The Millennial SaaS-era Retrospective: Interlude
“Strange memories on this nervous night in Denver. Eight years later? Nine? It seems like a lifetime, or at least a Main Era—the kind of peak that never comes again. San Francisco in the middle 2010s was a very special time and place to be a part of. Maybe it meant something. Maybe not, in the long run ... but no explanation, no mix of words or music or memories can touch that sense of knowing that you were there and alive in that corner of time and the world. Whatever it meant. ...
History is hard to know, because of all the hired bullshit, but even without being sure of “history” it seems entirely reasonable to think that every now and then the energy of a whole generation comes to a head in a long fine flash, for reasons that nobody really understands at the time—and which never explain, in retrospect, what actually happened.
My central memory of that time seems to hang on one or five or maybe forty nights-or very early mornings-when I left the office in SoMA half-crazy and full of ideas, fired the laptop up right when I got home, and began prototyping out a new app that was going to change the world ... launching it on Hacker News and talking to an angel investor or two in Palo Alto the next morning, not quite sure which Philz Coffee we were supposed to meet at, too sleep-deprived and manic to even worry about it ... but being absolutely certain that no matter which way I went I would come to a place where people were just as high and wild as I was: no doubt at all about that.
There was madness in any direction, at any hour. If not across the Bay, then up the Golden Gate or down 101 to Los Altos or Cupertino. ... You could strike sparks anywhere. There was a fantastic universal sense that whatever we were doing was right, that we were winning. ...
And that, I think, was the handle—that sense of inevitable victory over the forces of Old and Evil. Not in any mean or military sense; we didn’t need that. Our energy would simply prevail. There was no point in fighting—on our side or theirs. We had all the momentum; we were riding the crest of a high and beautiful wave. ...
So now, less than nine years later, you can go up on a steep hill in Denver, Austin, or Nashville, and look West, and with the right kind of eyes you can almost see the high-water mark—that place where the wave finally broke and rolled back.”
-- Spring, 2025. With apologies to Hunter S. Thompson.