I have started working with one buyer agent that has setup an automated search for me, good to hear I'm on the right path. 

We were planning to continue down the path of investing in single family and smaller multifamily units, but decided in 2017 that we wanted to grow bigger faster so we started looking more into larger multifamily apartment syndications.Josh ended up going to a Think Multifamily conference in Dallas TX in October of 2017 and he really resonated with Mark and @Tamiel Kenney of Think Multifamily, and we ended up joining their mentorship program! 

The phrase, "if I find a rental property, say a duplex worth 100k" elicits wild, hooting laughter in most of the country. lol. 

This is more of a general inquiry if anyone had some insight in which path would be best and how to price it, if and when I get to that bridge. 

Start with the end in mind and the path will become clearer!

@Paul Moore - that makes sense and sounds like the right path for sure!

I’ve done a little research on house hacking and I think that might be a path for me but I have no idea how to start and how to get a contract setup.

To supplement my W-2 income and ultimately carve a path to financial freedom.

Hope to find some tips and a path to success here. 

I agree with you on the small/independent side and that is most likely the path I will pursue.