I would love to be a resource for you as a lender, and I actually also have a masters in mental health counseling.

You have a poverty mentality and are trying to do things on the "free" without knowledge.

We manage our own properties so these cut down on mental bandwidth when relisting properties. 

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?

Due to my time limitations, I went with LO mentally.

heheI miss the Midwest's "simple" mentality of my common folks.Even tho, as you mentioned the weather can get brutal.It's always a tough gig to do deals from afar unless buying turnkey.Even then, turnkey is not worth it unless the portfolio is big.As soon as you can, move to the market you want to invest in and with time you might become "institutionalized" to it just like I did with Toledo hahaI put Ohio Cashflow on the back burner 3 years ago as I got burnt out on working with investors lolWe only sell from time to time to our existing book of business and if I like the specific investor hahaI list most deals on the MLS and once sold, I clean my hands.No need to babysit the never satisfied and disgruntled landlords expecting retirement from 1 turnkey property...Unfortunately, it is what it is and I ate $#@% for many years before I said enough is enough heheOz Realty has been the bread and butter for us and our main focus since we shifted focus.Crazy that I'm even typing this as I hated PM for many years and considered it just as the "necessary evil" in order to offer a turnkey product.Now, if I could turn back time, I'd never do turnkey and would only do PM hehe.Everything happens for a reason mate.Granted, it took 7+ years to create a lean and efficient PM machine heheI'm in Toledo every month for 7-10 days so feel free to hit me up whenever you are in town.All the best mate 🙏 @Engelo Rumora , haha, a new book would be valid for sure, as things do change fast in this world, looking forward to it. 

Mindset and mentality go a long way into making this work.

A lot of them don’t want to commit or have already mentally moved on, so they just avoid the conversation altogether.I definitely wouldn’t go knock on the door like Benjamin suggested.

Hey Nicholas, congrats on taking the leap, that first flip is always the toughest mentally, but it’s also where you learn the most.A few quick tips: Stick close to your budget cause surprises happen, but having a small contingency fund helps. 

Especially the first time something bad happens (and something bad will happen) such as an eviction, slap leak, collapsed sewer run, new roof, etc it could be challenging to see the positive of having a cash negative rental.Make sure you are mentally prepared to supplement this property for potentially years through some difficult events.good luck