I've considered trying clipless again, but I find lately I intentionally position my foot differently when climbing. I have a nasty habit of "ankling", resulting in pain in my left Achilles tendon, and when pedaling hard I tend to point my toes downward, which only makes this worse. I can mentally overcome this habit when cruising along at an easy or moderate pace, but when I'm going hard I can't seem to maintain the same pedal stroke. So on long climbs I'll place my foot so that the pedal is closer to the arch of my foot. And yet, there are times when I think I'd prefer to be clipped in (and might benefit from it).

Of note: This pain in my ankle makes it next to impossible for me to ride much over 40 miles, which means, unless I can figure out a solution, I can't do any rides of longer distances.