Hey ya'll - OP here! Was excited to pop back onto the forum and see all the awesome perspectives offered on the loves, hates and wishes for the iPad Pro.
Now that I have had several months of on the ground experience on it while running my business, I wanted to throw a few additional thoughts on the alter of apple!
1) Now that I have my Pencil my excitement is multiplied 10x. Having always been a pen and notebook kind of guy, the ipad + pencil is a killer combo. The ability to think and brainstorm in a non-linear way (which I can only really do with a pen in my hand) has made my work all the more enjoyable. My business partner and I took three days over the holiday to plan our 2016 company-wide strategies, and we did it all on the ipad pro using evernote. The presentation we delivered to our team was right out of evernote and our team LOvED it.
I've also had a blast working on designs for my hobby-site, uncomplication.com. Being able to draw wacom-style anytime, anywhere has enabled me to bust out some cool designs in a short amount of time, and is many times more enjoyable than being stuck at my desk with the old tablet.
2) My iPad has not replaced my laptop - there are still too many programs I need on OSX to move entirely into the 'pad to do all the things I need to do. I'm probably about 70/30 between my ipad and mac. My ipad is like my notebook. I take it to every meeting, it's where all my ideas are starting, but I'm still usually back on OSX to finish things. This is fine for me at the moment, although I am really excited by the prospect of more Pro apps tipping the ration ever further (cmon adobe cc!). I did find a great audio editor for ios (Ferrite) and am working on my latest podcast entirely on the pro.
3) The biggest issue I have had so far is that my neck gets sore when I type on it for extended periods. Drawing isn't too bad, but the downward looking typing angle does hurt after a full day of use. I'm not sure how this will be overcome, as it is a device ergonomic and not something that can be solved with software!
4) Biggest surprises: there are some awesome apps that make the ipad pro an even better compliment to OSX. Duet displays has been awesome when I'm working on a complex project and needing some more space on the go. I also have found Astropad to be a great tool for bringing the precision of the pencil to the desktop. I'll never need my wacom again. Lastly, I have been pretty happy with how well google drive and iCloud drive have enabled me to access my files from the ipad without needing a ton of local storage. iOS still has a long way to go before it is has a comparable file browser for serious use, but I have not been as limited as I thought I might in getting my files on and off the device.
Anyhow, just a few additional thoughts! Cheers, all!
Here are a smattering of images in support of the above!
http://imgur.com/a/AtzaF