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Role description

Package and Hospitality Operations Supervisor

Please Assist Me logoPlease Assist Me
TypeFull-time
SeniorityJunior
LocationChicago, IL
Posted11/11/2026
Operations

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

  • What You’ll Do
  • Package Room Management/Overseeing team on tasks
    • Receive and log incoming packages into the designated tracking system.
    • Organize and maintain package rooms to ensure packages are stored safely and efficiently.
    • Deliver packages to residents’ units when required.
    • Assist residents with locating and retrieving their packages.
    • Ensure packages are accurately tracked and handled according to company procedures.
    • Receive, sort, organize, and store incoming packages and inventory.
    • Pick, scan, and prepare packages for distribution and delivery.
    • Load and unload packages and move items between designated areas.
    • Use scanners, carts, dollies, hand trucks, and other equipment to move and track packages.
    • Follow instructions displayed on screens or provided by supervisors.
    • Identify and report package discrepancies, damaged items, and operational issues.
    • Maintain a clean, safe, and organized warehouse and package room.
    • Follow established safety, quality, and productivity standards.
    • Teamwork & Daily Operations
    • Follow verbal and written instructions and complete assigned tasks accurately.
    • Work independently while collaborating effectively with teammates and supervisors.
    • Manage time efficiently and follow assigned schedules and procedures.
    • Adapt to changing priorities, schedules, and operational needs.
    • Communicate concerns promptly and contribute to a positive, accountable team environment.
  • Overall Hospitality Management/Overseeing team on tasks
    • Instructing the team on how to interact with residents and apartment staff to create magical experiences.
    • 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.
    • 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

  • 2+ years of management or supervisory experience.
  • Proven experience managing teams across multiple service departments.
  • Eligibility to work in the United States.
  • Availability for occasional weekend and evening shifts if needed.
  • Experience in hospitality, residential services, logistics, or property management is preferred.
  • Experience coordinating with residents, concierge teams, building management, and delivery partners is a plus.

Benefits

Medical, Dental, Vision, Life Insurance, PTO, FSA

Relevant archetypes

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Company info

Please Assist Me logo

Please Assist Me

Please Assist Me is a home management platform that offers home resident services for apartments and clients. Residents truly experience luxury when they return home to groceries in the fridge, laundry and dry-cleaning done, a clean home, errands run, and more. It provides home management services like home cleaning, grocery shopping, laundry, and more. Please Assist Me was founded in 2018 and is headquartered in Washington, District of Columbia.

Seed
Founded2017
HQAshburn, United States
Size11–50 employees
Unlock human wisdom
ThesisTermsPrivacy
Industry
Consumer Services
Funding
  • Seed · Jun 16, 2026
  • Seed · Jun 17, 2024
Investors
Black Tech Nation VenturesVirginia Venture PartnersCollab CapitalTechstarsBackstage Capital

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