Oh, Tiff.

I can empathize.
I have plantar fasciitis in both feet, ACL repair in 1 knee, chondromalacia in the other, migraines, and low back/neck issues, any of which could flare up at a moment's notice. I have noticed that all of it has improved with losing weight - knees felt better at 25 pounds down, back/neck don't hurt as bad when they do bother me, haven't had a PF flare or a migraine in almost a year.
Have you considered cooking with or supplementing with ginger and/or turmeric? They're both natural anti inflammatories. Ginger especially helps me a lot with my migraines - I eat a few slices of crystallized ginger or make strong ginger herbal tea when I feel one coming on. I think there's a whole anti-inflammatory diet out there, too - might be worth investigating.
I HATED my orthotics, too. I'm now at a point where I can get by with wearing Birkenstocks, Danskos, or my running sneakers. I've learned that arch support is what I really need. Is there a different type of shoe you could wear that would let you ditch the orthotics? Or maybe orthotics made of a different material? Maybe even get fitted for serious sneakers at a running store?
Hang in there - reducing the weight on your joints will help, but never as fast as we want it to.
Keep up the good work!
