It’s one of D&D’s most persistent problems: Characters become more powerful, but most of the objects accompanying them do not. A sword might carry years of history, embody a relationship with a mentor, or represent a defining victory. Eventually, however, its wielder finds something with a larger bonus and better abilities. Sentiment gets shoved into the backpack.
That’s not a DnD problem, that’s a writer problem
The latest D&D book, [Arcana Unleashed], offers an official solution. A new Evolving Magic Item system allows equipment to increase in rarity and unlock additional features as its wielder reaches important milestones, potentially transforming an uncommon, generic magic item into a legendary relic.
Yeup. My DM did this 10 years ago