Both homes are owned by the same family that have hit financial stress and they dont want it to go into foreclosure.

With $50k-$60k available, your price range is probably going to be in the $200k-$300k range, depending on the cash flow.

Do you plan to go to real estate networking events?

If I had to leave a takeaway from this post before getting too far in it would be that whatever goals are had you have, we have these goals for a reason and typically it does not go exactly as planned but even if it doesn't go as planned, we can pick up where we left off and give it a fresh start.

Regarding contractors, I've found that the best way to find a contractor is to go through a property management company. 

Do not higher a guru to coach you on how to get an Airbnb going. 

I will go over with my realtor for the exact comps to see if it's worth it.

If you don’t want to spend money I’m pretty sure you could get someone to grade the surrounding dirt and add some gutters for your $5k discount and gain you will have added value and come out ahead.

I have a call setup with them on MondaySteve, how did your meeting go for Mom’s house?

They go over what she calls the enemy method which you can also Google and see videos on.