In addition, you want a separate bank account for the rental property to separate it from your personal accounts.

@Elvon Bowman Thinking big is important, but it's also helpful to take a practical approach. 

Highly suggest coming out to some of the local chicago IN-PERSON meetups! 

I appreciate any feedback.Regarding Insurance, personally I would never have someone else (A Lawyer) handle the insurance on a Sub 2 deal or any other real estate deal for me, you would be setting yourself up for failure.First of all now you would need to get a POA for the attorney from the seller, that may not be your best move.

My 4 personal STR's are all in San Antonio did over $575k in 2024 and on track for $650k in 2025.I think you are generally looking in the right areas, but there are a few things to keep in mind:1) Stay inside of 1604. 

Any insights or personal experiences would be greatly appreciated!

Any recommendations on Houston REI groups that meet in person or virtually?

IRS 590 also explains this.5) When you receive a distribution or otherwise get paid back, never take personal control of the money.

Private money and personal funds.

CA has more than half of the nations homeless/unsheltered persons.