Overview

Instacart is seeking a reliable and execution-focused Implementation 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 Implementation 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 hours) regularly
• Flexibility to travel out-of market (within U.S.) up to 40% of the time

Preferred Qualifications

• Experience supporting retail technology or in-store deployments
• Familiarity with training or onboarding store teams
• Prior experience in contractor or field-based roles 

Hourly Rate - $40-$46/hour

Overview

The On the Ground Specialist (Contractor) is responsible for in-store operational success as we bring Caper Carts to new retail stores. In this client-facing role, your on-the-ground presence in partner grocery stores will be pivotal to planning and launching new pilots while also collaborating remotely with Caper’s operations, product, and business teams for enduring performance.

This role will be a temporary contractor role for up to 3 months with the ability to extend if required. This is a unique opportunity for individuals with a passion for retail, technology, and continuous improvement to impact our operations at the grassroots level.

Location: Various locations within Maryland (must be willing to travel to multiple store locations)

Caper builds smart shopping carts powered by deep learning and computer vision to enable a seamless grab-and-go retail experience. Caper’s unique technology is a plug-and-play solution that does not require retail store renovation, operational overhaul, heavy computing, and endless image labeling & training. Retailers simply purchase smart shopping carts and the entire store is upgraded with cashierless capabilities!

Caper is one of the fastest-growing retail automation technology products in the market, costs less than 1% of our competition’s infrastructure and is already widely adopted in the marketplace. Our cross-functional team solves challenging problems in ways that our customers love.

About the Job 

• Engage with store teams throughout the launch and implementation cycle of pilot programs.
• Provide hands-on, on-site observation to identify, troubleshoot, and resolve operational challenges.
• Serve as a crucial link between local store teams and broader strategic operations, ensuring clear communication and feedback loops.
• Oversee the execution of local initiatives and the rollout of new programs, ensuring alignment with company goals and standards.
• Conduct technical testing and troubleshooting, following guides to problem-solve issues with technology, and potentially build or repair elements as needed.
• Utilize performance metrics and data analysis to drive continuous improvement and operational excellence within pilot store locations.
• Document processes, issues, and resolutions in clear notes and other media as required.

About You

Minimum Qualifications

• Demonstrates a passion for operations, an eagerness for continuous improvement, and a strong interest in e-commerce and retail technology.
• Proven autonomy, ability to multi-task and excel in a fast-paced, ever-evolving environment.
• Experience and comfortability in handling technology challenges using guides and troubleshooting resources.
• Customer-focused orientation that aims to over-deliver on expectations Collaborative attitude who enjoys working with a team to solve problems
• Minimum 3 years of retail experience in management, regional, or corporate roles.
• Demonstrated experience in driving program implementation, change management, and successful execution of training, as well as measurement of success.
• Exceptional written and oral communication skills with the capacity to adjust messaging based on audience needs.
• Flexibility to travel and spend significant time in retail environments, especially during peak periods.
• Proficient in performance monitoring, reporting, and leveraging data for operational improvements.

Preferred Qualifications

• Bachelor’s degree in related field or equivalent work experience
• Proven track record with process mapping, measurement, and documentation, with a firm grasp of continuous improvement tools and methodologies.
• Experience in a client-facing role

Hourly Rate -