To work lockpicking you will need A LOT of lockpicks to start out with. I would say to get about 2k or so, if you have an aspiring tinkerer these will be very easy to come by. Next get at least 200 boxes/crates/chests made by a GM tinker carpentry skill does not matter (when a box is marked that means they have Gm carpentry not tinkering have them make you a keyring if it is marked with their name then use their boxes).
Now put 20 boxes in a bag with the keyring of all those boxes. Line them all up so you can easily unlock and relock them. Cycle through these over and over you will gain very rapidly at first but it will slow down majorly they higher you get in skill. Using these boxes you can get to 95.0 lockpicking.
Lockpicking is target based(because of the anti macro code) meaning that you cannot gain off of a box you have attempted to pick or have picked until you gain off another box first. Now this means you cannot cycle through these all day and expect to get to 95.0 in a day. Once you have picked all the chests without a gain you are over for the day, you wont gain anymore off those chests. So what do you do once you gains "dry up" you go around to dungeon and town chests.

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