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If you go nutty and try a 36 rear cog, then your derailleur hanger my not be low enough and the rear derailleur will not fit underneath the 36 cog. So that will not work.
I add that changing components to get below 20 gear inches can be much more challenging than being satisfied with a 20 inch low.
BTW I am a 50 year old greatgrandfather.
I'm on a medtonic pump with Novalog. My normal pattern with a long ride is to bolus covering my meal, then after an hour of riding, turn the pump off. I do not use a CGM because of constant false readings when riding. CGMs don't work well with exercise -- interstitial levels don't match well with blood glucose when levels are changing rapidly. I have learned to check manually frequently and I have pretty good awareness. I know this is important and dangerous so I pay attention.
I have been cycling a lot, 550 mile trips, over 1700 miles this year. I will also be supported most of the time (daughter, wife). I will have to self-support for a bit.
My experience is that riding every day reduces insulin needs, but can increase frequency of changing infusion sites. Carrying lots of cliff bars and fig newtons to deal with hypoglycemia has been effective.
Resupplying insulin should be possible. My endocrinologist will give me written prescriptions to carry and even if I can't get Medicare to cover it, I'll just pay for it.
I have never done anything like this before, so want as much information as possible. I have the ACA maps and support (my daughter) for the the first 3 weeks. Being almost 70, artificial hip and type 1 diabetic,
Interesting, I've never heard of well-fitting shoes reducing foot sweating.
If I may interject a question, how do you stand staying in one pair of shoes all day?
If I didn't care if the shoes I were using had cleat attachments, I'd have a world of shoes to choose from. But since I DID want to put cleats on them (without using some kind of jury-rigged third-party gadget)