That's true....
Anything CAN happen in a fight, but let's compare the two:
Fighter A: Trained since a kid in various martial arts, became a boxing champion at age 15, went on to practice other martial arts and push his body to peak physical condition EVERY SINGLE DAY. Trained and sparred with the most elite martial arts champions of the day who were world champions at the time (i.e., Chuck Norris and Joe Lewis), as well as former world champions (i.e., "Judo" Gene Lebell) and was even called by the best wrestler from that era the "best martial artist in the world" at the time (viz., https://blackbeltmag.com/judo-gene-lebell-bruce-lee-was-the-best-martial-artist-of-his-time). Went on to create his very own martial arts based on mixing martial arts and utilizing the best techniques from different styles.
Fighter B: Middle-aged stunt man who was trained in the military (i.e., judo/karate). Smokes daily. Doesn't fight daily. Doesn't train daily. Is in decent shape. Has size/weight advantage over Fighter A.
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Now we already know from the early days of the UFC when weight classes didn't exist that size didn't matter if the smaller guy had more skill (i.e., watch the Royce Gracie versus Dan Severn fight, where the latter was twice the former's size).
And so when you have someone who grew up as a street fighter, has amateur boxing skills under his belt, and trains EVERY single day and is in peak physical condition, I'm going to bet that the guy who has lightning quick reflexes and an extremely powerful thrust kick and punch, as well as studied kinematics and physiology to maximize his striking power for his size, is the one who will have the advantage in the fight.
Also, mindset plays a big part in how someone approaches a fight, too, and Bruce Lee's mindset never changed about how he approached fighting technique (as demonstrated on the show Longstreet, wherein his appearance was basically just him extrapolating his teaching from his classes to the television audience):
https://www.youtube.com/watch?v=2qvYa5t-JUc
Fighter behavior/mindset aside, the variable logistics automatically puts the fight in the favor of Fighter A. It's just basic science at that point, especially since Cliff was a smoker, and any fight over two minutes would have saw him gasping for air.
Plus, Lee's main concept of fighting was counter-striking, so I have no idea how a middle-aged, washed up stunt-man goes to attack and doesn't get hit ten times to one after throwing a sloppy punch.
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