I entered the job world as an office manager for a local real estate office, while I simultaneously started my own wedding invitation business.

Living below your means (or even remaining a tenant, while simultaneously investing) can be super helpful in scaling. 

So you simultaneously have a shortage of housing (for most people) and a glut (for a small portion of the market), with rents flat or declining and concessions appearing.In smaller markets, like the ones where you and I are active, the same dynamic has been at play, although the construction probably has not been as active.  

Sort of simultaneously ?

Your question also sounds like you would be getting three simultaneously but in reality it would probably be a refinance (30 days or less), close on the first multi (30 days) and then close on the next multi (30 days).

You could certainly get two mortgages going simultaneously or in close succession.

Seeking a quick $200k funding and simultaneously will be securing traditional bank financing during the process.  

Mine are basically connected via a T coupling that feeds it into the water line - so I presume the hot water is drawn from both tanks simultaneously, and they just empty slower because of the shared burden.  

After that or simultaneously looking for other deals to flip with private or hard money to increase rental portfolio.

I love the simultaneous offer gambit.