"to die with your boots on" means that someone died in the middle of a fight or generally in the middle of a work-process.
It originates from the late 19th century, it was used to describe that a soldier died during battle.

"Die With Your Boots On" is also an Iron Maiden song about the same topic.
Person 1: Will you ever stop this madness? You need a brake from work!

Person 2: Only one more year...

Person 1: Oh you're totally gonna die with your boots on!
by PatrikRocker October 10, 2017
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