[kleer001]

Open Frequent Files (in addition to Open Recent Files). Seems easy enough to me.

GUI file browsing details that influence the width of their column. Too often I find long names truncated and have to adjust the width myself when there's obviously lots of white space in other columns. Maybe a bit too OS for your question.

[CyberDildonics]

If you use Everything on windows you can sort by run count to list the most run files at the top, which is an approximation of what you want.

[kleer001]

I was thinking more integrated into any particular program. Also, I'm on Linux mostly. But yea, that looks cool