I don't think he's really looking at increasing value, rather returning what it needs to be at.
If a house needs new windows and a new roof and that's $25,000 then the house is going to get an offer worth $25,000 less. If he pays to get that done and gets a market value offer then he broke even on the deal (less any interest he has to pay back/lost on market swing).
Technically you could argue that a lower selling price with the work needed knocked off the price would actually be cheaper since he's paying less in realtor fees. But if the place isn't selling because of needed repairs then it's a moot point.
He's not looking to put $25,000(or however much) in and magically make it worth $50,000. He just wants to make it more desirable and in line with comparables.
Yep, that's pretty much exactly it. And perhaps I wasn't clear on my side of things and my risk.
I am going to double my money, not because the house is going to sell more, but because that was the agreement I reached with my parents to make it worth it for me to invest. We may pay 20k into the house and only sell it for 10k more than what we had it listed at and if that happens, that's fine. I'll still double my money and we get the house sold, which is the most important thing.
As for lowering the price, I understand what you guys are saying, I really do. We have looked at the comps etc... and we are definitely in the right price range currently, according to our realtor. This market is a bit different than your average market though. It's lake front property on lake huron in a small city in Michigan. Not many pieces of property sell there, because there just aren't a lot of people. It's not the home your average mom/dad and two kids will buy. It's the retirement home that 68 year old florida residents buy to go up to in the summer. Those are what all the neighbors are and those are what the people looking at it have been. The one really interested buyer is a cash buyer, price is not the issue with them. They simply don't want the hassle of doing the repairs. They want to come live in it and be done. They don't want to mess with putting on a new roof, fixing some drywall and putting in new floors (also a bit of plumbing work needed). We aren't putting money into it to make extra money, we are putting money into it to get the house into sellable condition.