Enterprise Account Executive - Hospitality
Drive new business and strategic expansion selling flexible labor solutions to enterprise hospitality, catering, and event organizations. Requires 5-10+ years enterprise sales experience closing six-figure deals in food service or venue operations.
Key Responsibilities
- Drive the full sales cycle: prospect, discover, position solutions, negotiate, and close enterprise hospitality and event targets (hunter role)
- Develop strategic account plans to penetrate and expand within corporate food service operators, national catering networks, and large sports/entertainment venues
- Drive consensus and alignment across multiple departments (Corporate Operations, VP of Talent Acquisition, Procurement, regional Event/Culinary Directors)
- Articulate WorkWhile’s value proposition in solving hospitality pain points including hyper-seasonal staffing volatility, last-minute event cancellations, variable labor costs
- Build and maintain an active pipeline of enterprise food service and event opportunities with accurate sales forecasting
- Collaborate with operations, finance, and product teams to deliver tailored workforce proposals and proofs of concept (POCs) for multi-city rollouts or high-profile events
- Represent WorkWhile at key hospitality and event industry conferences, trade shows, and executive meetings; willingness to travel when needed
Requirements
- 5–10+ years of B2B enterprise sales experience with proven track record of hitting targets and closing large, strategic deals within contract food service, event management, university, catering, or venue operations sectors
- Deep understanding of logistics behind large-scale catering, stadium operations, and corporate dining
- Demonstrated ability to navigate complex corporate structures, multi-unit concessionaires, and multiple executive stakeholders
- Strong executive presence, financial acumen, and ability to turn abstract labor data into compelling ROI story for CFO or COO
- History of exceeding quota, closing six-figure+ deals, and driving long-term customer lifetime value
- Experience with CRM tools (Salesforce) and enterprise sales methodologies (MEDDPICC, Challenger, or Strategic Selling)
Nice-to-Haves
- Experience in hospitality, catering, events, or food service sectors
Compensation & Benefits
- Competitive base salary + equity
- Medical, dental & vision coverage
- Unlimited PTO
- 401(k) with employer match
- WFH stipend
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