Role SummaryWe are looking for a high-performing
Enterprise Account Executive - Hospitality to drive new business and strategic expansion within catering conglomerates, national contract food service providers, sports and entertainment venue operators, and premier event management groups.
This role focuses on selling flexible labor solutions to enterprise-scale organizations with multi-stakeholder environments, extended sales cycles, and significant volume requirements. You will leverage your expertise in the events and food service sectors, consultative selling, and executive relationship-building to transform how major hospitality brands staff their operations, helping you exceed quota and meaningfully contribute to WorkWhile's growth.
Key Responsibilities- Drive the Full Sales Cycle: Prospect, discover, position solutions, negotiate, and close enterprise hospitality and event targets. This is a hunter role designed for someone who loves opening doors with major national operators.
- Target High-Volume Accounts: Develop strategic account plans to penetrate and expand within corporate food service operators, national catering networks, and large sports/entertainment venues.
- Navigate Complex Buy-ins: Drive consensus and alignment across multiple departments, such as Corporate Operations, VP of Talent Acquisition, Procurement, and regional Event/Culinary Directors.
- Position Labor Strategy: Articulate WorkWhile's value proposition in solving distinct hospitality pain points, including hyper-seasonal staffing volatility, last-minute event cancellations, variable labor costs, while maintaining strict service standards for our Partners.
- Manage a Robust Pipeline: Build and maintain an active pipeline of enterprise food service and event opportunities with highly accurate sales forecasting.
- Collaborate Internally: Work closely with WorkWhile's operations, finance, and product teams to deliver tailored workforce proposals and proofs of concept (POCs) for major multi-city rollouts or high-profile events.
- Represent the Brand: Act as the face of WorkWhile at key hospitality and event industry conferences, trade shows, and executive meetings. Willingness to travel when needed.
What You Bring- 5-10+ years of B2B enterprise sales experience, with a proven track record of hitting targets and closing large, strategic deals within the contract food service, event management, university, catering, or venue operations sectors.
- Deep Hospitality & Event IQ: A profound understanding of the logistics behind large-scale catering, stadium operations, and corporate dining, and how workforce reliability directly impacts guest experience and margin.
- Navigational Excellence: Demonstrated ability to navigate complex corporate structures, multi-unit concessionaires, and multiple executive stakeholders.
- Consultative Selling Mastery: Strong executive presence, financial acumen, and the ability to turn abstract labor data into a compelling ROI story for a CFO or Chief Operating Officer.
- Proven Performance: A history of exceeding quota, closing six-figure+ deals, and driving long-term customer lifetime value.
- Modern Sales Tech Stack: Experience with CRM tools (Salesforce) and enterprise sales methodologies (e.g., MEDDPICC, Challenger, or Strategic Selling).
Compensation & Benefits- Competitive base salary + equity in a high-growth, venture-backed company
- In-person company off-sites
- Medical, dental & vision coverage
- Unlimited PTO
- 401(k) with employer match
- WFH stipend to support your home office setup
WorkWhile has a diverse, mission-driven, and supportive culture-we look for people who want to take ownership, are energized by ambiguity, and strive to make a lasting impact. If this resonates with you, we'd love to chat!
