I don't think it's Stockholm Syndrome, rather it's a classic case of sunken cost fallacy. For me at least, that's what it was. I had invested so much time in Ableton (~14 years) and didn't feel like starting from scratch with another DAW. And let's be real, no one likes that kind of friction.

It had to get worse to finally break the inertia and also make me realize that it's only going downhill.