can you start with a house hack or a live in flip?

Our current home was an investment property that we live in as our primary home.

Where I live it's two 4plex buildings 8 apartments.

. : Live in a cheaper room or your case or van.3. 

I live in Madrid, Spain. 

I would plan to live in the house, rent out what appears to be an ADU unit in the backyard.He says he "needs" cash within 2 weeks.   

I want my tenants to feel comfortable in the home they rent and if this makes them feel more at home, then so be it.

In your situation, if you are an accredited investor, you could invest while living overseas easily. 

Buy a place for you to live and learn to be an investor right in your backyard. 

If there's a hole, it may be a red flag.b) sensitivity analysis: I examine all the assumptions, and make sure I can live with the worst case scenarios.c) "Stall and see": if they are getting money over multiple years, and there is no penalty for investing later, I would usually wait so I get some real performance data, versus having to look at theoretical pro forma information.d) Recession stress test: I will not invest in anything, until I subject it to recession level stress and see if I can live with the result.