(college/jobs/hospital/military base/growing area)Is the property within 10 minutes of important centers?

We will also be managing a family property and looking to grow our portoflio over the next decade.Curious as to peoples thoughts on when the right time to set something up will be.Also interested in how an LLC can shelter us from taxes in other investments. 

Our plan is to move forward initially with buying single family homes in the Chicagoland area, and then use the BRRRR method to raise the equity in them so that we can grow larger and larger by buying properties with the increased equity seen after each renovation.

One noise complaint from a neighbor and you can lose the income.I feel the same about air bnb, make sure you are ok with the rental by itself as a long term rental, in case any income you get from an adu or air bnb goes away with a city ordinance.Sounds like a marginal deal without, and a nice kicker for upside if you include it.We would probably do the deal if it was currently allowed by the city, especially if it was in a growing area metro area

Looking at those factors, I felt more comfortable leaving my cash in the stock market- growing it slowly until i found a deal that would cash flow better.I finally decided to look out of state.

@Mark Ainley,NARPM is a great organization for property managers who want to learn, grow, and build relationships! 

Popular meetups or investor associations I should know about?

Why not refinance this place and use the money to purchase other properties and grow your portfolio instead of selling?

Syndicators like me are always looking for new partners in various metropolitan areas to grow our portfolio together.Cheers, Ken ;-)

Wanted to grow my network in my hometown, as well as better understand what challenges you all face and how I could help.