Well there's a couple facts I like to bring up whenever discussing Bruce Lee. First off; I've read his/John Little's (guy who arranged and published all of Bruce's notes and made them into books etc.) entire catolague. Bruce says many times over that WT/WC is lacking. Now Personally I've never seen bruce lee do Chum-kiu/Biu-Tze/Dummy/Long Pole/Knives or anything to tell me that he had more than a rudimentery introduciton into WT/WC. A very trusted information source (Sifu Alex Richter; City Wing Tsun) says that bruce lee knew more than that however. I don't remember the details, but I'm pretty sure Sifu Alex said something about chum-kiu and or the long pole.
But if we get back to the basics, Tao of Gung-Fu (his philosophical literary works) you can see that BL very much believes in the theories and principals of Wing Chun; He however decides that a different method of achieving those results (I.e. using different techniques). BL also says in many books that we can use whatever technique that feels comfortable to US; HOWEVER he repeatedly says over and over not to kick above the waist, yet you see JKD people all over doing this ALL THE TIME. And before you can say "BUT BRUCE LEE DOES IT TOO! No, no he doesn't. He TRAINED those kicks and rediculous punches to give himself more flexability and maintained that it is always better to be prepared, which is kinda contradictory to his proclomation of "Hacking away the un-essential".
Looking through interviews, and his note's we can plainly see that BL had no interest left in the learning the "complete WT/WC system". He didn't want as we would call "Second hand knowledge".
Bruce Lee wasn't just an Martial Artist; He was (of course a film star), but an AMAZING athlete, philosophical thinker and innovator of more than just martial techniques; But fitness apparatus and workout routines.
He didn't get this knowledge "Second Hand"... He went and TESTED and Proved/Disproved all this on his own! He didn't go learn something from Sifu Yip or James Lee or WSL or William Cheung and take their word for it, he would go against his guys, full battle gear and test it out to see if it was worth its snuff.
So in Reference to the Thread Question; Hell no Bruce Lee wouldn't do WT/WC or be affiliated with it, he would have givin us something as equally amazing but decidely its own.
But just remember, to those people who say "Bruce Lee didn't learn enough to make assumptions/or really know what he was talking about", Yes in fact he did.
Remember back in the day, you didn't learn from just your Instructor, you learned on the street. And Bruce Lee was notorious as a busy body/trouble maker. Being in many street fights, he tested and tested his Wing Chun. He was in a gang "Tigers of Junction Street". And he did study for 4 years before moving to America. And in those Four years he did learn quite the amount. He was the best in his class, easily shutting down anyone in Chi-Sau; So maybe his theoretical knowledge couldn't compare to say Leung Ting, or WSL NOW, but back then; He was the Cream of the Crop. He was the Chan Wah Shun of the 1900's, a very qualified fighter, while the others were more Theory oriented.
Anyways, a brief summary; Bruce Lee would back the theories of WT/WC, but he would not follow the physical techniques as he would have had even MORE time to develop better technques. Don't get me wrong I'm sure he would have emphasized tan/pak/lop more often in JKD, and probably more kicks and dummy techniqes (fat-sau etc), but he would have went his own way.
All the best and thanks for the interesting post!
Jeff