This is very personal, I think. I switch DAWs daily... sort of.
I have Logic in my personal composing/whatever studio, yes, it took me some months to be up to speed after being full time on Sonar and relatively new to Mac, but it's all good now. I was making music from day one.
I still use Sonar in a remote studio share
I also use Ableton Live when I feel like it - and for Live work of course.
I have to use Nuendo at this post/versioning place that I work and also feel utterly at home in Cubase. I don't really like either, however.
I stunt jobs in Pro Tools all the time - but hate using the software.
I have done a couple of projects with StudioOne
I have done a lot of tracking and editing in Sequoia.
I have a couple of iPad DAWS that I use frequently, including Garageband.
I sometimes stunt work in Digital Performer
I dabble in Reaper when at a few friends' place
I use Vegas
I use Final Cut Pro
What takes time the first time I use a new DAW is to get everything into muscle memory, but there's never been any showstopers. A confused moment here and there, sure, but nothing worth mentioning or remembering. I can always mix and edit to mine and the client's (if apliccable) expectations, needs and demands. The same goes for the rare occasion I do live mixing as well. I use my ears. The gear takes second place.
I currently prefer creating music in Logic, but I miss do Sonar for this. I couldn't stand Windows anymore so I switched. But we kept the old PC in the shared space, where we have 4 or 5 DAWs installed. We use whatever when we are there.
I have a colleague, however, an elderly guy. Give him anything else than Nuendo and he is completely lost nomatter how hard he tries. I think it's because of custom key commands. He struggle with inserting a new track in Pro Tools even when you are there with him and talking him through it.
People are just different. My approach is that transport is basically the same and an audio track is an audio track. And EQ is EQ. And insert is an insert. Figure it out once and you can use it all forever. I do respect that not everyone think like this and that is fine.
But I can't agree 100% with what he says in that video