In JKD we practice distance and bridging the gap from 3 ranges…
- Kicking Range
- Striking Range
- Trapping and Grappling
To your questions, from personal experience, the ‘when to get out’ applies to all 3 ranges. Defensive and Offensively it depends on a number of factors and especially your opponent.
For instance, if my opponent is a kicker and mostly stays on the outside… I will bridge the gap and crowd him every chance I get, with different attacks in the other two ranges (Striking and Trapping) because I know he will need distance to kick.
Control the timing and fight your fight. Do not let your opponent dictate the timing, distanct and rhythm of the fight.
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Of course, if you have advantage in whatever range you are in do not back out. Finish your opponent. In reality, if you have advantage while attacking, you should keep attacking and dispose of your attacker. Then get out to run away and get to safety.
My two cents.