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Didn’t know you owned that domain. How/when did you get it?

It's Matt. Automattic CEO.

I know. Still curious about the 2-letter .com though

Domains are my vice. Also have w.org. Ma.tt. I would rather have a cool IP address (like Cloudflare's) or domain than a fancy car or boat.

When are .wp TLDs coming?

They already own .blog

Nice! Updated profile.

There was a time when you could register one and two letter domains.

And a time in the 90s when they were actually free. :-)