I remember the transition as it was epic!
MacOS 10 was unusable in the graphic design/publishing world, 10.1 was the starting point for the adventurous and 10.2 was when I started shifting clients across.
There was so much hesitation as the industry in Australia was 95% QuarkXpress which was Mac OS 9.
In fact, I did a deal with Apple Australia and they loaned me a specced-up G4 and CRT Studio display and for the next year I was loaning this setup to clients with versions of all the apps and showing the new workflows.
The only reason this came about is in a previously life I did tech support for QuarkXpress and other publishing/prepress tools and worked alongside some who ended up at Apple running marketing.
This was around the Quark4 and Indesign2 era when Quark royally shot themselves in the foot by actively promoting Windows instead of Apple and taking FOREVER to release a native version of QuarkXpress.
I remember specifically this time. I actually did a few projects with a pre-released version of Indesign while waiting for Quark to come around to OS X. And while it wasn't a 100% stand in for Xpress, it was "good enough" and I decided I would just grow with the Adobe suite on OS X instead of being held back on OS 9. I did get burned a little bit because the documents created with the pre-release of Indesign were not compatible with the released version, but that was a minor set back for my freedom. Quark never got another dollar from me.