If you're applying to work with my team. A big Yes.

Seeing a developer use Windows is a big turn off, I can clearly see all the future dev environment problems I'd need to assist them with.

And if you understand linux permissions, the architecture, bash, common tools, etc. I can envision how you will make the dev experience better for everyone and contribute to fix any deployment issues. Unlike windows, you won't be introducing ovearching solutions to problems which can be solved with a simple bash script.

Not five years, but this year itself

Yes, RudderStack has all Segment fratures and a good replacement of the same. I never knew if Matomo has GTM functionality, I thought it is more like Google Analytics.