In our limited experience being on our own, finding the deal of course is the hardest part and is definitely a “it’s who you know” kind of deal.

But I believe is morally wrong and against capitalism to put this kind of restriction just my personal opinion.

Thanks for the kind words. 

You're going to need 15-20 duplexes that are considered good deals to get to that kind of profit.

the only way i'd encourage you to invest in one of them though is if you're actually going to put time and effort into visiting and building a team and employing some kind of strategy. 

Cashflow may not be immediate but if you run your #s, you'll be able to see how long it'll take to cashflow and what kind of equity you can expect to build within your first few years of house-hacking.I began househacking in 2010 while working an NYC job (Health + Hospitals Corp., formerly HHC) earning a base salary and overtime pay that are nearly identical to what you posted here.

I kind of gave up on Stessa, just do not have the time to deal with ongoing computer issues and constantly not being able to communicate with a company.

Feeling uncomfortable with sellers stems from some kind of fear. 

I'm looking at working with insurance companies/temporary housing for my next rental, I have an LLC, but I don't know what kind of credibility they look for since I only have my personal residence that I house hack.

You have to look at rents per sales price in both areas and see what kind of return you can get versus what you are getting now outside of real estate.