#1) Record what you do in the process. from time put in Each Day, to what you spend, but especially the time and skill accountability.

I have ZERO skills and my work looks like s***. 

@John Underwood you make a good point but you fail to recognize two major limiting factors of self management: The skill/expertise required to self manage and the value one places on their own time. 

I’m looking for a good webinar, video or book the goes into depth on running numbers on multi family. Has any one got any good suggestions to help me improve in this area and become a black belt ?

You should each have some skill different from the other.Good luck!

Now assuming you'd allow the tenant to construct this shed, which is the same as going into an agreement with a contractor with appropriate skill do you expect/know if the tenant has similar skill, licensing and insurance?

Find them or create them through strong negotiation skills and networking abilities.

Do you have good project management skills?

If you are a very skilled tradesman, then I would say you should be flipping homes because you might be able to make more money.

I think a MBA or Finance degree would definitely be helpful just as a life skill not just in real estate.