Senior Enterprise Account Executive

7+ years of enterprise sales experience, leading end-to-end sales cycles—from initial discovery, executive alignment, and contract negotiation—ensuring a seamless transition to onboarding and implementation.

Proven track record of closing complex, high-value deals ($200K+) over extended sales cycles (6–12 months).

Deep experience with multi-threaded sales strategies and developing relationships across various departments and leadership levels.

Proficiency with CRM tools (e.g., Salesforce) for pipeline management, forecasting, and sales reporting.

This position is eligible for equity in the form of stock options

A variety of medical, dental, and vision plans with coverage beginning on the date of hire

Flexible paid time off

At least 8 paid company holidays annually

Phone stipend

Identify, engage, and win enterprise-level clients through a multi-threaded prospecting approach, building relationships across multiple functions and levels within target organizations.

Build and manage a robust pipeline of qualified opportunities through proactive outreach, targeted research, and industry networking.

Lead end-to-end sales cycles—from initial discovery, executive alignment, and contract negotiation—ensuring a seamless transition to onboarding and implementation.

Engage C-suite and senior decision-makers with a consultative sales approach focused on solving critical workforce challenges.

Consistently achieve or exceed quarterly and annual revenue targets aligned to a $200K+ average deal size, averaging 10 net-new logos per year.

Foster long-term client relationships post-sale, identifying opportunities for expansion and continued partnership.

Founded in 2015,

Instawork

is the nation’s leading online labor marketplace for food services, hospitality, light industry, and logistics, connecting more than 7M skilled workers with local restaurants, hotels, warehouses, stadiums, and more. Our AI-powered platform serves thousands of businesses across more than 50 major markets in the United States and Canada. We're not just helping fill shifts, we're supporting local economies—and we're just getting started!

Instawork has been featured by CBS News, The Wall Street Journal, The Washington Post, and the Associated Press. Forbes included us on their Next Billion Dollar Startups list; RetailTech Breakthrough named us Workforce Hiring Solution of the Year for 2025; and Inc. 5000 recognized us as one of the country's top 10% fastest-growing companies two years in a row. But what matters most is our impact. We're solving real problems for real people, and we’re doing it at scale.

Join our team to help us build something that matters! We’re looking for superstars who want to help us shape the future of work. With hubs in San Francisco, Bangalore, and Chicago, city offices in New York, Phoenix, and Singapore, we're back to working together in-person five days a week because we believe the best ideas happen when great people collaborate face-to-face. We also value diverse perspectives and encourage applications from candidates of all backgrounds.

Ready to make an impact? Learn more at