Implementation & Training Supervisor

Crafty•Chicago, IL

1d•$55,000 - $70,000•Onsite

About The Position

Crafty is seeking a driven Implementation and Training Supervisor to lead new client implementations and in-field employee training in the Chicago market. This role requires the individual to show up in person at our client sites, offices, and/or warehouses most days of the week (minimum of three, sometimes five), with flexibility to support new client launches on-site. Your key responsibilities include managing our flex team, operational execution for new client implementations, and ongoing training and development for both new hires and veteran team members. You will manage multiple projects efficiently, identify process improvements, and ensure high client satisfaction. Success in this role requires adaptability, problem-solving skills, and the ability to lead a dynamic team with varying schedules. If you thrive in a fast-paced environment, enjoy leadership, and are passionate about delivering outstanding experiences, we want to hear from you!

Requirements

3+ years of experience in a client/customer experience role
3+ years of experience managing a team
Food & Beverage industry experience
Proficiency in Google Suite (Sheets, Docs, Slides)
Proficiency in project management platforms (Notion, Asana)
Proficiency in data visualization tools (Tableau)

Responsibilities

Lead new client implementations.
Conduct in-field employee training.
Manage the flex team.
Oversee operational execution for new client implementations.
Provide ongoing training and development for new hires and veteran team members.
Manage multiple projects efficiently.
Identify process improvements.
Ensure high client satisfaction.
Adapt to dynamic schedules.
Proactively improve processes to drive operational efficiency, ensure successful implementations, and enhance both employee and client experiences.
Oversee and execute training programs and team coordination.
Maintain a strong focus on resource allocation, planning and managing both advance and short-notice coverage for the market's concierge team.
Proactively prepare for upcoming implementations, coordinating logistics, resources, and timelines.
Prioritize process adherence and continuous improvement.
Bring enthusiasm, patience, and a problem-solving mindset to client interactions.
Consistently achieve high client satisfaction in post-implementation surveys.
Evaluate challenges with a strategic mindset, identifying root causes and implementing practical, sustainable solutions.
Work across teams—including Fulfillment, Client Operations, Implementation, and People Operations—to ensure alignment, clear communication, and seamless execution.
Foster a supportive, team-oriented environment through constructive problem-solving and a shared commitment to continuous improvement.
Communicate clearly and confidently across multiple channels, ensuring alignment and transparency with both clients and internal teams.
Set expectations, provide guidance, and encourage open dialogue.
Serve as the primary on-site contact for clients during implementation setups.
Adjust to dynamic environments by proactively solving problems, refining strategies, and meeting evolving client and company needs.
Maintain a positive attitude while navigating change, continuously improving processes.