If it walks like a duck and all that. 

For rehabbing costs, do you have a contractor friend that can take a look at pick or better yet, walk the property to give you an estimate?

I walked.

I'll add, personally I like to walk areas myself before I invest.

Then you will have a 10ish min quick walk through the property and if his pictures matches the reality and you don't see anything abnormal, then after you sign with him assignment agreement and you put nonrefundable deposit and close in about whatever days you agreed on(usually up to 10).  

People are certainly interested and the way I know is when they walk up to me when I am cutting the grass.

Don't tell Mom.Next steps: GF talks to Mom about bankruptcy or counseling or both or where is Mom going when she cannot walk?

I live in NP and walk a lot and see many properties with wholesale potential.If you can be successful in the watch business my guess is those behaviors are not binary and will carry over.

I used to walk all over the city, now I'm guessing I will never go back. 

Next, have him walk you through the business model and test his assumptions.