Once in Downtown Chicago, our group of hungry guys was looking for a restaurant.

As for not feeling like it's the right time, I would urge you to focus more on the goals than your feelings. 

Trying to get a split level (not a lot of sqft) on the market in the next three weeks and trying to decide on whether to open the wall between the dining and living room for a feel of openness or leave it as I have heard from two interior designers that the open concept is on the way out as we are more at home and liking our separate areas in the home.Pragmatically speaking the opening of the wall will be mostly a time drain with it being a load bearing wall and having to support the ceiling while rebuilding and all the drywalling necessary.

Since graduating in 2021, I moved to Washington, DC to pursue a civil engineering career and am now feeling like I am in more of a position to start learning and pursuing real estate investing seriously.

Quote from @Patricio Acosta: First comment I would say is do not buy something because it feels good.

But, that aside, I’d like to initiate a discussion of where note investors feel the opportunities will lie moving forward.I’ll go first.  

That said, if you feel you want to go above and beyond, then could could try contacting some of these apartment complexes directly and confirm her story with them but if you can easily find another qualified applicant why would you take on this work and additional risk.

Let's of NYC investors look at other cities in NY, Rochester, Buffalo, etc... they can drive to them to see them, and they know the state well enough to feel comfortable.Most of the rust belt cities in NY offer cash flow as well. 

As agents we tend to feel the pulse of the market shifting before the data hits the newsstands.

Please feel free to PM me.