For me, it's not so much "what does Ubuntu have that Debian doesn't" and more that "just use Ubuntu" has only bitten me twice.

It's 2009 or so and I want to try Linux. "Just try Ubuntu" they say, and I have a good time. I see that many "How to use X on Linux" guides, or FOSS software, often build for only Debian, and sometimes only Ubuntu. This is fine until snaps give me huge problems in 2018, and so I completely stop using Ubuntu desktop.

Now in 2026, I manage three servers (two on Ubuntu), one Raspberry Pi (on Ubuntu), and two Linux desktop installations. I stopped using Ubuntu desktop in 2018 but snaps are less problematic for my server workflows, so now I have three Ubuntu server installs. On my desktops and my one non-Ubuntu server, I find myself sometimes missing Ubuntuland. (These aren't Debian though, so I might just be missing Debianland.)

"Just use Ubuntu" is now something that has bitten me in using servers. Two bites in 17 years is a fantastic track record. But this slow response to a CVE fix has me looking at Debian, and this has shaken my faith in canonical. "Do they pull in upstream security fixes quickly" is one of my first questions for any FOSS I use.

But my servers aren't Nix or IaC or whatever, and so... Taking them down and putting them up would take a lot of time and risk, which are two things I'm not so willing to spend. Maybe it's 10 minutes, or maybe there's a bandaid fix I have from 2023 that I forgot about and would need an hour to re-derive. So, I find myself taking the security gamble instead.