Jeremy Knight

yeah i tried that first, he says bring the tin pickaxe. Then i get the pickaxe and select the same dialogue, i had that pickaxe in the screenshot in my inventory (then tried it in my hotbar, then my hand) clicking the dialogue but he still said to bring the pickaxe. The dialogue only changed after i sold that pickaxe and spawned in another. I should of recorded it but ah well. Also thanks for the welcome

Yeah, having the same issue here. I made a backup before doing it, tried opening dialogue then selling and no dice. Workaround I had to do was sell the tin bronze pickaxe I made, close the dialogue, spawn another using /gamemode 2 and then /gamemode 1 again, then the dialogue option came up when i talked to him next. I do have mods installed so not sure if a mod is doing this.