This is my second Samsung tablet (and device) so my experience is limited but being that my first was a Verizon variant of the original Galaxy Tab 10.1 I came into this Note Pro under the assumption that my experience would be the same. Back then my Galaxy Tab 10.1 from Verizon came with Honeycomb and Touchwiz along with the stock kernel sucked big time. That version of the tab ended up getting ICS some SIX MONTHS after ICS had already been out, a couple months AFTER the wifi version of the tablet had its own update.
Seems like Samsung's MO is to not do much updating and any major updates for any existing devices take place after new hardware releases have had a chance to sell. This of course is just my opinion based on past experience and from what I've observed for the Note 10.1 2014 edition (which I don't own); the Note 10.1 2014 community had to wait until after the Note Pro was released before an official build of Kitkat was released for their device.
All of that said, since Google services/applications update features without the need to update at the system level I really could care less at this point if a software release comes out. 4.4.3 and 4.4.4 bring mostly security patches and a few bug fixes. The cosmetic changes in 4.4.3 are more for phones (dialer and contacts) and don't necessarily translate over to Touchwiz anyway so there's not much there either. Once Android L goes out though then I'll be keeping a watchful eye out. I'm not planning on holding my breath though as surely Samsung's first device with Android L design elements baked into Touchwiz is going to be a new piece of hardware rather than an update to an old one . . .
With the tweaks that I have done to my Note Pro using root apps I'm satisfied for now.