Implementation & Training Supervisor
Chicago, IL$55k–$70kPosted Jun 24, 2026
Implementation & Training SupervisorNote to Candidates:We meticulously craft our job descriptions to clearly define the skills necessary for success and the expected performance level of the role, resulting in detailed content. Our goal is to ensure the description accurately reflects the job you will perform. We value your input and look forward to hearing what you think about the format in the interview process.This hybrid role requires the individual to show up in person at our client sites, offices, and/or warehouses most days of the week, and will report directly to the Market Operations Manager.Who We Are:Crafty elevates workplace food and beverage programs with enhanced services managed in one innovative, centralized platform. Founded in 2015, our mission is to help companies craft better workplaces. From DraftKings to Robinhood to Zillow, we work with the world’s biggest brands to foster a culture of employee connectivity and productivity. Headquartered in Chicago, with offices in New York and the Bay Area, Crafty manages food and beverage programs across 300+ offices, serving more than 300,000 employees per month.Our commitment to crafting better workplaces starts from within. We are a team of passionate, resourceful, and hard-working trailblazers who love what we do. Our expertise spans technology, food and beverage operations, client success, fulfillment and more. At Crafty, our people are our greatest asset, because it's our people who foster a culture that makes our company a place worth being part of. And of course, the snacks are the cherry on top!The Role: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!Required AttributesAutonomous:Takes ownership of new client launches, training programs, and team management.Steps in to support on-site coverage or training when needed and available, especially when the Flex team reaches capacity, to protect the client experience.Makes informed decisions, adapts to dynamic schedules, and proactively improves processes to drive operational efficiency, ensure successful implementations, and enhance both employee and client experiences.Operationally Sound:Ensures seamless and efficient operations by overseeing and executing new client implementations, training programs, and team coordination, as showcased in high implementation scorecards.Maintains a strong focus on resource allocation, planning and managing both advance and short-notice coverage for the market's concierge team to ensure continuity and consistent service levels.Proactively prepares for upcoming implementations, coordinating logistics, resources, and timelines well in advance to ensure smooth, on-time execution.Prioritizes process adherence and continuous improvement, constantly reevaluating workflows to drive operational excellence and successful client outcomes.Client Obsessed:Prioritizes understanding and exceeding client expectations, ensuring smooth implementations and seamless onboarding.Brings enthusiasm, patience, and a problem-solving mindset to client interactions, driving satisfaction and long-term...