About WorkWhile
WorkWhile is on a mission to help workers earn a better living and live better lives. 83 million Americans work hourly jobs, often with unpredictable schedules that pay close to minimum wage and offer limited benefits, leading to financial instability.
WorkWhile identifies the best hourly workers and matches them with shifts that fit their skills, location, and life. Businesses get access to a quality workforce, while workers get stable income and unmatched benefits, including next day pay, free telehealth services, and financial services.
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.
About the Role
WorkWhile is looking for an experienced Account Executive with a proven track record of success to join our rapidly growing team. This role is responsible for strategic new business sales and expansion. As an Account Executive you will manage all aspects of the sales process including prospecting, lead management, qualification, customer evaluation, closing new business, and expansion. This role will be focusing on the light industrial, hospitality, and retail verticals.
The ideal candidate must have an entrepreneurial mindset, a hunger for success, and a consultative customer-centric approach.
Demonstrate a strong business case for WorkWhile through a consultative and value-driven sales process
Establish a collaborative business relationship between WorkWhile and key decision makers within target accounts
Meet and exceed your goals through prospecting, qualifying, managing, and closing new sales opportunities
Partner with account management, operations, and sales development teams to drive revenue
About you
3-5+ years of sales experience in a quota carrying, closing role
Experience in enterprise sales.
A track record of success – consistently exceeding quota
Experiencing breaking down accounts to identify multiple decision makers
Strong presentation and communication skills with the ability to influence others over the phone/Zoom
Strategic and creative thinking that enables you to understand industry and customer trends and apply those insights to deliver business results
Benefits & Perks
Hybrid work culture with office hubs in SF, NY & Toronto
In-person company offsites
Medical, dental, & vision coverage
Flexible time off
401(k) with employer match
WFH stipend to support your home office needs
Target Hiring Range: $100K– $150k per year base salary
This range represents the good-faith estimate of the base salary/wage we reasonably expect to pay at the time of hire. Final offer amounts are determined by multiple factors, including experience, skills, and geography.
Additional Compensation:
Commission: This role is eligible for commission.
Equity: This position is eligible for [RSUs/Stock Options] as part of our long-term incentive program.
WorkWhile is an Equal Opportunity Employer. Women, minorities, individuals with disabilities and protected veterans are encouraged to apply. 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!
Skills Required
- 3-5+ years of sales experience in a quota-carrying, closing role
- Experience in enterprise sales
- Proven track record of consistently exceeding quota
- Ability to break down accounts and identify multiple decision makers
- Strong presentation and communication skills with ability to influence via phone/Zoom
- Strategic and creative thinking to understand industry and customer trends
- Consultative, value-driven sales approach and entrepreneurial mindset
WorkWhile Compensation & Benefits Highlights
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Healthcare Strength — Free 24/7 virtual care for all workers and ICHRA-backed medical, dental, and vision for eligible W‑2 roles indicate strong healthcare support. Workers’ compensation and compliance with applicable leave laws further reinforce core protections.
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Leave & Time Off Breadth — Paid sick time accrues at 1 hour per 30 hours worked for W‑2 shifts, with stated compliance to FMLA/CFRA where applicable. These provisions add meaningful time‑off protections within a flexible, shift‑based model.
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Fair & Transparent Compensation — Next‑day pay, daily or weekly payroll options, and a published minimum pay policy when sent home early provide clear, plan‑able pay practices. Shift bonuses and a prepaid card are positioned as straightforward extras that enhance earnings access.
WorkWhile Insights
What We Do
WorkWhile is an AI-powered next generation labor platform that helps businesses in light industrial, hospitality, and events achieve over 90% fill rates and reduce no-shows through AI and predictive machine learning. We ensure seamless shift execution with trained, on-demand workers supported by on-site leads, real-time performance monitoring, and a robust accountability system. Our worker-first model boosts retention through benefits like next-day pay, telehealth, and free upskilling, while our platform delivers real-time analytics and dedicated support for every client. By combining flexibility, reliability, and deep insights, WorkWhile helps businesses scale efficiently and stay competitive.
Why Work With Us
WorkWhile is a technology platform with product and engineering at its core. Founded by alumni from Google, Meta, Yahoo, and Airbnb, continuous innovation is our strategy. We are an AI-native company that doesn’t just adopt new technologies, we operationalize them at scale to solve real business challenges.
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WorkWhile Offices
Hybrid Workspace
Employees engage in a combination of remote and on-site work.
Our hybrid policy allows workers to work flexibly - either in person in one of our four hubs (San Francisco HQ, New York, Seattle, Toronto), or remote. We encourage employees coming in person to come 2-3x per week.
