I guess the point is to be memorable to at least a small group of people, rather than correct and bland and forgotten by all.
This blog post reads closer to something that I expect to see on a joke or casual chat forum than something I expect to see on a VC's blog.
Having said that, I also think the message is spot-on. In particular, I thought the advice under "How not be boring" was clear, simple, and compelling.
Another of Fred's posts a few days also had spot-on advice relevant to the HN community. It never made it to the front page: http://news.ycombinator.com/item?id=3025690
This one being so much more successful illustrates one of three things: (1) the personality helped or (2) people think the content in this post is more interesting than that one was or (3) pg fixed the problem that makes it harder for items to reach the front page if they're submitted too early in the morning Pacific time.
In other words, if this were the personality of the blog (or, say, if Zed Shaw's online personality were the personality of the blog), online readers would have a different impression of Fred Wilson the VC.
This one being so much more successful
Only if the sole purpose of the blog was to get attention and create discussion as to the writing style of the blog.
That being said, I thought it was a thoughtful read with good points, and absolutely hilarious. I've spread it to 5 of my start-up friends who would get the Transformers reference already.
People love personality in products, like the MailChimp helping you along when creating your email newsletter, or w00ts hilarious product descriptions. Wufoo even does this by having a t-rex be the log in button and a title tag that says "RARRR!"
Apparently people really enjoy T-Rex's