The demand is usually steady year-round in Chicago for that group.That said, here’s how I’d weigh it:If you go MTR:You’ll need to furnish it properly — not fancy, but turnkey: queen bed in each room, blackout curtains, comfy couch, smart TV, solid Wi-Fi, a stocked kitchen (pots/pans, utensils, coffee maker, toaster), and a simple desk setup.Expect about $4K–$6K upfront to get it guest-ready if you’re starting from scratch.Cleaning and turnover management can be automated (Turno app or a local cleaner), but there’s still some coordination involved.Since you’re near a hospital, list on both Furnished Finder and Airbnb (30+ night stays) — that combo usually keeps you booked.If you go LTR instead:You’ll save yourself the time and mental load of setting up a new system while adjusting to newborn life.Even if the rent’s lower, you’ll get steady income and less stress, which might be worth it right now.Winter leasing in Chicago:Yeah, it’s slower — especially December through February — but MTRs tied to hospitals stay active because medical contracts don’t follow the same seasonality.If this were me?

Full Paint walls/ceilings (2 coats) 1 $400.00 Refinish kitchen cabinets 1 $100.00 Replace all blinds 1 $180.00 Replace two light bulbs 1 $30.00 Touch up paint tub 1 $60.00 Replace shower rod 1 $30.00 Replace liv room screen/re screen sliding door 1 $120.00 Repair closet doors 1 $120.00 Bathroom sink replacement 1 $350.00 Full clean unit 1 $410.00 Notes: Subtotal $1,800.00 CA recently (this year) implemented very strict security deposit laws.  

Recommendation: use a service, implement an application fee and see if it yields better results...if not you can always go back to what you're currently doing. 

I'm learning coding and how to build AI agents and automations and I'm telling you as agents, you don't have much time left.

Investors often spend significant money on entities and insurance policies without ever putting in place the systems required to make those protections truly effective.Real protection begins with understanding where liability most commonly originates in daily operations and proactively implementing contract and risk management systems that shift exposure before a claim ever occurs.

Tenant Access is a company that is keyless access management with automated showings that is guided by live Zoom video with tenants to remove the blinds spots.  

We do all of our own serving in house and we use Mortgage Automators.

This structure works for me because:We rely on automation + specialization instead of bloated teams. 

Ideally you have a rental property close to an institution where people work/study like a hospital or university.With MLS access (need a licensed real estate agent), one can do a deeper dive into drawing more nuanced insights with some thoughtfully implemented real estate analytics.2) Property background - owner information, tax assessments, permits, and zoning data is generally available to the public and most municipalities have a "parcel viewer" that makes snooping for this a lot easier.

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