Don't think you can trick them.6- Some may not want to buy their homes for a lot of very good reasons. 

I don't think I will ever fully retire but I plan to be doing less active work in the future, i.e. not focusing on writing new loans and not flipping.I am lucky that I can easily handle a down turn and be just fine if things soften even for an extended time but I still hope that doesn't happen.

And ideally sell it 4 years later.If I can more or less count on the renting of additional bedrooms to cover the running costs of the house, I'm really only looking at taking a hit on the buying/selling costs - which SHOULD be lower than what it would cost to house him in dorms for 4 years.I feel like this is pretty obvious and easy (not trying to make significant money here, just thinking I could save $10-$20k on housing costs over 4 years).

Think it’s good area to buy for a LTR house hack?

However if you are in an VERY expensive market where new perfect finishes are expected then I could see that is could make sense in some situations but I don't think that its time dependent. 3.

I don't think I have enough capital/credit history to purchase a property through the LLC, I would purchase it under my own name. 

my goal is always to have passive income from rental properties but right now I’m thinking more of being able to pocket cash and later make plans on rentals.

I’m thinking about doing this because I believe the following is possible (someone correct me if I’m wrong)1.

Your place reads dark with all of the ceiling wood- I don't think you had professional photos taken indoors? 

I'd like to think most people are kind and would give me the time of day but from their prospective I'm just some 19yo kid who's going to waste their time.