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They make 20-22 tooth cogs to accommodate a decent sized chainring as long as the frame will allow it... More teeth equals less wear and tear or at least that is what logic would suggest. Regarding slamming the stem: fit is better and translates into more comfort that's all that matters at the end of the day
I shouldn’t even be looking at huge rings with all the hills around me. I did do myself a favor and unslammed my stem and level my handlebar.