Demo

Live-In Property Manager – Shared-Residence Home (Housing Included)

Hannah Billingsley
West Chicago, IL Part Time
POSTED ON 10/9/2026
AVAILABLE BEFORE 2/6/2027

There's an 8-bedroom home in West Chicago with seven guests living under one roof, each renting their own room and sharing everything else. A house like that runs well when someone who lives there cares that it runs well. That's the job.

The short version

  • A free private suite: a massive bedroom with an attached office (or gym), fully furnished with a king bed. Utilities, Wi-Fi, laundry, and coffee are all included. That's about a $2,050/month value.
  • $150/week during a 90-day trial, then $250/week, plus monthly profit sharing. The more the house brings in, the more you're cut in.
  • Part-time: about 16 to 23 hours a week, spread through the day. It works well alongside flexible work, remote work, school, or your own business.

Where the hours go

  • Room turnovers: about 4 a week (roughly 2 hours total)
  • A quick reset and clean of the shared spaces: about 1 hour a day
  • Guest messages and questions: 1 to 2 hours a day, mostly from your phone

You're not a landlord who swings by to collect and disappears. You live here. You're the one who notices the hallway light's out and the coffee's low, who catches the small stuff before it becomes the big stuff, who has boundaries but also loves people. Genuinely loves them.

Some days are quiet. No one is checking in, so there are no rooms to flip. Just an Airbnb message or two, and resetting the common areas takes less than an hour. Some days aren't so quiet: a text at 11pm that the heat's out, two housemates circling each other over the kitchen, a lockout in the rain. You're the steady one either way: warm enough that people come to you, solid enough to hold the line when a rule needs holding.

A week in the role might look like

  • Turning over about four rooms and giving the common areas a daily reset
  • Spotting a slow leak, a flickering light, or a low supply run before anyone has to ask
  • Being reachable in the evenings and calm when the phone actually buzzes
  • Turning a tense "whose dishes are these" standoff into a non-event
  • Handling the small repairs yourself and calling in a pro for the rest
  • Keeping the owner looped in on anything above your call. We'll meet monthly to go over last month's numbers and plan the next one.

You'll recognize yourself here if

You're the friend people naturally lean on. You'd take a full house over an empty one any day. You don't mind cleaning; you like a room that looks reset and ready. You're organized with money and details without being reminded twice, hard to rattle when plans go sideways, and kind in a way that still holds weight when you have to say no. On a trip, you're the friend who has all the confirmation numbers and already ordered the Uber.

A reliable car is a plus. Partners, kids, and pets aren't automatic no's; just tell me who'd be moving in with you.

And it's not for you if you're after privacy, quiet, and a clean wall between work and home.

To apply

Answer the application questions, including the last one: in a few honest sentences, why does this role pull at you (beyond the free housing)? Start that answer with the word "Resting" so I know you read to the end. :-)

About me

I'm a serial entrepreneur who lives in West Chicago. I've owned and sold businesses and land. This is my third rental property in West Chicago, and it's a proven concept: profitable and a win-win for everyone. I train and empower my team, then set you free to do the job without being managed. I greatly appreciate communication (quick responses that are honest and complete). My goal is for everyone in the house, the Property Manager and the guests, to feel comfortable, safe, and happy. That said, my number one priority will always be the Property Manager.

Pay: $150.00 - $250.00 per week

Benefits:

  • Flexible schedule

Application Question(s):

  • Do you understand that this job means you'll be living in a house shared by other guests?
  • Have you stayed in a shared space on Airbnb/VRBO/hostel?
  • Do you have a reliable car?
  • The core of this role is cleaning: about 4 room turnovers a week plus a daily reset of the shared spaces. What cleaning experience do you have, and how do you feel about that part of the job?
  • This role is about 16 to 23 hours a week, spread through the day. What does your typical week look like right now (work or school schedule, other commitments), and when would you be home and reachable?
  • In a few honest sentences, why does this role pull at you (beyond the free housing)? Please start your answer with the word "Resting."
  • Who would be moving in with you (partner, kids, pets), or just you?

Work Location: In person

Salary : $2,050

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