On the Ground Specialist (Contractor)

<div class="content-intro"><p><strong>We're transforming the grocery industry</strong></p> <p><span class="im">At Instacart, we invite the world to share love through food because we believe everyone should have access to the food they love and more time to enjoy it together. Where others see a simple need for grocery delivery, we see exciting complexity and endless opportunity to serve the varied needs of our community. We work to deliver an essential service that customers rely on to get their groceries and household goods, while also offering safe and flexible earnings opportunities to Instacart Personal Shoppers.</span></p> <p>Instacart has become a lifeline for millions of people, and we’re building the team to help push our shopping cart forward. If you’re ready to do the best work of your life, come join our table.</p> <p><strong>Instacart is a Flex First team </strong></p> <p>There’s no one-size fits all approach to how we do our best work. Our employees have the flexibility to choose where they do their best work—whether it’s from home, an office, or your favorite coffee shop—while staying connected and building community through regular in-person events. <a href="https://instacart.careers/remote/" target="_blank" data-saferedirecturl="https://www.google.com/url?q=https://instacart.careers/remote/source=gmailust=1651869232122000usg=AOvVaw37OlxP8hAKN7nq4YwHQH7e">Learn more about our flexible approach to where we work.</a></p></div><p><strong>Overview</strong></p> <p>The Caper Retail Go-to-Market Operations team is responsible for bringing our in-store technology to life inside partner retailers. We work at the intersection of product, store operations, and field enablement—ensuring launches are seamless, adoption is strong, and stores see measurable value from day one. Our team partners directly with retailers to implement smart cart programs that improve the shopper experience and drive incremental growth.</p> <p>We are hiring an On-The-Ground Specialist (OTGS) to support a retailer's launches with Caper across Maryland. This role is the frontline operator for Caper deployments—owning in-store setup, associate training, launch execution, and early-stage performance stabilization. The OTGS will work directly with store managers, regional retail leaders, Caper GTM and Product teams, and cross-functional partners to ensure each launch meets operational standards and adoption targets.</p> <p>This is a high-impact role for someone who thrives in fast-moving environments and enjoys turning strategy into execution. The OTGS will be responsible for driving strong first impressions at launch, accelerating shopper adoption, troubleshooting in real time, and feeding actionable insights back to Product and Ops. Their work directly influences GMV growth, retailer satisfaction, and the long-term success of the Weis partnership in the region.</p> <p><strong>About the Job </strong></p> <p><strong> </strong> • Own in-store launch execution end to end: Lead hardware setup, cart staging, associate training, and go-live coordination inside existing retail stores. You are accountable for launch readiness, day-one performance, and setting the tone with store leadership.<br> • Drive adoption and early performance: Spend time on the floor coaching associates, educating shoppers, and removing friction in real time. You are responsible for accelerating usage, improving attachment rates, and stabilizing performance in the critical first weeks.<br> • Operate as the bridge between store teams and HQ: Surface operational insights, product gaps, and field learnings to GTM, Product, and Analytics partners. Your feedback directly influences roadmap priorities and future launch playbooks.<br> • Solve problems in live environments: Retail is unpredictable. You will troubleshoot hardware issues, navigate staffing constraints, adapt to store-level nuances, and make judgment calls without waiting for perfect information.<br> • Scale what works: Help refin ... (truncated, view full listing at source)