For my duplex, the Upside team was able to find and have the tenant moving in in 4 weeks.

As I recall, just meeting three of those conditions (and there are several more) moves you from 1099 to W-2.It's been 9 years since I sold my pack & ship store, so maybe that has changed.The USPS is ramping up their competition, so it's wise to keep an eye on them. 

Just moved down for a job.

Keep investing and moving forward!  

If you focus on a 2-4 unit you only need 15% down as an investment.Once you have owned a 2-4 unit for 12 months you can consider moving into the 5+ commercial world.

what I was thinking I can do is move my family into the empty unit after the lease is up and attempt to furnish the unit I live in currently ...

I have a lead on a nicely performing and off-market SFH near the SIU School of Law and would like to make a move if possible.

I am against being too leveraged and moving to acquire properties too quickly, but we are talking about your primary residence.  

We moved 4 years ago to a new home and kept our previous home as a rental.

We move in mid June and it's gonna suck for a while.