House-hacking today often has to rely on much greater lifestyle sacrifice than what I personally did 10 years ago, and requires strategies that would make me uncomfortable like rent by the room, or using local laws that allow Short-Term rental only for owner-occupants. 

Certain things need to be redone for selling vs renting vs personal.

So homes with ADUs sell for more, and the appraisals have followed pricing for four+ years now.I personally know an investment group that targets neighborhoods, mostly in the San Fernando Valley, where comps with ADUs are outperforming non-ADU comps so that they can refinance out the value created by their ADUs.

I am by no means a lawyer or CPA so take my advice with a grain of salt....but we personally do flips in one LLC, and rentals in another LLC.

House hacking will also give you some personal "property management" experience.

In my experience, the water company will give the person paying the bill a credit for the overage caused by the leak.

@Stephen BrossardWhen deciding between investing in Michigan or Florida, it really comes down to what you personally prefer and what your goals are when it comes to risk.

Personally, a developer bought land next to us and tried to clear a portion of our land along with his, said the line was unclear and he'd dispute it so best to let him proceed, but he backed off once he knew we had our survey and owners title and would make a claim.

Although I haven't personally enrolled in such a course, a single free webinar bridged crucial gaps for me to kickstart my business in the "arbitrage" route.For those inclined towards purchasing STR, I recommend exploring the offerings of the Short Term Shop.

Hey @Reuben Pena - Man I feel you as well - I have dealt with city violations personally and for many clients.