Fast forward to a couple months ago when I decided to try out Property Radar, another good tool. 

If you  do plan on moving into the quad you should identify what unit you desire - maybe based on the rent amount or the tenant behaviors, etc.. 

Hello and thank you for responding/helping me to get a better idea of moving forward.So, Yes, I would likely be able to move my main business to a rental location and preserve most of my income.

We just moved out and are renting it long term and making around $400/month.

Due to the excessive demand of shelter in NYC the city had to develop strategic programs to assist people with moving out of shelter and with the explosion of rent prices in NYC many people are looking to other cities close to NYC such as Newark, Irvington, Jersey City, etc.. to find apartments they can afford. 

There is a ton of new construction because developers are having to start moving away from the beach areas.

I am just saying there has to be a way forward.

As long as you like your job and/or industry and could do it for the next 15 years, what you are doing would work perfect for your plan.As you gain experience, maybe you can move into more units per purchase or start to BRRRR.

For a little background, I have some experience overall...a couple of rentals, LP on a 24 unit currently, a bit of wholesaling, and a decent network of all typically pertinent players in the deal space, and I push my knowledge forward each day. 

That may be, but Chicago and Cook county are EXTREMELY tenant-friendly hell holes as far as landlords are concerned.Don’t move to a place because of its laws.