It you are simply repairing it without doing the above its more likely a repair and currently expensed.Another thing to take into account if you are buying a new property and fixing it up before you rent it out - those costs may have to be capitalized since you are getting the asset ready for use.Please let me know if you have any specific questions.

If I were you I would just give a good property manager a call and they should be able to give you accurate numbers for specific neighborhoods within their area of expertise. 

I like that your goals are very specific and it's not the typical newbie "I work so hard blah blah blah"Your first question can best be found either from a friendly BP investor from the Bay like Min who might pop into this thread, or you can just find the answer at your local REIA.Your 2/3/4 - typically people use assignment contracts or double closes.

If you have any specific questions feel free to shoot me a message. 

Be very specific in what you can do to make his life a little bit easier. 

I’d specifically ask for a breakdown between materials and labor.

At what point do we just hire an employee ( handy man) to handle all of this!

Before anyone considers that, please read CA Civil Code 2945.45 which requires you to register with the CA DOJ before taking any action as a foreclosure consultant, which specifically includes collecting overages.

It was implied at the workshop that this information would be specific to the Canadian market. however most of the material I have purchased is related to the US market. 

Both can be found listed on Meetup, or you're welcome to PM me and I'll be happy to send you more specifics.