Basically, as @DamkerngT pointed out, the times refer to the video where Cantrill is giving his presentation. Cantrell is using this format as an attention grabbing way to explain where
The phrase "Cantrill Presentation Bingo Card" is used figuratively. Bryan Cantrell is the presenter and a "Bingo Card" is used to keep track of events (in the real game, random numbers) as they occur. Cantrell is a high energy, fast thinking technologist who is all over the place in his presentation (fun and arguably inspiring to watch).
Cantrill is famous in the Unix/Linux community for a one line answer to David Miller which can be found here regarding Sun kernel performance (at the time Sun was the go-to technology).
At 16:19 in the video, he figuratively punches himself. The joke is that DTrace (a part of Sun Microsystems) had the marketing power of Sun behind it and should have become a mega company in its own right. At the time, Sun was THE power house in performance computing.
At 38:25, Cantrill refers to the tweet of another kernel developer that unikernel developers should band together at the DTrace conference.
To understand the joke, you need to know: what a unikernel is, what Dtrace is/does, why unikernels are important, and why Cantrill is important to the community.
To appreciate the joke, one needs to understand that operating system kernels are the minutia of minutia of computer programming and extremely important since everything is built on them. It also helps to realise that dealing at that level of detail that low in the stack is not possible for just anyone. At 5:21 Cantrell asks the room how many OS kernel programmers there are at the conference and a majority of hands appear.