Enterprise Account Executive (Healthcare OR Retail)

Flip is a company that specializes in AI-driven customer interactions for both retail and healthcare sectors. The Enterprise Account Executive will focus on driving new revenue, building relationships with key stakeholders, and partnering with internal teams to enhance customer experience and platform development.

Responsibilities:

• Drive net-new revenue across MM and Enterprise accounts ($50K–$250K+ deals and beyond)
• Build trust with senior stakeholders and earn the right to own mission-critical customer interactions
• Partner closely with Product, Engineering, and Customer Success to shape the platform through real customer insight
• Move fast, challenge legacy processes, and help build a world-class GTM engine
• Target elite retail and ecommerce brands
• Protect and enhance brand voice and customer experience at scale
• Navigate orgs where CX is deeply tied to revenue, loyalty, and conversion
• Build relationships with CX, Digital, and Ecommerce leaders
• Position Flip as a competitive advantage in a crowded, high-expectation market
• Target leading healthcare systems and provider groups
• Replace legacy communication systems with AI-driven patient engagement
• Navigate complex buying groups with compliance, IT, and clinical stakeholders
• Build trust in HIPAA-compliant, mission-critical workflows
• Position Flip as infrastructure—not a tool—for modern patient communication