Remote opportunity at
WorkWhileEnterprise Account Executive - Hospitality
WorkWhile is a venture-backed company supported by Khosla Ventures that connects reliable hourly workers with businesses in the hospitality, catering, and event industries. The organization aims…
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About This Role
WorkWhile is a venture-backed company supported by Khosla Ventures that connects reliable hourly workers with businesses in the hospitality, catering, and event industries. The organization aims to tackle labor market inefficiencies and assists hourly personnel with stable income, next-day pay, free telehealth services, upskilling, and financial wellness tools. WorkWhile seeks an Enterprise Account Executive to focus on the hospitality sector. This remote, full-time position involves driving new business and strategic…
Job Description
WorkWhile is a venture-backed company supported by Khosla Ventures that connects reliable hourly workers with businesses in the hospitality, catering, and event industries. The organization aims to tackle labor market inefficiencies and assists hourly personnel with stable income, next-day pay, free telehealth services, upskilling, and financial wellness tools.
WorkWhile seeks an Enterprise Account Executive to focus on the hospitality sector. This remote, full-time position involves driving new business and strategic expansion across catering conglomerates, national contract food service providers, sports and entertainment venue operators, and premier event management groups. The person in this role will sell flexible labor solutions to enterprise-scale organizations featuring multi-stakeholder environments, extended sales cycles, and significant volume requirements.
Key duties involve driving the full sales cycle, developing strategic account plans, navigating complex buy-ins across multiple departments, and positioning labor strategies to address hospitality pain points such as seasonal staffing volatility and variable labor costs. The candidate will also manage a sales pipeline, collaborate with internal operations, finance, and product teams, and represent the brand at industry conferences, trade shows, and executive meetings with a willingness to travel.
Responsibilities
- Manage the complete sales pipeline from prospecting and discovery to negotiation and closing for enterprise hospitality and event targets
- Develop strategic account plans to penetrate and expand within corporate food service operators, national catering networks, and large sports and entertainment venues
- Drive consensus and alignment across multiple departments including corporate operations, talent acquisition, procurement, and regional event or culinary directors
- Articulate the value proposition to solve hospitality pain points such as hyper-seasonal staffing volatility, last-minute event cancellations, and variable labor costs
- Build and maintain an active pipeline of enterprise food service and event opportunities with accurate sales forecasting
- Collaborate with internal operations, finance, and product teams to deliver tailored workforce proposals and proofs of concept for 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, including traveling when needed
Requirements
- Possess five to ten or more years of B2B enterprise sales experience with a track record of meeting targets and closing large deals in the contract food service, event management, university, catering, or venue operations sectors
- Demonstrate a deep understanding of large-scale catering logistics, stadium operations, and corporate dining
- Show a proven ability to navigate complex corporate structures, multi-unit concessionaires, and multiple executive stakeholders
- Exhibit executive presence, financial acumen, and the capability to convert abstract labor data into ROI stories for senior leaders
- Maintain a history of exceeding quota, closing six-figure deals, and driving long-term customer lifetime value
- Have experience utilizing CRM tools such as Salesforce and enterprise sales methodologies like MEDDPICC, Challenger, or Strategic Selling
Core Skills
Benefits
- Competitive base salary with unlimited commission upside
- Equity in a high-growth, venture-backed company
- In-person company off-sites
- Medical, dental, and vision coverage
- Unlimited paid time off
- 401(k) plan with employer match
- Work from home stipend for home office setup
Frequently Asked Questions
Answers are based only on the employer’s listing; where it doesn’t say, neither do we.
What is the location and remote status for this role?
The position is remote and full-time, with a willingness to travel when needed for industry conferences, trade shows, and executive meetings.
What is the compensation for the Enterprise Account Executive position?
The role offers a competitive base salary of USD 150,000 per year, accompanied by commission with unlimited upside, equity in a venture-backed company, and a work from home stipend.
What experience is required to apply?
Applicants must have five to ten or more years of B2B enterprise sales experience, a background in closing large deals within contract food service, event management, university, catering, or venue operations sectors, and familiarity with Salesforce and enterprise sales methodologies.
How do I apply for this job?
The provided posting does not specify the exact application submission process.
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