Director of Strategic Account Management

Instawork’s vision is to create economic opportunities for local businesses and skilled hourly workers in communities around the world. With an AI-first approach, we’re supercharging the leading online labor marketplace and looking for exceptional talent to help us build the future of hourly work. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and more, we want you to help us continue to scale quickly and make an even greater impact.

What You’ll Do

• Lead, mentor, and develop a team of 4–6 Strategic Account Managers focused on our top enterprise accounts.
• Build and deepen executive-level relationships with key partners, including Fortune 500 companies in logistics, retail, and light industrial sectors.
• Design and negotiate complex, multi-million dollar deal structures to accelerate account growth and maximize partnership value.
• Serve as the executive sponsor for major accounts, regularly meeting with C-suite leaders (CEO, CFO, etc.) to align on business objectives and drive strategic initiatives.
• Develop and execute account strategies that expand Instawork’s footprint—growing accounts from $3M to $15M+ in annual spend.
• Collaborate cross-functionally to ensure the highest level of service and innovation for our partners.
• Travel extensively (25–30%, coast-to-coast) to meet with partners and support your team in the field.

Who You Are

• 10+ years of progressive experience in sales or account management, with at least 1–2 years at the director level or above (not customer success).
• Demonstrated success growing large enterprise accounts and negotiating high-value contracts.
• Extensive experience engaging and influencing C-suite executives at major organizations.
• Proven expertise in designing creative deal structures that solve complex business challenges and drive new business.
• Deep understanding of the light industrial, staffing agency, or related sectors preferred.
• Track record of managing and developing high-performing teams.
• Strong executive presence, with excellent communication, negotiation, and relationship-building skills.
• Willingness to travel nationally up to 30% of the time.

For IL-based applicants:

• The base salary for this position is $165,000 - $175,000, eligible OTE for a total of $250k
• This position is eligible for equity in the form of stock options
• This position is eligible for Instawork benefits, including:
• 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
• Commuter stipend
• Supplemental pay on qualified leaves
• Employee health savings accounts (HSA) contribution
• Flexible spending plans
• 401K plan
• Perkspot - discount program through Lumity

A variety of factors are considered when determining someone’s compensation, including a candidate’s professional background, experience, and location.  Final offer amounts may vary from the amounts listed above.

Our Values 

• Empathy, Trust & Candor
  We put ourselves in the shoes of our colleagues and customers and don’t shy away from uncomfortable conversations, instead building trust through honest and direct feedback.

• Bias for Action
  We practice high-velocity decision-making, clear-eyed that we often operate with incomplete information. Growing quickly means it’s OK to be wrong, so long as we learn from our mistakes and course correct!

• Always Be Learning
  We’re a curious bunch, and with AI transforming our workplace we encourage everyone to learn from each other, compounding our knowledge and experience to help us change an entire industry.

• Act Like an Owner
  We work long, hard, and smart, building products that delight our users and drive growth. Your ability to impact Instawork is limited only by your courage and conviction, not your job description.

About Instawork

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 www.instawork.com/about.

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