Job Description
We Love Pop Ups | Chicago, IL (On-Site) | Seasonal, Full-Time & Part-Time Roles
Hourly Pay: $20–$30/hour
If you’re a natural leader with a bar or event 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 and Assistant Managers to join our team for the fall season. This is not your typical admin-heavy festival role. We’re looking for confident, charismatic operators who can handle real 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.
Job Tags
Hourly pay, Full time, Part time, Seasonal work, Shift work, Weekend work, Afternoon shift,