That made them feel more comfortable knowing we had "skin in the game" but I see your point of how that could work for or against.

Keep in mind that while you said that you don't have super solid financials just yet - skin in the game from you will be a necessity.

This will give me something unique and different as it’s technically a healthy dessert item.

This assumes both partners have skin in the game, which means they have cash put into the deal or money tied up in some other way.

This will give me a healthy cash flow.

The incredibly low interest rates have certainly helped keep the sales market healthy, especially the townhouse segment.  

Although my wife has many connections in the industry, I’m more interested in a few close contacts to bounce ideas off of and help navigate the smaller markets where I can get some skin in the game!

I like your idea of house hacking a distressed multi fam in Chicago, sounds like in adventure, if you don't have thick skin now you will develop it.

Probate leads are very delicate and you probably need some thick skin because you're going to get some upset calls at times.

This could be perceived as buyers being stretched thin with little skin in the game.