We have started an LLC with the primary goal of doing fix and flips.

-This will be my primary resident, the town I’m in has extreme high demand, 4 family unit does not come by easily.

its 2 unrelated adults for everyone regardless of if its a primary residence of the owner so legally a single person can only rent 1 room to 1 other person

My primary goal here is being smart but also fast in quitting the w2 world. 

I know this sounds like little ambition but paying off debt is primary to us.

We do have a mortgage on our primary residence, $285k current balance on home worth $430k-$435k and great credit score and would consider a HELOC if there is an advantage to doing it that way.

If his primary hang up is being a landlord and managing properties then would you ever consider contracting out to a third party? 

Had to stay in my first house hack 1 year and then qualified to buy next primary residence.

Demand is likely to remain healthy despite the rising prices.The primary question is whether we will see any change in the meager supply of homes for sale.

That said, your first real estate investment could be your primary home (I know this article says "retirement" but really... it can be a plan of attack for any stage of investing).