Strategic Enterprise Account Executive

7+ years of enterprise sales experience with a proven record of selling into employers of 15,000+ employees History of building and executing complex, multithreaded deals with multiple stakeholders and long sales cycles Experience creating and leveraging sales playbooks to drive repeatability and scale Strong executive presence with the ability to engage C-level leaders and influence at multiple organizational levels Demonstrated ability to bring rigor, process, and structure to enterprise sales Proven success collaborating across Marketing, Product, and Customer Success Self-starter with the ability to navigate ambiguity, leverage networks, and identify the right levers to move deals forward Bachelor’s degree or equivalent experience

Develop and execute a strategic enterprise sales plan Act as a trusted advisor, tailoring solutions to client needs Partner with Marketing and Product Management to refine messaging and influence roadmap Create and refine repeatable playbooks to scale enterprise sales Build and maintain a robust pipeline through outbound prospecting, industry networking, and executive engagement Lead multithreaded sales cycles, engaging decision-makers across HR, Finance, Benefits, and C-Suite levels Deliver compelling presentations and executive-level business cases Leverage financial and analytical insights to build persuasive business cases Navigate complex corporate structures and stakeholder dynamics Drive rigor and process throughout the sales cycle Collaborate with internal teams to ensure seamless onboarding and long-term client success