kottke.org is 20 years old today. Holy shit! On March 14, 1998, I launched a new episode of 0sil8 called “Notes”. 0sil8 was a previous website of mine, started in 1995 or 1996. The site’s format was episodic: every month or two the design and content was completely different. With Notes, I wanted to have somewhere to write regularly for my friends, modeled after the online diaries that were growing in popularity at the time. Weblogs were a thing, one of the many types of regularly updated personal sites that were in existence then; they wouldn’t take off and begin to consume all media for another year or two. In December 1998, I registered kottke.org (kottke.com was taken and I wasn’t a network so .org it was) and sometime later moved Notes over, where it’s been ever since. And now it’s one of the oldest regularly updated sites on the web.

I’ve been reading back through the early archives (which I wouldn’t recommend), and it feels like excavating down through layers of sediment, tracing the growth & evolution of the web, a media format, and most of all, a person. On March 14, 1998, I was 24 years old and dumb as a brick. Oh sure, I’d had lots of book learning and was quick with ideas, but I knew shockingly little about actual real life.1 I was a cynical and cocky know-it-all. Some of my older posts are genuinely cringeworthy to read now: poorly written, cluelessly privileged, and even mean spirited. I’m ashamed to have written some of them.

But had I not written all those posts, good and bad, I wouldn’t be who I am today, which, hopefully, is a somewhat wiser person vectoring towards a better version of himself. What the site has become in its best moments — a slightly highfalutin description from the about page: “[kottke.org] covers the essential people, inventions, performances, and ideas that increase the collective adjacent possible of humanity” — has given me a chance to “try on” hundreds of thousands of ideas, put myself into the shoes of all kinds of different thinkers & creators, meet some wonderful people (some of whom I’m lucky enough to call my friends), and engage with some of the best readers on the web (that’s you!), who regularly challenge me on and improve my understanding of countless topics and viewpoints.

I had a personal realization recently: kottke.org isn’t so much a thing I’m making but a process I’m going through. A journey. A journey towards knowledge, discovery, empathy, connection, and a better way of seeing the world. Along the way, I’ve found myself and all of you. I feel so so so lucky to have had this opportunity. When kottke.org turned 10, my post marking the anniversary ended with “I’ll see you in 2018”. In my recollection, that line was somewhat serious but also partially somewhere between a joke and a dare. Like, “how has this thing lasted 10 years, why not go for 20?” So…why not go for 30? 40? I’ll see you for sure in 2028 and perhaps even in 2038. Thank you so very much for being here with me, I surely don’t deserve such fine company.

P.S. And if you’ll indulge me for a moment in a brief shameless sale pitch, if you have found something valuable here over the past 20 years, please consider supporting the site with a membership. Member support has put the site on a stable financial path into the future and has personally re-energized my involvement and commitment to the site. Thanks!