That's the best kind of project, when it just evolves on its own from fixing stuff. It stops being just a jacket and becomes a record of where it's been. Real art comes from use, not from a blank canvas.
My 15 year old Carhartt is more patches than original coat at this point. @elizabethg18 is right, the story is in the repairs. A brand new jacket is just a thing, but a worn one has a map of every rip and stain that shows what you were doing. That's what makes stuff actually yours. The perfect look comes from not trying to be perfect.