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About the Role
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.
Responsibilities
- Drive the full sales cycle: prospect, discover, position solutions, negotiate, and close enterprise hospitality and event targets.
- 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, such as Corporate Operations, VP of Talent Acquisition, Procurement, and regional Event/Culinary Directors.
- Articulate WorkWhile’s value proposition in solving distinct hospitality pain points, including hyper-seasonal staffing volatility, last-minute event cancellations, and variable labor costs, while maintaining strict service standards.
- Build and maintain an active pipeline of enterprise food service and event opportunities with highly accurate sales forecasting.
- Collaborate with operations, finance, and product teams to deliver tailored workforce proposals and proofs of concept (POCs) for major multi-city rollouts or high-profile events.
- Act as the face of 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 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 understanding of the logistics behind large-scale catering, stadium operations, and corporate dining, and how workforce reliability directly impacts guest experience and margin.
- Demonstrated ability to navigate complex corporate structures, multi-unit concessionaires, and multiple executive stakeholders.
- 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.
- History of exceeding quota, closing six-figure+ deals, and driving long-term customer lifetime value.
- Experience with CRM tools (Salesforce) and enterprise sales methodologies (e.g., MEDDPICC, Challenger, or Strategic Selling).
Skills
- B2B enterprise sales
- Consultative selling
- Executive relationship-building
- Salesforce
- MEDDPICC
- Challenger
- Strategic Selling
Work Type
- In-person company off-sites
- WFH stipend
Experience Level
- 5-10+ years
Salary/Compensations
- Competitive base salary + equity
Benefits
- Medical, dental & vision coverage
- Unlimited PTO
- 401(k) with employer match
- WFH stipend
About the Company
- WorkWhile is on a mission to help workers earn a better living and live better lives.
- 83 million Americans work hourly jobs in hospitality, catering, and event industries.
- WorkWhile identifies and matches reliable hourly workers with shifts that fit their skills, location, and life.
- For businesses, WorkWhile provides instant access to a vetted, high-quality workforce to scale up for major events and peak periods.
- For workers, WorkWhile provides stable income and unmatched benefits, including next-day pay, free telehealth services, upskilling, and financial wellness tools.
- WorkWhile has the goal to align incentives and solve inefficiencies in the labor market, disrupting the $650 billion staffing and recruiting market.
- Backed by Khosla Ventures and recognized by the Inc. 5000 for 10x growth, WorkWhile is reshaping the future of work in hospitality and live events.
- WorkWhile has a diverse, mission-driven, and supportive culture.