For instance, you have 3 units (triplex) and say each is a 2 bedroom/ 2 bath at 900 sq ft.  

For instance, many people start with single family residences (SFRs) and move up.

For instance, if you get a degree in Real Estate and an MBA in Real Estate & Entrepreneurship, and with the kind of passion you already have, you'll probably achieve a lot as a developer before you turn 30.

For instance is it better if I occupy the home and rent out a room or two?

If for instance wholesalers had this ATTITUDE, then I wouldn't be working with their 'dead leads' and paying them a 'finder's fee' for referrals they otherwise can do a NOTHING WITH. 

If you maintain the roof over time for instance you write that off in that year instead of having to depreciate the cap expense over so many years (ie 15 year roof or 20 year roof)It's almost always better to load your Repair and Maintenance expenses and do less Cap Improvements. 

For instance.

Take CREI for instance, 3-5 years ago nobody dared to think outside the SFR/seller-financing/wholesaling/flipper box, now multifamily is becoming everybody's gig.Thus, let us stay nimble, practice, learn, grow our network (PM me ;-) ) and expect to gradually change strategies as everything changes.

The others are correct, unfortunately - in pretty much every instance now, if a lender is going to consider a short sale, they need to see that it has been marketed on the MLS for a period of time.

However, there might be some tax benefit in your situation to treat this as a partnership (LLC tax as a partnership ).For instance, this treatment could reduce a married couple's SE tax bill when one spouse has wage income above the Social Security tax ceiling ($128,700 for 2018).