Just Google renter rights in your state and I am sure there are easy to understand sites that lay it out. 

Before i do i want to make sure i have everything together so i can lay it all on the table so he can see the numbers.

Projected: New furnace, A/C, wiring, all new flooring, new windows, total kitchen replacement and move walls, total bathroom replacement and change the doorway direction to maximize room, Lift porch (mud jack) to level and cover with outdoor tile, landscaping and terrace the back lawn, new roof for the garage.

@Shayne Mahoney  I don't do a lot of rentals, but as a MA Realtor (and as a landlord) it is highly illegal to discriminate against a potential renter because they receive any form of public assistance.If you look at the crime heat maps on Trulia (about the only thing it's good for), you can get the lay of the land. 

and lay out EXACTLY what will happen and when.

My husband is an electrician now and use to lay carpet when we first met.

I know tile is to be installed over cement board. 

I would suggest removing carpet from the bathroom and going with some sort of tile for longevity and steam cleaning all other carpet to freshen it up for the next tenanot.To your success!

I got my feet wet in general contracting and learning how to tile and operate a paint sprayer. 

For a while, I had some extra cash laying around not working for me.