On-the-Ground-Specialist (Contractor) - Caper Deployments

We're transforming the grocery industry 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. 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. Instacart is a Flex First team 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. Learn more about our flexible approach to where we work. Overview Instacart is seeking a reliable and execution-focused On-the-Ground Specialist to support Caper Cart deployments across retail partners. This role is critical in enabling scalable, high-quality launches by providing in-store support for testing, training reinforcement, and launch execution. The On-the-Ground Specialist Specialist works closely with Implementation and Operations teams to ensure carts are fully functional, store teams are supported, and launches are set up for success. This role is designed to provide local, in-market support for deployment execution, complementing the Implementation team’s focus on site visits and training. About the Job In-Store Execution Support Support end-to-end testing of Caper Carts to ensure full functionality ahead of launch Assist with cart setup, staging, and validation to ensure readiness for customer use Execute key in-store tasks aligned to deployment timelines and checklists Launch & Post-Launch Support Provide on-site support during launch to troubleshoot issues in real time Assist customers and store teams with Caper Cart usage as needed Reinforce best practices to drive early adoption and smooth customer experience Training Reinforcement Support Implementation team by reinforcing training with store associates Help ensure store teams are confident in core workflows (checkout flow, cart usage, troubleshooting basics) Assist with “train-the-trainer” execution where applicable Operational Excellence Maintain cart readiness, including charging, cleanliness, and proper placement Identify and escalate issues related to hardware, software, or store operations Provide feedback to Implementation and Operations teams on store performance and opportunities for improvement Cross-Functional Collaboration Partner with Implementation Managers and Ops Leads to execute deployment plans Support communication between store teams and internal stakeholders during launch, including across multiple deployment locations as needed. Adapt to evolving deployment strategies and support continuous improvement efforts About You Minimum Qualifications You are hands-on, detail-oriented, and thrive in fast-paced environments You are comfortable working independently while staying aligned with a broader team You enjoy working directly with store teams and customers to solve problems You take ownership of your work and contribute to successful, high-quality launches Experience in retail, field operations, or customer-facing roles Strong communication and problem-solving skills Ability to work independently in a fast-paced, in-store environment Comfortable with light technical troubleshooting and learning new tools Ability to travel in-market (within 2.5 hours) regularly Flexibility to travel out-of market (within U.S.) up to 40% of the time Preferred Qualifications Experience supporting retail technolo