At least that's the way I would interpret the "Captain Kirk perspective" on Epicurean philosophy - do everything possible to achieve more pleasure than pain, and push the envelope as far as you can on what is possible, because you're not going to get a second chance.
This may be slightly off-topic... but the problem with "Captain Kirk" is that he is a fictional character, and the on-going story gives him a kind of "immortality" - if he dies then the story ends - so he can't die for the sake of entertainment. In real life, the people who take on certain actions with great risks do end up dying due to events taking a bad turn. Also, I see him as a being like a "modern stoic".