Standing by for Dismal’s post lamenting the invention of the derailleur...
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Sometimes (actually often as I grow older) I don't want to peddle that hard and I sacrifice speed. An example was yesterday in the heat returning from a century on the W&OD to Clarks Gap and then to Waterford. I don't want the bike to tell me what gear I should be in.
No. But you can set it up that it will change the front or rear derailleur into the most optimal gear for your speed/effort based on gear inches and all that techie stuff. There are lots of ways you can set it up to change gears. I just do the normal up/down front/rear but there are other options.
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I don't think regular Di2 can do this truly automatically. Apparently STEPS+Di2 can be fully automatic, since it has a built-in torque and cadence sensor that can talk to a Di2 RD, but that's only for ebikes. At least with my current setup, the only "automatic" thing is that when I'm on my big ring, and downshift from my second-lowest to lowest cog, the big ring automatically shifts to the small ring and the cassette automatically shifts back up to the 3rd lowest cog (this is fully customizable). So in practice, I never use my left/big ring shifter, since all the big/little ring changes are handled automatically based on the cog I select with the right shifter. But I still have to manually shift the rear in order to trigger an automatic front shift.
This seems a bit dangerous to me given the amount of the ratio change that occurs, especially if this occurs during an out-of-the-saddle climb. I do not ride Di2, but I do have Campy EPS. It does not shift to another gear automatically, but it does detect chain rub and automatically trim the FD to eliminate it.
Not sure what you mean. This type of shift is a common, rider-initiated shift that could be done with our without Di2 (a front downshift quickly followed by a rear upshift), that overall minimizes the ratio change and avoids cross-chaining. Di2 just does it faster and without having to press the button for the front shift if you set it up that way. Not sure why anyone would do such a shift while out of the saddle though, regardless of their drivetrain.