I think insight into your question might be found with your choice of the word "reward".

The larger national footprint firms will be able to give you good economies of scale but your experience will still be limited to the quality of your assigned representative. 

If truly all it needs is a new roof to be complete and ready to sell then a few ideas off the top of my head could be:1)  Borrow the money from friends or family to replace the roof2)  Put the cost of the roof on a no/low interest credit card and pay it off as soon as the house sells3)  Go through a home improvement store (like Home Depot) that offers financing for larger projects like roof replacement4)  Don't replace the roof and just lower your sales price or offer the buyers a credit to fix it themselves after closing

My choices are to have the tank abandoned in place and hope that this does not negatively affect resale.

In no case may an accessory dwelling unit be larger than 30% of the primary dwelling unit, or be permitted where inadequate infrastructure exists.

The tenants with Section 8 "Housing Choice" vouchers will either be able to afford to rent your unit or not.

So my suggestion is to educate yourself so you can make a choice on what direction you want to do.

We have a very large Real Estate club here in Greenville.

I know there's nothing you can do about the neighbors, but some of them had unkempt yards and shopping carts in their yards.There is an equally nice home (smaller and without a pool, but has a larger lot) at 3324 E HOLLY St that is listed for 265k.

Remember choice of words and presentation matters.