[sulam]

So, I moved to SF in 1994 in my early 20's, which means my bona fides are longer than the OP, but still not native. However, from the greater baseline I can say a few things that won't be easily available to someone having lived in SF for a year:

1) public transit has sucked since well before the tech boom. When I moved to SF Oracle was probably the northernmost tech company of note (not counting Autodesk in San Rafael!) and the center of mass was decidedly in Mountain View. Today center mass is probably Foster City or perhaps Burlingame. Also, because the commute was only slightly less bad (CalTrain in particular hasn't improved much over the intervening 22 years) and there was no shuttle system, very few people chose to live in SF and commute south. And yet Muni was awful -- I worked in "Multimedia Gulch" (what the area around South Park used to be called) -- and typically if I wanted to get to work in any reasonable amount of time I had to take a cab. Today you'd take Uber, but same story.

2) Homelessness / dirtiness were just as present, if not worse. The Mission corridor was much worse, and parts of the Tenderloin have made huge improvements. Not to mention the tent cities around Rincon, the dramatic difference in the Embarcadero, Hayes Valley, and the Presidio. The Sunset and Richmond are mostly unchanged, and Visitacion Valley is still a part of town no one you work with goes to. :)

3) Housing prices -- ok, this is the one place where things truly have gotten incredibly, insanely worse. My efficiency in the city cost $600/month in October 1994. An equivalent space today costs $2100/month. There's a lot of things contributing to this, but I honestly think the shuttles are a huge part of the demand side of the problem. And of course the supply side has many well-documented shortcomings.

3) The number of silly companies getting started? Well, companies are just people, and honestly the number of silly people with crazy ideas in SF feels mostly unchanged. Their motivations are dramatically different, though. Today many of the most silly ones are simply in it for the money. Back in the mid-90's the people with rich fantasy life were all artists of the starving type. ;)

[ghaff]

San Francisco is an extreme case. But somewhat similar dynamics apply to a number of US cities. Up through the early 90s or so, companies were far more likely to be moving out of the city rather than moving in. Boston/Cambridge had very little tech (and what they had was mostly consulting) at that time. Everything was out at Route 128, 495, or even southern New Hampshire.

Furthermore, the majority of the people I knew weren't particularly interested in living in the city. Some of that was because it would have required a longer commute. But, in general, there wasn't even a particular preference among recent grads for living in town. Some did, but it wasn't the norm or even especially common in my experience. This is partly because, by and large, US cities were not as pleasant places at that time and this in turn led to less investment in transit, etc.

[henson]

Author here. This is fascinating to read! I (naively) assumed that things were better across the board prior to any of the tech booms. I lived in SF and commuted to San Mateo which was a non-trivial trip (coming from the tiny UK) and the BART/Caltrain combination was horrendous for different reasons (Caltrain was unreliable, BART was dirty). I did notice that a lot of the Caltrains were old Japanese trains from the 80s. Also, my rent here in London isn't that much different to my rent in SF, but I'm told I got very, very lucky there. Thanks for reading!

[dboreham]

I don't remember anything prior to the mid-70's but I have a distinct impression that cities everywhere in the western world were much dirtier and crime-ridden in the past (things began to improve around the 1980s, or Rudy Giuliani time).

[ghaff]

That's certainly true of the US in general. The standard narrative is that it was driven by "white flight," which in turn reduced investments in urban infrastructure, etc. Like many narratives, there's some truth in it but it doesn't really account for the fact that at least some Western European cities were also dirtier and more crime-ridden than today.

Giuliani was elected mayor in 1993, which did line up pretty well with New York getting cleaned up a lot. However, this was a more general trend even if it didn't apply everywhere (e.g. Detroit).