You're over-complicating this. 

I heard taxes are more complicated  

When you do pull off a house hack be sure to talk to a knowledgeable tax person because depreciation and tax write offs are a bit more complicated when the owner occupies one side and rents out the other.

I think down the road this could present other issues that could complicate the business relationship. 

If you've already signed a lease with your next tenant, it can get complicated.

Its worth a search.PM me I'll send you my training I do in my local REIA on the sub-to complicated set of docs, process.How to find possible sub to sellers?   

I do an occasional flip, I do consulting to wanna be real estate investors, I do the occasional assignment and occasionally I invest in other people's deals, then your return is a bit more complicated and it's worth finding someone who can follow all of that without falling asleep while they listen to you and then can do your taxes and serious tax planning.

If the answer to one or both of those questions is no, you are really opening yourself up to unnecessary risk.

They are complicated sometimes but they're awesome low down payment loans and when you buy it they can't be in terrible condition which can be a good thing for you!

Unnecessary expenses).