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@jonlubi
I had a weirdly similar experience recently.
A few weeks ago went for a 65ish mile ride. After 35 or so my left ankle started hurting, and at the end of the ride it stiffened right up, I was limping and all. Seems to be a tendon running from above the ankle bone down under the arch, on the inside. A week off the bike and it started fading, but I couldn't stand the bus any longer so started riding again, and it's almost gone now - but still kind of there.
Never had this before, and the only cause I can think of is my cleat positioning. The week before this ride I moved the right one forward a little. I can only assume this put my legs at a slightly different angle and the stress was felt in my left ankle. I'm hoping so at least - sounds like a better prospect than achilles tendonitis.
Did you change your set up at all before this ride?