He calls himself the "Wizard of Wobbly Houses" https://m.facebook.com/groups/...The following are excellent books on underwriting deals:•  by Ken McElroy - The ABCs of Real Estate Investing• by Robert Beardsley - The Definitive Guide to Underwriting Multifamily Acquisitions

If you are going to sell it occupied, it's vital that your lease is excellent, you are screening thoroughly and charging market rates.

We have an excellent turn key rental management company.

I have no savings and a modest monthly income so it seems like wholesaling will be the fastest way for me to break into the market but I'm worried about the legality of it.

Not sure if we could take on all of your turnovers, but Amy at Greatful Cleaning has done an excellent job for another friend for the last 3 years.

To achieve that goal, your fastest route is to use leverage in an intelligent way. 

I also have personally done 3-4 walkthroughs (so far) with the cleaners explaining my vision and reiterating our focus of creating an excellent vacation space for the guests and explaining why we do what we do.

My situation is I have excellent credit over 800.

However the majority of my mentors who have excelled in the industry have 4 year degrees from colleges where they established their network. 

Already stated by @Eric Yu in an excellent way.I just recently turned 30 and I can say with absolute certainty that if my light bulb moment came at 22, I would house-hack without question.