Head of Experiential, Instawork
InstaworkChicago, Illinois, United States; San Francisco, California, United States$170k – $230kPosted 10 March 2026
Job Description
Instawork is on a mission to create meaningful economic opportunities for skilled hourly professionals in communities around the globe. Our AI-powered labor marketplace helps local businesses scale, and enables global technology companies to push the frontiers of robotics and AI. Backed by world-class investors like Benchmark, Spark Capital, Craft Ventures, Greylock, Y Combinator, and others, we’re looking for exceptional talent to reimagine the way the world works.
Instawork is seeking a Head of Experiential to build and scale our Experiential Marketing partnerships, working closely with Instawork’s Co-Founder and CEO. This is a unique opportunity to define strategy and execution in a rapidly evolving industry – connecting our 8M+ flexible workers (“Pros”) with leading brands and agencies who rely on brand ambassadors and event staff to bring their campaigns to life.
Who You Are:
Proven Relationship Builder: 4+ years of experience in experiential marketing, staffing, or adjacent fields. Skilled at cultivating partnerships with agencies, brands, and category leaders (e.g., consumer, travel, sports, entertainment, or gaming). Strong understanding of industry trends, players, and challenges.
Strategic Curiosity: You think big-picture while staying grounded in data and execution. Comfortable adapting strategy as markets evolve, and excited to leverage Instawork’s technology and scale to create competitive advantage.
Multi-disciplinary Executor: Experience working across Sales, Marketing, Operations, and other functions to deliver results and strong problem solving capabilities.
Strong Communicator Evangelist: Able to represent Instawork externally as a thought leader, and internally as a driver of cross-functional alignment.
What You'll Do:
Strategic Execution: Help define and implement Instawork’s strategy for the cultivation of experiential marketing partnerships, adapting to evolving industry needs and opportunities.
Thought Leadership: Represent Instawork externally as a leader in the experiential space, fostering innovation and collaboration. Regularly present progress, insights, and recommendations to Instawork's executive leadership, helping shape the company’s growth strategy and long-term vision.
Partnership Development: Build and grow relationships with top companies that are players in experiential, including brands and agencies.
Market and Data Needs Analysis: Deeply understand partner requirements and paint points, ensuring Instawork can support them in fulfilling their labor needs.
Cross-Functional Leadership: Work closely with Sales, Marketing, Operations, and other internal teams to execute on partner data needs and deliver high-quality solutions.
For CA based applicants:
The base salary for this position is $170,000 - $230,000
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 ... (truncated, view full listing at source)
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