At the end of this year/beginning of next year (under ideal circumstances) I will be in a new job making 40k/yr (gross).

And just as @Colleen F. said, a 2 year lease is not ideal right now.

Ideally looking at a STR house hack that we would keep

I think I deal with this weekly with our student portion of what we manage.

Make sure it’s waterproof and has a thick MIL layer of 12 or ideally 20 and over.

Same thing with grade - your house should sit on a "mini-hill" where the ground in every direction slopes away from the house, ideally for a long distance but at least 10-20 feet.

Ideally it would push the lead's address and get into the details tab.

Right now I deal with the same cleaners, handymen, local contractors, local utilities etc.. for all my properties.  

Any suggestions on how I deal with condo management, so I meet their 1 year requirements while do a 6 month rental lease? 

Ideally you want to create enough lift, that when you come out of construction financing into conventional financing you leave almost no money in the deal and pay yourself and investors back.Also do you have enough land to accommodate the parking ratios for 12 units, and if you don't, you would have to build underground parking add that cost to the above.TLDR: It's hard to make 12 units work in todays market, but can be done under very specific conditions.