Senior Account Executive

<div class="content-intro"><p>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.</p></div><p>The future of hourly work has arrived, and we are looking for a top-performing Senior Account Executive to help lead the charge. Instawork is the #1 marketplace connecting businesses with skilled hourly workers, with 10M+ workers across 40+ markets in North America. Backed by Benchmark, Greylock, and other world-class investors, we are reinventing how businesses hire, and we are just getting started.</p> <p>This is your chance to sell a product that genuinely changes lives. Our AI-powered platform creates real economic opportunity for workers while solving one of the most pressing challenges businesses face: reliable, on-demand staffing. You will be selling into an expansive and exciting total addressable market, including Major Sports Stadiums, E-commerce brands, major universities, AI companies, and beyond.</p> <p>This is a high-impact role for a hunter who thrives on competition, loves to win, and wants to be part of something that matters. You will report to a Sales Manager and play a critical role in driving Instawork’s next phase of growth, on-site 5 days per week in our downtown Chicago office.</p> <p><strong>Who You Are</strong></p> <ul> <li>3+ years of B2B sales experience with a proven, consistent track record of exceeding quota</li> <li>A relentless competitor who lives at the top of the leaderboard and will not settle for anything less</li> <li>Energized by coaching and obsessed with leveling up your craft</li> <li>A true hunter who thrives in fast-paced environments and knows how to build pipeline from scratch through outbound prospecting</li> <li>Fluent in a robust sales stack; proficiency in Salesforce, Outreach, and ZoomInfo/Sales Navigator preferred</li> <li>Sharp negotiator with experience navigating commercial and legal terms to close</li> <li>Passionate about selling a product that creates real economic opportunity and changes people’s lives</li> <li>An exceptional communicator who is compelling on the phone, polished on video, and persuasive in person</li> <li>Experience selling into large hospitality or warehousing brands is a plus</li> </ul> <p><strong>What You’ll Do</strong></p> <ul> <li>Own your territory and build high-value partnerships with top partners across Major Spor