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Old 08-23-12, 12:25 AM
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TrojanHorse
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The easiest and cheapest thing to do is swap out your rear cassette. You don't mention which components you have nor what your budget is, but you can probably find a new 11 (or 12)-28 cassette (I know SRAM makes 'em) for $50 or so depending on which model you get.

Installing is a piece of cake if you have the cassette tool & a chain whip and worth doing yourself. You may need to adjust the B screw on your rear derailleur when adding a larger cassette. Check youtube or parktooks.com for how-to videos.

You can probably get to a 16 tooth spread between your two front chain rings without impacting shift performance too badly but really, what's the point of going from 53 to 55? If you're spinning out a 53/11 combo you probably just need to get more aero on those big descents.
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