Enterprise Account Executive – Hospitality

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WorkWhile

51 - 200 employees

👥 HR Tech

☁️ SaaS

🤖 Artificial Intelligence

💰 $23M Series B - WorkWhile on 2025-06

HR Tech • SaaS • Artificial Intelligence

WorkWhile is an AI-powered labor and workforce-management platform that connects businesses with vetted, certified frontline workers for on-demand, temporary, and long-term assignments. The platform provides a full-stack, SaaS workforce solution—matching and scheduling talent across industries like warehousing, logistics, manufacturing, hospitality, facilities, and retail—while offering features such as background checks, certification support, next-day pay, a worker app, and machine-learning driven real-time labor management and insights. WorkWhile positions itself as a single source of truth for dynamic staffing needs, enabling businesses to scale flexibly with transparent pricing and data-driven staffing decisions.

📋 Description

• 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.

🎯 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 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).

🏖️ 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

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