We have found this is usually enough time to allow a client to get comfortable with the process and really see our value both short- and long-term.

Finding good renters is going to be every house hackers biggest concern.Since you are a private landlord, you can set you application guidelines as strict (within reason) as you need to feel comfortable.

If your wife is comfortable living close to other tenants you can get some low down payment loans and have the tenants cover most if not all of the mortgage. 

Decide how long it will take you to save up your reserves to where you are comfortable. 

While 8" rise is the max, it's not very comfortable.

Get out of your comfort zone.

Rent it and once your comfortable you can move one on the 2 property.

I am still developing a strategy but I would like to rent out a place that me and my family would feel comfortable living in ourselves.For work, I am an AI analyst for the Army Corps of Engineers.

I've also had realtors at showings ask people to take their shoes off (which is the norm for me) and I've had some that tell me to leave my shoes on (which I won't do).

I am still a newbie to this and do have get out my comfort zone to pursue this.