We can work together simultaneously in every aspect to get the deal done.

I managed to contact a person who started airbnb arbitrage from 17 years and is now 23 renting out 6 airbnbs simultaneously.

There is no scenario where 10 tenants in 10 houses will move out simultaneously so you will drastically reduce risk by having multiple smaller properties, everything else being equal. 

Doing both of these simultaneously should give you an idea if he is a bad / good tenant and Look for red flags. 

I understand that I shouldn’t expect my tenant to maintain the unit as I would and that there are benefits to her not complaining or caring much about the condition but I’d also like to be able to choose a tenant based on my criteria and be able to move over to her side so I can live in it and turn the unit quickly while simultaneously leasing out the currently rent ready side that i’m living in now to cover my debt service while I get the other side rent ready for when I move out.

Meaning you bring the money to buy to closing and simultaneously the seller purchases the property from the real seller then immediately sells it to you.  

Simultaneously start building your network. 

The listing agent simultaneously put the property on the market for lease.

For example, if you wanted to purchase multiple properties simultaneously we would just extend multiple pre approvals.

You can simultaneously start building your LP investor list while building your broker connections.