after all!
• Equity and 401K
• Generous parental leave