Sales Development Representative, Retail

<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>We have an immediate opening for a Sales Development Representative, with a proven track record of success to join our rapidly growing team. Reporting directly to the GM of Instawork Retail, this role serves as a critical member of the sales team and is responsible for driving top-of-the-funnel lead generation for Instawork’s retail team. This role requires prior sales development or business development experience. This is a results-driven position that requires you to consistently achieve a monthly quota of qualified opportunities.</p> <p><strong>Who You Are</strong></p> <ul> <li>A hunter mindset — you're energized by outbound, not drained by it</li> <li>Genuine curiosity about AI tools and a track record of using them to work smarter</li> <li>Experience building or managing automated outbound workflows (Clay, Apollo, Outreach, or similar)</li> <li>High call volume comfort – you don't shy away from 50+ dials a day</li> <li>Strong written and verbal communication; you can personalize at scale without sounding robotic</li> <li>Salesforce proficiency or ability to get up to speed fast</li> <li>Ability to qualify quickly and hand off cleanly</li> </ul> <p><strong>What You’ll Do</strong></p> <ul> <li>Make a high volume of cold calls daily — this is a hunting role, and the phone is your primary weapon</li> <li>Build, test, and iterate AI-powered outbound workflows (email sequences, call scripts, enrichment pipelines) using tools like Clay, Apollo, and AI writing assistants</li> <li>Own top-of-funnel lead generation for Instawork's retail vertical, from prospecting through qualified handoff</li> <li>Use AI tools to research accounts, personalize outreach at scale, and identify high-propensity targets before the first dial</li> <li>Pre-qualify prospects on business size, hiring volume, and seasonal workforce needs</li> <li>Partner with Account Executives to sharpen targeting strategies and prioritize accounts</li> <li>Maintain clean, real-time CRM hygiene in Salesforce — every call, every touch, every next step logged</li> <li>Consistently hit and exceed monthly quotas for qualified opportunities</li> <li>Articulate Instawork's value proposi