I was wondering what everyone's experience with establishing a legal entity for REI has been like, and when do you recommend a person to do so?

I recommend to my investor clients to make sure the property would still work as a long term rental in case additional restrictions are put in place against STRs.

Does anyone have any other recommendations for tools?

Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

our first exit strategy was to sell own a wrap around mortgage creating a second note and financing our desired equity position but to find the end buyer was a challenge so we decided to rent it out after 3 months of vacancy Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

I recommend reading Daniel Rusteen's book "Optimize Your BNB" and learn how to be an awesome HOST.

A couple of years ago, I was working for an investor and asked for PM recommendations for Chicago. 

Please help me out and send recommendations.

As a manager, I would recommend that you hire someone locally to do the design & furnish & install. 

I would appreciate any advice on how to handle this, as well as recommendations for reliable insurance agents.Thank you!