Absolutely Phoebe, you have articulated many of my own thoughts.
He looked like a sack of potatoes on that sky dive, and it was transparent that he was striving to be seen as a go-getting action man, and, as you say, his pathetic little speech on landing confirmed this, and yet to any independent observer his efforts merely confirmed that he was an inept, no-getting, non-action man who was so self-unaware that he thought the video had the reverse effect of what it did. His video efforts failed on so many levels
To summarise
1) He looked uncoordinated passive plonker in the video
2) His speech at the bottom was crass and childish
3) The video was transparently an effort to project his go-getting credentials to the others to anyone seeing it which was not going to impress anyone.
4) He didn't recognise that the video failed to project himself with the image of himself he wished, which raises critical flaws in his self-awareness and understanding of the likely response of others, and of course believing that the others would regard the viewing as a treat shows how he woefully misunderstands other people. He didn't seem to understand the mocking looks that the viewing created. He is socially inept in the extreme.