The best piece of advice here is meta: whatever you do make bold choices. I don't like a lot of the speaker's decisions, and (aside from the memes and gifs where I do strongly agree) go the other way, and that's OK, they're still going to engage me. The number one job of the speaker is to stake out a position that might be contriversial or not universally accepted, and drive deeper thought, discussion, conversation and progress.

And practice. Please practice. That's what makes the timing impactful & the jokes work.