Now Hiring: General Manager (GM), AGM & Bar Managers for Jack’s Pumpkin Pop-Up! We Love Pop Ups | Chicago, IL (On-Site) | Seasonal, Full-Time & Part-Time Roles

Experience, qualification, and soft skills, have you got everything required to succeed in this opportunity Find out below. If you’re a natural leader with a restaurant, event, or bar management background and thrive in fast-paced, high-volume environments— this one’s for you. Jack’s Pumpkin Pop-Up is looking for experienced Managers (GM & Kitchen), Assistant Managers, and Bar Managers to join our team for the fall season. We’re looking for confident, charismatic operators who can handle real event & bar management , staff leadership , and high-pressure situations with ease. You’ve worked in nightclubs, bars, or festival-style events before. You know how to keep things moving, keep teams motivated, and handle a crowd. Who This Role Is For: You’re an experienced GM, AGM, or bar/event manager with a background in nightlife, hospitality, or large-scale pop-ups. You’re sharp under pressure, approachable but firm, and people naturally want to follow your lead. You can handle ordering, inventory, reporting, sales numbers, staff scheduling, hiring, and team management—without missing a beat. You’re cool with weekend and evening-heavy hours and fully outdoor work. What You’ll Be Doing: Managing bar and FOH operations for Jack’s Pumpkin Pop-Up: a major fall pop-up in Chicago. Leading and overseeing a large team—ensuring smooth shifts, strong sales, and top-tier guest experience. Coordinating inventory, ordering, and supply management with accuracy and accountability. Handling schedules, hiring, and training seasonal staff members as needed. Reporting sales numbers and troubleshooting issues as they arise. Must-Haves: 21+ Weekend and evening availability (this is peak season hospitality work!) Proven bar, nightclub, festival, or event management experience Personable, customer-focused, calm under pressure, and detail-oriented Familiarity with Square POS, inventory systems, staffing platforms, and basic reporting Bonus Points: Kitchen management or BOH leadership experience Experience working in high-volume outdoor environments If that sounds like you, hit us up. We're ready to start hiring now for the upcoming season. Available Positions: Full-time and Part-time Bar Managers Daytime, Evening, and Weekend Shifts Tags: Restaurant Manager Nightclub Manager Bar Manager Hospitality Management VIP Host Bottle Server Host Toast Square 7Shifts Actor Stage Manager Part Time Flexible Seasonal