What I like is that writing like dhh has done is a good example of how to brag without appearing to brag.
You wrap the bragging around a larger point which acts like the red herring to distract from the bragging. So you get to mention your "fastest and most reliable car, the best-prepared team, and two of the fastest team mates in the business" appearing almost sheepish and incidental.
Or here is another of the same, saying something like this while making a point about anything:
"This experience has been a painful realization of everything that Alfie Kohn wrote about in Punished by Rewards and a reminder of the wisdom of Mihaly Csikszentmihalyi’s Flow."
I have no clue who that is. But it sounds impressive which most things you have never heard of tend to do.