Had the exact same thing happen with a job for a food truck client, sent 255, 140, 0 and it came back looking like wet cardboard. The sad truth is most of those bright oranges just dont exist in CMYK, the closest you can get is around FFA500 but even that shifts once ink hits paper. What helped me was picking from a Pantone bridge book first, then building the file in CMYK so there are no surprises when it prints.

kind of messed me up" is fair, my own logo looks like a confused pancake either way.

Did your friend run into that Safari bug where fit-content on a block element just gets ignored? Mine did, on some older iOS version, the header stayed full width and looked fine at first so he shipped it, then got a nice little bug report a week later. Turned out adding `display: table` or wrapping the thing fixed it, which kinda kills the whole two line flex win. I still use fit-content for simple cases but I keep flex in my back pocket when the target browser list is sketchy. Safari has gotten better about it in newer versions but if you have to support older phones it can bite you.