This is because, as adults, we ALL have *some* familiarity with cars and money and we know how the business world works!

Note you are an adult.  

Plus entertain him when he comes to town ( I get to tag along for a very nice meal as well LOL )  

Either way communication is key, if the tenant is not communicating I do not even entertain the idea of working with them.

For example, if you're making offers with a low down payment, how can you set yourself apart from other offers a seller may be entertaining? 

If they just unilaterally did it, without penalty, I doubt I'd entertain it as they sound like flakes.

In general people want their feelings stoked and entertainment.

Perhaps they would entertain it as part of the deal as a cashflowing rental for them?

It's a great way to teach young adults about money and finance.I would love any feedback on what you think are the main forces holding people back from becoming financially free.

But if you are committed to purchase, a 2/2 would prevail over a 2/1, the price difference has to be nominal and now you might attract a different user like tow couples or adult friends that don't want to share a bathroom vs a young family that the kids are okay to use the same bathroom as the parents.