If you can make decisions that relieve any stress points with your spouse, with your kids, or with yourself, those are the decisions I would make. 

Commercial loans have not started to decrease.  

Days On Market have been increasing for several months:(As a result, rents are also flatlining or decreasing. 

This will continue to improve home sales activity (and prices will continue to rise).Doomer: “But, Skeptical Investor, high mortgages are stressing the consumer!”

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?

Adding the ability to run sensitivity analyses for ARV, rehab costs, or holding period can help flippers stress-test deals and make the tool valuable for regular use.

Currently I'm renting to friends so the stress and risk of non payment is minimal.... wondering if any NYC investors could share their strategies to mitigate these risks.

You’ll 2x compliance and cut stress in half.Build operational liquidity. 

and Turned It Into a $269K WinEvery investor has that one horror story — the contractor who disappears mid-job, the project that goes sideways, and the numbers that stop making sense.One of our investors recently lived it.They were over-leveraged, stressed, and had already lost $30,000 to a contractor who never finished the work.

This is my first time experiencing this so any help is appreciated.Hi Marisa, sorry you’re dealing with that—it’s stressful, especially from out of state.