Earlier quoted context omitted.
I've done a ton of writing and system description. I've got kit in Illustrator, I've bought tools on the mac like Scrivener[0] and Scrapple for writing fiction and technical documentation. I can really move with Omnigraffle. I've bridged that gap with writing my own tools in Python with JS web display layers. I am a competent developer in a few languages and I have known about emacs and org-mode for going on a decade…
I'm a huge emacs fan but this seems silly. You're comment makes it sound like you're struggling with emacs - don't, just use whatever you're comfortable and productive with.
My job has shifted towards ops and managing kubernetes clusters at scale. Since I'm refiguring everything I used to do this year, I figure I might as well try things I always meant to that have been around forever and seem to do it just fine without buying into commercial tools (that largely aren't available for my platform anyway).
Because of my work focus on virtualization, my primary machine is starting to be a mini cluster and I have a 5 node rack adjacent. Being portable between all these environments is becoming an asset very quickly.
Maybe it's silly, but I'm not moving around comfortably in almost anything like I was. World's my oyster I guess.