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Mikko's sleep strategy is to struggle two nights with short not that great sleep and then a hotel for the third night. And then repeat.
I mostly sleep outdoors with a regular rhythm. I had a half sleepingbag and down jacket but no bivy. I had rain trousers and waterproof shoecovers which many probably didn't. A long sleeve merino baselayer instead of armwarmers, as I've had before. Rather personal choices indeed.
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I prefer to sleep every night, even if it is only short. I went back to 'mostly hotels' for TCR after having bad saddle issues again in Transpyrenees. The combo of two pairs of saddle tweak, knicks, hotels w/ showers/aircon worked to keep me comparatively pain free in that area for longer. I only had my summer bivvy so was restricted a bit with where and when I could bivvy whereas for TransPyr I had my Alpine bivvy, half bag and down jacket if I needed it.
Once again I decided not to take any longs and probably got away with it except for when I bailed into hotel in St Moritz because it was down to 2-3C and I didn't want to ride into sunrise to meet my goal of getting to Italy. I do carry waterproof shorts but I'm thinking a pair of waterproof longs might be a better addition - which waterproof trousers do you use? Are they good for cycling in?
I've used LS merino base layers for TABR where it's below zero in the mountains but I don't really like them because they're bulky and a faff to get on and off. Prefer short sleeves with full zips if possible. I did wear a very thin undershirt for the whole race, same as TransP, but really could've done with taking it off. It was mostly to stop sunburn because my jersey is so thin.
He carries things like a camera stand and I'd die if I used his sleep setup.
After some basics, it's totally personal what to carry and the only way to find out what works is to pack a bike and test some stuff. Reading enough kit lists beforehand can save you some money on wasted kit purchases but it's hard to know what you can get away with/without until you try. Conditions and terrain also dictate clothing and sleeping selections. My setup has changed every race.