As others said out of state can be more challenging based on location but local or out of state both can be done. 

So, we network and build, and then learn, based on our past experience, how to analyze more efficiently or how to shrink our buy box.

I've had instances where a voucher went to literally zero, and the tenant was no longer on the program.

Looking for a long term play with rent stability more than making huge cash flow.

One would learn more just by reading these forums and absorbing the knowledge and experience from the people who've done this before.A book is fine, these books are based off what? 

Should I play harder and get into land development?  

I loved watching them play

Because the chances of successfully concluding a wholesale transaction when you lack experience, knowledge and capital are so infinitesimally small that you’d be better off playing the lottery.  

I recently have connected with investors who are interested in assisted living facilities, with the play of unlocking government funding, not sure if there's similar opportunities with SL facilities.

I am a CT based investor, flipper and property management company owner.