Thank you all so very much for the great advice...I read every post throughout the day, and kept going back & forth, but ultimately I decided:
1) I'm going to use my iPhone at home/in-car; And I bought a Lumia 920 to use at work.
2) At&t gave me the 411 on SIM-swapping, and unfortunately, I would lose visual voicemail, FaceTime, and would have to turn off iMessage every time. This is because I would have to switch from the iPhone Data plan to the Smartphone Data Plan in order to swap. It's not that big of a deal, but decided I'd just add a line to my data plan, and use the Windows phone exclusively for work.
3) I'm going to keep the iMac and just play-it-by ear on the efficiency of using bootcamp/Windows for work stuff I need to do at home, and the awesomeness of Mac for home usage.
4) I'm going to get rid of the MBA and just stick to the laptop they give me, but use my iPad for home media use (and maybe give the Surface Pro a try).
I think the majority of you agreed that a job is what pays the bills, and with a family of 5, it's tough to just say, "I'm going sell my house, & move my family to Cupertino because I am an Apple Fanboy" (not that they gave me a job). Microsoft is a great corporation and this is an awesome opportunity I was afforded, that many would love to have...I can suck it up and be a good company man, if it means they take care of me and my family, and I also get to work with some cool products & people.
Again, thank you all for the advice, and I will see you on the forums (while I'm in the MSFT bathroom or closet)