This includes bring the electrical up to code by installing GFCI plugs where needed, replace the fuses with circuit breakers, remove ivy, remove a chimney thats coming apart and replace the less than 3 year old HWT (moving them to the back house basement) and install new direct vent units in the front house, remove a small amount of mold from the back house, replace some composite siding boards that are broken, a few grand for new gutters (very conservative), fix a bay window sill , install 1 set of inside railings, and secure 1 loose porch (owners unit) , but Ive padded this list to 30k just in case because it really is a fair amount.The cost to get the interest rate down to 2% is 8k out of my pocket and 20k seller concession rolled into the loan. 

If it’s something he really can’t do, you may need to have another pole installed or go underground or something else.

I have narrowed it down as a first time purchase to a 2/1 solid home; good location for same size homes, brick/vinyl ranch, built in 1940, HVAC installed already, original hard wood throughout home, roof in great shape, wiring up to date and plumbing is manageable for repairs.

He has installed a portable a/c in my daughter's room to regulate the heat so she can sleep.

.- the foundation will hold the structure above it, the electric is installed in accordance with the National Electric Code, etc.When a property owner decides to renovate a property, inspections are performed before the Sheetrock installed.

Also would you even have the proper tools to install the unit? 

If there is water damage on one small area of the wall, repair that damage, don't pull out all the walls in the room, install all new drywall, new tile, and repaint the entire room. 

Then, not that many years ago, I hired an alarm installer, got to know him well, and learned that he rented an office for his alarm company and lived there as well.

Just be sure that your handyman / installers have liability insurance. 

Also be very clear in the purchase & sale agreement that all payments will be made from buyer to seller which would be inclusive of the existing mortgage installments, so that the bank has in their records, the new owner who will be making the mortgage payments going forward.