Joe, it looks like you're in Detroit.Lucky for you you're in what I firmly believe is the most unique and interesting market in the country today.Detroit is going through a huge revitalization, most folks don't understand it yet, and properties are still cheap as a result.Start doing your research on the city and making some moves in the city.

Lots of moving parts, I like the deals but am more leery that my past purchases.. 

If not rent controlled and  you can give notice you might want to give notice if you have a lot of people moving in and out.  

I have also explored Puerto Rico as many crypto companies and young millionaires are moving there.

  :)Now, as I move forward, I'm shifting to option 2 for sure, or balancing my portfolio with more of these types of plays. 

I moved here from Florida after seeing the projected growth.

-Thinking about the long term, if I were to move out could I turn it into a duplex and rent out upstairs and basement separately? 

Once I’m in a financial position to purchase a new primary residence, I would then use owner-occupant financing to purchase this second property, move into it and rent out the first condo at market price.

In fact many of our properties are done that way - we get a signed contract and then turn the package over to the closing attorney and move on to the next one until closing day.Your local REIG can recommend some good closing attorneys / title companies and they will usually be happy to walk you through the process and even provide you with the forms you need to get the deal locked up and closed.

Sometimes I contact people with a question about their experience, and often they are happy to answer, but this doesn't create any momentum to build a relationship in the long run.I'm actually considering moving somewhere else where there are more opportunities (e.g. more REI meetups), but I'm not sure this will automatically solve the issue I described for the LinkedIn approach.