Operations Lead - Chicago

Blueground

Chicago (IL)

On-site

USD 52,000 - 63,250

Full time

14 days+

Get more replies from employers

Send a job-specific resume in minutes.

Benefits offered by this job

Competitive salary
Annual performance bonus
Flexible PTO
Health insurance
401k retirement plan
Complimentary accommodation

Job summary

A leading property management firm in Chicago seeks an Operations Lead to oversee apartment turnovers and ensure high standards of quality and guest satisfaction. The ideal candidate will have supervisory experience, technical skills, and the ability to perform minor repairs. This role offers a competitive salary of $52,000 - $63,250 plus bonuses and benefits including health insurance and flexible PTO.

Qualifications

  • 2–3 years of experience in a supervisory or team lead role.
  • Comfortable performing basic handyman tasks.
  • Physically capable of lifting 30 lbs and being active for most of the workday.
  • Availability to work SAT/SUN/MON.
  • Valid driver's license.

Responsibilities

  • Lead property turnovers and oversee apartment preparation.
  • Own onsite readiness by assembling furniture and troubleshooting.
  • Manage relationships with external vendors and housekeeping staff.
  • Conduct thorough property inspections to ensure quality.
  • Drive efficiency by managing inventory stock and supplies.

Skills

Supervisory skills
Basic handyman tasks
Tech-savvy
Strong communication skills
Customer-first mindset
Flexibility

Tools

Slack
G Suite

Job description

🌍 Redefining how people live.

At Blueground, we believe that when your base is reliable, the world opens up. That’s why we’re building the world’s leading platform for living.

Every year, 350 million people move between cities—yet today’s housing options haven’t caught up with the needs of this modern, mobile generation. Blueground was built to change that.

With 40,000+ homes across the globe, available for stays from a few days to a year or more, we’re just getting started. We’re on an exponential growth path to redefine living and create an entirely new category. Our edge? Powerful proprietary tech, operational excellence, and a team that executes with speed and discipline.

Our culture is grounded in five principles:

  • Guests First – Every decision starts with their experience.
  • Move Fast – We value speed, momentum, and action.
  • Dive In – The magic is always in the details, and we go deep.
  • Embrace Change – Change isn’t a disruption; it’s how we grow.
  • Keep It Honest – Transparency accelerates progress—and strengthens relationships.

If you’re ready to do the best work of your life and help reshape how the world lives, we’d love to meet you.

The Role

We’re looking for a proactive, detail-oriented Operations Lead to join our fast-growing team in Chicago, IL. This field-based role is ideal for someone who thrives on solving problems, leading by example, and ensuring every property meets the highest standards of quality and guest satisfaction.

What You’ll Do
  • Lead Property Turnovers: Oversee the full apartment preparation process—from coordinating housekeeping and maintenance teams to conducting detailed inspections before guest check-ins.
  • Own Onsite Readiness: Assemble furniture, troubleshoot WiFi and tech setups, and carry out small repairs to ensure every apartment meets our standards before move-in.
  • Field Coordination & Team Supervision: Act as the go-to person in the field, managing relationships with external vendors, housekeeping staff, and building personnel to ensure seamless operations.
  • Perform Quality Control: Conduct thorough property inspections using mobile checklists, flag issues, and ensure that every space meets our cleanliness, functionality, and design expectations.
  • Hands‑On Support: Step in to help with urgent needs—whether that’s swapping out furniture, fixing appliances, delivering essentials, or solving guest lockouts.
  • Drive Efficiency: Manage and maintain our corporate vans and inventory stock, ensuring supplies and tools are always available and organized.

Each day begins at the office, where you pick up your equipped "Pit Stop Van" before heading out into the city. Your tasks are clearly scheduled, ensuring efficiency as you complete 3–4 full unit turns. Upon arriving at each unit, you conduct a detailed inspection, addressing any maintenance needs, assisting with some housekeeping alongside the cleaning team, and preparing the space for the next guest. Whether troubleshooting appliances, replacing keys, or refreshing paint, every step ensures the unit meets high‑quality standards. Once the first unit is ready, you drive to the next property and repeat the process, adapting to each location’s unique needs. Throughout the day, you coordinate logistics, problem‑solve on‑site challenges, and maintain a smooth workflow. Finally, after completing all scheduled turns, you return the van to the office, wrapping up a productive day of ensuring seamless guest experiences.

Qualifications
  • 2–3 years of experience in a supervisory or team lead role—ideally in field ops, facilities, hospitality, or housekeeping.
  • Comfortable performing basic handyman tasks and minor repairs.
  • Physically capable of lifting 30Ibs and being active for most of the workday.
  • Tech‑savvy—familiar with tools like Slack, G Suite, and mobile apps.
  • Strong communicator with a customer‑first mindset and a positive, can‑do attitude.
  • A flexible team player who thrives in a dynamic, constantly evolving environment.
Additional Requirements
  • Availability to work SAT/SUN/MON.
  • Valid driver’s license.
  • Ability to drive a company van‑sized vehicle.
  • Access to a reliable vehicle (DC/SEA/LA/SF/SAN) with mileage reimbursement.
Compensation & Benefits
  • Competitive salary and annual performance bonus ($52,000 - $63,250 with up to 15% performance bonus).
  • Handheld device stipend.
  • Flexible PTO.
  • Cigna Health Insurance (Medical, Dental, Vision).
  • 401k retirement plan.
  • Paid maternity/parental leave benefits for new parents.
  • Complimentary accommodation in Blueground locations. Think summer in Greece and winter in Dubai!
Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Operations Lead - Washington D.C.
Operations Lead - Washington D.C.

Blueground • Washington

On-site
USD 55,000 - 65,000
Competitive salary and annual performance bonus
Handheld device stipend
Flexible PTO
+4
Operations Lead - Los Angeles
Operations Lead - Los Angeles

Blueground • Los Angeles (CA)

On-site
USD 55,000 - 65,000
Quarterly performance bonus
Handheld device stipend
Flexible PTO
+4
Pit Stop Lead - Washington D.C.
Pit Stop Lead - Washington D.C.

Blueground • Washington

On-site
USD 55,000 - 65,000
Competitive salary
Annual performance bonus
Flexible PTO
+4
Operations Lead - New York City
Operations Lead - New York City

Blueground • New York (NY)

On-site
USD 62,000 - 70,000
Handheld device stipend
Flexible PTO
Cigna Health Insurance (Medical, Dental, Vision)
+3
Operations Lead - Washington D.C.
Operations Lead - Washington D.C.

Blueground • Washington

On-site
USD 55,000 - 65,000
Competitive salary
Annual performance bonus
Flexible PTO
+4
Operations Lead - San Francisco
Operations Lead - San Francisco

Blueground • San Francisco (CA)

Hybrid
USD 65,000 - 74,000
Competitive salary
Flexible PTO
Health insurance
+2
Maintenance & Field Team Lead - San Francisco
Maintenance & Field Team Lead - San Francisco

blueground • San Francisco (CA)

On-site
USD 73,000 - 90,000
Annual bonus
Device stipend
Flexible PTO
+4
Maintenance & Field Team Lead - San Francisco
Maintenance & Field Team Lead - San Francisco

Blueground Co • San Francisco (CA), Northern (KY)

Hybrid
USD 70,000 - 110,000
Competitive salary and annual bonus
Handheld device stipend
Flexible PTO
+5
Maintenance & Field Team Lead - San Francisco
Maintenance & Field Team Lead - San Francisco

Triwill Group • San Francisco (CA)

On-site
USD 70,000 - 90,000
Salary bonus
Device stipend
Flexible PTO
+4
Maintenance Technician - San Francisco
Maintenance Technician - San Francisco

Blueground • San Francisco (CA)

On-site
USD 55,000 - 63,000
Competitive salary
Quarterly performance bonus
Laptop stipend
+4