
Package and Hospitality Operations Supervisor
Chicago, ILJobSeen todaySeen in employer's feed today
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At a glance
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Job overview
Please Assist Me is seeking a Package and Hospitality Operations Supervisor to support service quality across package operations and hospitality services. The role oversees teams, package handling and tracking, and resident-facing services such as household cleaning and errands. It suits someone who enjoys leading people, organizing operations, and coordinating service functions in a fast-paced environment.
Skills & qualifications
Skills
Qualifications
Benefits
Full job description
Please Assist Me is an apartment task service that supports working professionals by helping them stay on top of routine chores through dedicated personal assistance teams. The company is focused on delivering reliable, thoughtful service that improves residents' day-to-day experience while helping communities run smoothly.
As Package and Hospitality Operations Supervisor, you will play an important role in supporting service quality across two core areas of the business. This role is well suited to someone who enjoys leading people, keeping operations organized, and helping multiple service functions work together effectively in a fast-paced environment.
Responsibilities
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What You’ll Do
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Package Room Management/Overseeing team on tasks
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Receive and log incoming packages into the designated tracking system.
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Organize and maintain package rooms to ensure packages are stored safely and efficiently.
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Deliver packages to residents’ units when required.
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Assist residents with locating and retrieving their packages.
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Ensure packages are accurately tracked and handled according to company procedures.
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Receive, sort, organize, and store incoming packages and inventory.
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Pick, scan, and prepare packages for distribution and delivery.
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Load and unload packages and move items between designated areas.
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Use scanners, carts, dollies, hand trucks, and other equipment to move and track packages.
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Follow instructions displayed on screens or provided by supervisors.
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Identify and report package discrepancies, damaged items, and operational issues.
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Maintain a clean, safe, and organized warehouse and package room.
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Follow established safety, quality, and productivity standards.
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Teamwork & Daily Operations
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Follow verbal and written instructions and complete assigned tasks accurately.
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Work independently while collaborating effectively with teammates and supervisors.
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Manage time efficiently and follow assigned schedules and procedures.
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Adapt to changing priorities, schedules, and operational needs.
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Communicate concerns promptly and contribute to a positive, accountable team environment.
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Overall Hospitality Management/Overseeing team on tasks
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Instructing the team on how to interact with residents and apartment staff to create magical experiences.
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House Cleaning: Training on how to complete combination of chores to maintain private households in an efficient and orderly manner. Duties include dusting, hand washing dishes and cleaning kitchen countertops, cooking utensils, and silverware, thorough cleanse of all counters throughout home, fluffing pillows and folding blankets in the living room, sweeping, vacuuming, and mopping floors in designated areas of the home, emptying wastebaskets, and recycling.
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Running Errands: Instructing the team on how to complete various errands and chores. Must also be comfortable running miscellaneous errands like taking mail to the post office, picking up dry cleaning, shopping for groceries, and other deliveries on behalf of residents.
Requirements
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2+ years of management or supervisory experience.
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Proven experience managing teams across multiple service departments.
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Eligibility to work in the United States.
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Availability for occasional weekend and evening shifts if needed.
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Experience in hospitality, residential services, logistics, or property management is preferred.
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Experience coordinating with residents, concierge teams, building management, and delivery partners is a plus.
Benefits
Medical, Dental, Vision, Life Insurance, PTO, FSA
How this job compares
Set against the 1,956 open Operations Supervisor jobs on Olive Jobs, counted November 12, 2026.
- Pay
- This postingNot listed
- Illinois median$65–87K/yr50 salary ranges
- Illinois median$26–43/hr29 hourly ranges
- Openings
- Olive Jobs lists 95 open Operations Supervisor jobs in Illinois and 1,956 across the US. Under 1% of them nationwide are listed as remote or flexible.
- Experience
- This posting asks for at least 2 years of experience; Operations Supervisor postings that state a minimum ask for 3 years at the median (1,046 postings).
- Education
- 51 of the 1,956 open Operations Supervisor jobs (3%) ask for a bachelor's degree or higher.
Counted across the open, public US postings on Olive Jobs on November 12, 2026. Pay medians are the middle values of the low ends and of the high ends of postings that list both ends of a range in the same cadence (a yearly salary or an hourly rate); a range's midpoint is halfway between its ends. Pay and experience figures resting on fewer than 20 postings are left out.
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