My jewelry regrets have to do with the people, the jewelers.
The woman who designed my engagement ring who had tiny hands and decided the stone size (we had a colored diamond request which was very hard to fill at the time) should be no bigger than a carat, when I have giant hands and needed double that. But again, couldn't go anywhere else for the setting.
The jealous jeweler who would not sell me a larger HoF diamond when I was flush with cash, but loved the setting that only their store made.
The [BLEEP] jeweler who sold that unfortunate smaller HoF diamond years later and skimmed $1000 off the check he wrote to me, which he gave me the day he was closing his shop, so I had little recourse.
It's the people. The weird, jealous, unethical jewelers that I have had the misfortune to cross paths with.
Those interactions and memories are embedded into the pieces, and that is a shame.