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> Ubuntu friendly application that’s one step up from MS Paint

mtPaint -- For Windows and Linux, and very stable. (https://en.wikipedia.org/wiki/MtPaint)

If you're actually using Windows (you mention MS paint), there's built-in functionality to doodle on screenshots. It's built on the same tech as e.g. onenote so it's surprisingly good. Just press win+shift+s. For an existing photo/screenshot, just open it with the default image viewer and click modify.

And the "pro-tip", if I may: when you take a screenshot, it gets copied in your clipboard. Try pasting it somewhere. It works in an astouding number of places.

As mentioned below, there's Krita, which is very drawing oriented. Maybe also Xournal++ - I use it for drawing on/annotating documents on video calls.

Try flameshot. It’s a screenshot tool that has a builtin mini editor with arrows, lines, drawing, etc. very basic but still useful for marking up a screenshot.

KolourPaint is a better alternative to MS Paint with pretty much the same UI.

You might try Krita.

I've been pretty happy with pinta for that sort of thing