There are things called prohibited transactions, 4 quick examples of prohibited transactions are 1)  paying yourself a wage for managing your property, 2) putting sweat equity into the investment owned by your retirement account, 3) using the residence as a vacation for yourself, your parents, or your kids (even once), 4) purchasing a property from yourself to put it into your retirement account. 

If I ever considered buying an occupied home, I would first vet the tenants, or I would ask that they vacate before closing, if they didn't qualify under my terms.Good luck!

Specifically I was hoping to learn about buy and hold, single family homes, vacation rentals(maybe in big bear), and multi family.

Hi everyone,I'm new to the forums and have been looking around and I can't seem to find any discussions about the best property management software for vacation rental owners to use.

I really enjoy listening to the podcasts while in my car and the weekly emails with blog links. 

I then realised, it was time to start minding my own business, indeed.When it comes to real estate, I am a newbie, I know most of the basics and still learn to become confident.I am serious about investing in real estate as I feel this is something I will enjoy doing like a hobby while making my way to financial freedom and most importantly having control over my life.I am planning to make my first wholesale investment by the end of this year [starting with low money].

After diving into the subject a little more I have found that I also have an interest in learning about vacation rentals as well. 

You can accelerate depreciation benefits through cost segregation, Structure loans for quicker amortization depending on your goals and many other tricks.I obviously enjoy talking about this stuff.

This is a buy and hold for big cashflow and vacation for free.

Worse case, enjoy the learning experience and move to the next one as fast as you can.