It's got a flat roof that I haven't seen replaced in the past decade. 

I've always been interested in building/construction (my career path is Project Management) and I want to build a strategy for flipping SFR and acquiring rental properties along the way.

BiggerPockets has calculators that you can use to input the project financials and create a one-page PDF report to market your properties to potential investors.There are other paid services that provide similar functionality, but it's hard to say without knowing your investment strategy...

Can you imagine going into a gas station with a sign out front saying gas was $2.59 a gallon, and when you went to pump the gas you first had to pay a $15.00 fee for using their pump, an $8.00 "lot fee" for parking you car in front of their pumps on their property, a $17.00 "roof" fee because there is an awning over the pumps, and a  $14.00 "snack bar" fee to cover the fact that should you feel the need for a cool refreshing beverage, you have the option of walking in and purchasing an Icee for $1.99?

I bet with the right motivation this would be a day project and you wouldn't have to worry about it anymore....

And you don't need mentors, unless they have some financial interest in the success of your project. 

I’ve always wondered about doing a project such as this.

After you get the issues with the roof, the floor joists, the shower, the toilet, the flooring, the electrical and the mold taken care of, what's the delta between what you paid, what you spent and what it's worth? 

And I haven't managed a full siding project, but 14k sounds a bit steep.

In addition, it is consuming over half of my line of credit which limits me from buying other projects.