[All remote jobs](https://jobicy.com/jobs.md)[![WorkWhile logo](https://jobicy.com/data/server-nyc0409/galaxy/mercury/2020/10/WRILS-201029094500-271242.jpg)](https://jobicy.com/company/workwhile.md)[WorkWhile](https://jobicy.com/company/workwhile.md) # Enterprise Account Executive – Hospitality Review the role, location requirements, compensation details, and application process before deciding whether this opportunity fits your next career move. [Apply for this job](#job-application)[View company](https://jobicy.com/company/workwhile.md)ShareRemote from[USA](https://jobicy.com/job-region/usa.md)SalaryUSD 150k–150k / yrDepartment[Sales](https://jobicy.com/categories/seller.md)EmploymentFull TimeExperienceDirectorPublished16 Oct 2026Apply before15 Nov 2026Listing views33Application actions3Application toolkit ## Make your next move. Prepare your resume, explore your fit, and draft a cover letter for this opportunity. AI Summary ## The role, at a glance. WorkWhile is hiring an Enterprise Account Executive to win and expand enterprise hospitality, catering, food-service, venue, and live-event accounts. The role owns a full hunter sales cycle, from prospecting and executive discovery through proposal development, negotiation, and closing. Success requires navigating complex stakeholder groups and positioning flexible labor solutions against staffing volatility, service-quality, and cost challenges. The AE will maintain rigorous forecasting, partner with operations, finance, and product teams on tailored rollouts, and represent the company at industry events. Candidates need substantial enterprise B2B sales experience and deep familiarity with hospitality or event operations. ## Role DNA A quick view of the complexity, pace, ownership and collaboration implied by the job description. ### Job Complexity 5/5EasyHard ### Pace & Pressure 5/5RelaxedFast-paced ### Autonomy Level 5/5GuidedFull ownership ### Communication Load 5/5IndependentCollaborative AI insightThis is a senior hunter role involving long enterprise sales cycles, multi-stakeholder consensus, strategic account planning, and large-scale hospitality workforce solutions. The candidate must combine domain expertise with executive-level consultative selling and consistent quota attainment. ## Salary analysis Estimated compensation compared with the broader US market for similar roles. Estimated job median (per year)Market rate$150,000US market range (per year)$130k–$190k0$209.00k AI insightThe ATS lists a yearly base compensation amount of $150,000 USD. This is a credible base-salary level for a US enterprise account executive specializing in hospitality; commission and equity are referenced separately but are not quantified. Estimated US market base pay for comparable enterprise sales roles is approximately $130,000–$190,000 per year, excluding variable compensation and equity. ## Core skills Skills and capabilities most closely associated with this opportunity. [Enterprise sales](https://jobicy.com/jobs?search_keywords=Enterprise%20sales.md)[Hospitality sales](https://jobicy.com/jobs?search_keywords=Hospitality%20sales.md)[Consultative selling](https://jobicy.com/jobs?search_keywords=Consultative%20selling.md)[Strategic account planning](https://jobicy.com/jobs?search_keywords=Strategic%20account%20planning.md)[Full-cycle sales](https://jobicy.com/jobs?search_keywords=Full-cycle%20sales.md)[Executive stakeholder management](https://jobicy.com/jobs?search_keywords=Executive%20stakeholder%20management.md)[Salesforce](https://jobicy.com/jobs?search_keywords=Salesforce.md)[MEDDPICC](https://jobicy.com/jobs?search_keywords=MEDDPICC.md)[Sales forecasting](https://jobicy.com/jobs?search_keywords=Sales%20forecasting.md)[Contract negotiation](https://jobicy.com/jobs?search_keywords=Contract%20negotiation.md)[Pipeline management](https://jobicy.com/jobs?search_keywords=Pipeline%20management.md)[Workforce solutions](https://jobicy.com/jobs?search_keywords=Workforce%20solutions.md)[ROI analysis](https://jobicy.com/jobs?search_keywords=ROI%20analysis.md)[Event operations](https://jobicy.com/jobs?search_keywords=Event%20operations.md) Sample interview questionsHow have you opened and closed a complex enterprise account in the hospitality, catering, or events sector?I would describe a specific opportunity from initial account research through executive discovery, stakeholder mapping, business-case development, procurement negotiation, and close. I would quantify the contract value, sales-cycle length, operational problem solved, and the customer outcome after launch. How would you build a value case for WorkWhile with a national venue or contract food-service operator? I would begin with discovery around demand volatility, fill rates, overtime, agency spend, cancellations, and service-level risks. I would translate those findings into a quantified operating and financial case, align it to the priorities of operations, talent, procurement, and finance leaders, and propose a phased pilot with measurable success criteria. What is your approach to navigating a deal with operations, talent acquisition, procurement, and finance stakeholders? I map each stakeholder's influence, priorities, risks, and decision criteria early in the cycle. I tailor the message and proof points for each group, establish a mutual action plan, identify a strong internal champion, and regularly validate consensus rather than relying on one contact. How do you maintain accurate forecasting in a long, multi-threaded enterprise sales cycle? I use clearly defined stage-exit criteria, documented next steps, stakeholder engagement data, and a validated economic buyer. I inspect deal risks frequently, distinguish forecast from upside based on evidence, and update close dates promptly when customer actions do not support the original timeline. Tell us about a time you turned operational data into an executive-level ROI narrative. I would explain how I connected operational metrics such as unfilled shifts, labor costs, service failures, or productivity to financial impact. I would then show how I presented a concise business case to executive stakeholders, addressed assumptions transparently, and used the analysis to secure sponsorship or advance the deal. Opportunity details ## About this role. 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! Show more [Apply now >](https://jobicy.com/jobs/155487-enterprise-account-executive-hospitality.md) * ![Upload CV](data:image/svg+xml;base64,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) ### Upload your resume now To unlock remote work opportunities and be discovered by global employers. 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