I've had fitful sleep as far as I can remember. I wake up (and remember it) probably 4-5 times a night and I've been told I toss and turn all the time. I find if I take a calmant or a substance I can sleep through the night.
I have chronic inflammation includes Achilles' pain just as you describe. I'm in my lower 40's. I'm also a weightlifter and I do calisthenics - both of these activities 4-5 times a week. Oh, but I sit in front of a PC 12+ hours a day!