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Yeah, I might move the high limit screw a bit closer to the chain. Unfortunately this Cannondale frame is from 2012, so it came with 6700 generation or later - the cable stops aren't tapped to have inline adjusters. Inline adjusters were amazing on my last frame! Will have to take it for a spin and do some aggressive shifting/cross chaining to see if it jumps off again.
The trim adjusters on 6600 are inline and (for the the front) also with the lever. You don't need a screwdriver, you don't even need to stop :-)