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Anecdotaly I need to move boxes and arrows around to solve my complicated problems, so pen and paper doesn't cut it either.

I used to do it in sequencing programs like PlantUML, but moved to draw.io -> figjam afterwards, with mouse and keyboard and stylus.

What you're used to and what features you need will heavily influenced the process I guess.

Yeah, I draw a lot of boxes, redraw too :)

I've tried various tools, but nothing comes close to the same freedom.

	▲	makeitdouble a day ago \| parent [-]
		That's actually the lack of freedom that killed it for me. Drawing a diagram, it frustrated me to no end to come at the bottom corner of the page and need to either redraw it all on some bigger canvas, or try patch a sheet to extend it, or continue on another page while looking back at the previous one. Same for the max length of a single line. In figjam or miro the canvas just expands infinitely, it's near A3 size yet I never run out of paper, never run out of color ink, never run out of post'its etc. It's slower, but I never have to think about the material side of things, which is incredibly freeing to me. To each their own of course, at this point I think the options are just a lot more balanced than 5 or 10 years ago.