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Not sure if my Bass Microsynth has seniority, but I think my Fulltone Bass Drive should get honorable mention, since I keep trying to find newer and better overdrives to replace it with (including one arriving today) and none seem to beat it for my needs.
BTW: checked out your link - your band sounds pretty tight.
I think for me that would be the TC Electronics Chorus+. This model remained on my board for about 12 years before I replaced it with an Anolog Man. The second longest would barely hit the 3 year mark so hardly worth mentioning (yet).
BTW - tuners don't count.
Boss Metal Zone because no one will buy it from me. To be fair, it's great for guitar.