I feel for the guy, for if you read between the lines of the latest news about Tumblr and one or two of his recent blog posts, he was obviously ousted by his board. So maybe it was a very difficult post to write.

However, I'm still astounded that this quality of writing could come from a company president.

Definitely sounds like an ousting rather than wanting to step down.

And based on the recent decision to start selling advertising, it sounds like it's related to his inability to produce a top-line, or perhaps his aversion to the prevailing winds at the board about the timeline and methods to produce revenue.

Do you think it was the board, or Karp?

My guess is that the missing periods at paragraph breaks indicate he wrote this on an iDevice. Space-space: period added. Enter-enter: no period added.

Why an iDevice? Does Android add periods by default? (Space space doesn't on most Android devices, neither does Enter enter).

He could have written this on any mobile computing platform.

That being said, he did use short hand texting "speech" with his "w/".

Quick test on a text field in chrome on my Galaxy Nexus shows the same behavior listed above: two spaces automatically ends the sentence with a period, but two carriage returns does not.

Presumably if he was adding periods manually, he wouldn't have skipped them at the end of paragraphs.

That seems like a fairly sever oversight. Is there a reason for that behaviour?

The inconsistent substitution of 'with' with 'w/' confuses me. Why do people even do that? On qwerty I know I find '/' to be much harder to strike than 'ith'.

People do it because it's two fewer keystrokes.

Is it actually easier though?

On my keyboard at least, yeah.

It reads like a speech, rather than a letter.