--- title: 'Enterprise Account Executive - Hospitality at WorkWhile' canonical: 'https://feeny.ai/job/enterprise-account-executive-hospitality-workwhile-san-francisco-x1ew0jbkmbpm' type: 'job' last_seen: '2026-10-18' --- # Enterprise Account Executive - Hospitality at WorkWhile - **Company:** WorkWhile - **Location:** San Francisco, CA - **Employment:** full-time - **Work type:** remote - **Posted:** 2026-09-15 - **Last confirmed live:** 2026-10-18 - **Apply:** https://jobs.ashbyhq.com/workwhilejobs/88e15a31-5679-47d5-baa3-652f2b980363 ## Job description ## About WorkWhile WorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs: the true backbone of the hospitality, catering, and event industries. These workers often face highly volatile schedules, sudden booking surges, and limited benefits. WorkWhile identifies the best, most reliable hourly workers and matches them with shifts that fit their skills, location, and life. For high-volume catering companies, stadium and venue operators, corporate food service providers, and large-scale event producers, we provide instant access to a vetted, high-quality workforce to seamlessly scale up for major events and peak periods. For workers, we provide stable income and unmatched benefits, including next-day pay, free telehealth services, upskilling, and financial wellness tools. We have the audacious 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. ## Role Summary We 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 + Commission (unlimited upside!) + 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! ## About WorkWhile ## Company Overview - **One-liner**: WorkWhile is an AI-powered flexible labor marketplace that connects businesses with reliable, on-demand hourly workers while providing workers with flexibility, fast pay, and benefits. - **Entity Type**: Private (Series B, $23M raised in July 2025 led by Rethink Impact) - **Headquarters**: San Francisco, California, United States - **Founded**: 2020 - **Founders**: Jarah Euston (Co-Founder, President & COO) ## Core Business - **Primary industry**: Hourly labor marketplace / contingent staffing technology - **Target customers**: B2B; serves businesses in warehousing & logistics, manufacturing & production, hospitality & events, facilities & food services, and retail & merchandising; also serves workers (B2C) seeking flexible hourly shifts. - **Mission or purpose**: “We are on a mission to help workers earn a better living and live better lives” – building a labor market where workers thrive and businesses succeed together. ## Products & Services - **WorkWhile Platform (AI-Powered Marketplace)**: A full-stack, machine-learning-driven platform that matches workers to shifts based on skills, schedule, and location. Features real-time scheduling, behavioral analysis, feedback loops, and predictive AI to improve reliability and reduce churn. Available as a mobile app for workers (shift browsing, clock-in, earnings management) and a dashboard for businesses (scalable staffing, simple pricing, no upfront costs). - **WorkWhile Visa® Prepaid Card**: Next-day pay option for workers. - **Virtual Healthcare Services (Curai Health partnership)**: Free telehealth services for workers in all 50 states (announced 2025). - **Newday (Self-Service Workforce Management Tool)**: Launched to empower companies to manage their own workforce in real time. ## Market Standing - **Valuation/Market Cap**: Not disclosed. - **Key Metric**: Annual Revenue of $3.0M (LinkedIn estimate); Total Funding of $39.5M across four rounds (Seed, Grant, Series A, Series B). - **Notable Investors/Partners**: Khosla Ventures (lead investor in Seed), Reach Capital (lead investor in Series A), Rethink Impact (lead investor in Series B), F7 Ventures; recognized as a World Economic Forum Tech Pioneer. - **Growth Signals**: +57.7% headcount growth YoY (112 employees as of 2026); presence in the United States, Canada, and India; recent Series B ($23M) closed July 2025; appointed AI and infrastructure leader James Everingham to the Board of Directors. ## Competitive Advantages - **Worker-First Approach**: Offers perks typically absent in hourly work (next-day pay, virtual healthcare, bonuses) to improve retention and reliability. - **AI-Powered Matching & Predictive Analytics**: Uses machine learning to identify the most reliable workers, reducing churn and absenteeism for businesses. - **Full-Stack Solution**: Covers screening, background checks, certifications (e.g., forklift), scheduling, payments, and workforce management in a single platform. - **Scalable Flexibility**: Supports on-demand shifts, long-term assignments, and temp-to-hire without long-term contracts or hidden fees. ## Strategic Focus - **Expanding AI Capabilities**: Deploying predictive AI to enhance worker financial planning and reliability (e.g., Wage-to-Wallet Index). - **Scaling Across Industries**: Broadening into new verticals (manufacturing, hospitality, retail) beyond initial warehousing and logistics focus. - **Self-Service Tools**: Growing the Newday platform to give businesses more control over their own workforce. - **Worker Well-Being**: Continuously adding benefits like virtual healthcare and fast pay to differentiate in a competitive labor market. ## Why Work Here - **Remote-Flexible Team**: The company describes itself as “remote-flexible” – most roles can be done from anywhere, with a strong emphasis on autonomy and trust. - **Comprehensive Benefits**: Full health coverage (100% of employee health, vision, dental premiums; generous family coverage), unlimited time off, WFH expense allowance, referral bonuses. - **Culture & Values**: Mission-driven with a “worker-first” ethos. Values include respect, operating with urgency and care, embracing adventure, being an owner (founder’s mindset), and setting audacious goals. - **Growth Environment**: High headcount growth (+57.7% YoY) signals a scaling organization; team members from companies like Instawork, Wonolo, Lyft, Meta, and Grubhub indicate a strong talent pool. - **Impact**: Opportunity to directly reshape the $1+ trillion contingent labor market for 83 million hourly workers in the U.S. ## Sources 1. [workwhile.ai/about-us](https://www.workwhile.ai/about-us) 2. [workwhile.ai/teams](https://www.workwhile.ai/teams) 3. [workwhile.ai](https://www.workwhile.ai/) 4. [linkedin.com/company/workwhilejobs](https://www.linkedin.com/company/workwhilejobs) ## Other roles at WorkWhile - [Product Manager](https://feeny.ai/job/product-manager-workwhile-san-francisco-484k1mj8424m) — San Francisco, CA - [Account Manager - Last Mile, Logistics & Warehousing](https://feeny.ai/job/account-manager-last-mile-logistics-warehousing-workwhile-united-states-9dbtm78em1r2) — United States - [Account Manager - Merchandising, Retail & Auto](https://feeny.ai/job/account-manager-merchandising-retail-auto-workwhile-united-states-ggyvzv6t6hkv) — United States - [Order to Cash Lead](https://feeny.ai/job/order-to-cash-lead-workwhile-san-francisco-bep5h6qybxpc) — San Francisco, CA - [Corporate Controller](https://feeny.ai/job/corporate-controller-workwhile-san-francisco-24gshdspvah5) — San Francisco, CA - [Frontline Strategist (Product Manager), FDE](https://feeny.ai/job/frontline-strategist-product-manager-fde-workwhile-san-francisco-6zek048v1gec) — San Francisco, CA - [Demand Gen Marketer](https://feeny.ai/job/demand-gen-marketer-workwhile-san-francisco-x2h0a1x5cj2f) — San Francisco, CA - [Head of GTM Strategy and Ops](https://feeny.ai/job/head-of-gtm-strategy-and-ops-workwhile-san-francisco-z8d0q2rt38zg) — San Francisco, CA