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To¡¡join¡¡the¡¡organization£»¡¡Roosevelt¡¡had¡¡to¡¡be¡¡elected¡¡to¡¡the¡¡Twenty¡first¡¡District¡¡Republican¡¡Club£»¡¡for¡¡the¡¡politicians¡¡of¡¡those¡¡days¡¡kept¡¡their¡¡organization¡¡close£»¡¡not¡¡to¡¡say¡¡exclusive£»¡¡and¡¡in¡¡this¡¡way¡¡they¡¡secured¡¡the¡¡docility¡¡of¡¡their¡¡members¡£¡¡The¡¡Twenty¡¡first¡¡District¡¡Club¡¡met¡¡in¡¡Morton¡¡Hall£»¡¡a¡¡dingy£»¡¡barnlike¡¡room¡¡situated¡¡over¡¡a¡¡saloon£»¡¡and¡¡furnished¡¡severely¡¡with¡¡wooden¡¡benches£»¡¡many¡¡spittoons£»¡¡and¡¡a¡¡speaker's¡¡table¡¡decorated¡¡with¡¡a¡¡large¡¡pitcher¡¡for¡¡ice¡water¡£¡¡The¡¡regular¡¡meetings¡¡came¡¡once¡¡a¡¡month¡¡and¡¡Roosevelt¡¡attended¡¡them¡¡faithfully£»¡¡because¡¡he¡¡never¡¡did¡¡things¡¡by¡¡halves£»¡¡and¡¡having¡¡made¡¡up¡¡his¡¡mind¡¡to¡¡learn¡¡the¡¡mechanism¡¡of¡¡politics£»¡¡he¡¡would¡¡not¡¡neglect¡¡any¡¡detail¡£
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Jake¡¡Hess£»¡¡the¡¡Republican¡¡¡¨Boss¡¨¡¡of¡¡the¡¡Twenty¡first¡¡District£»¡¡evidently¡¡eyed¡¡Roosevelt¡¡with¡¡some¡¡suspicion£»¡¡for¡¡the¡¡newcomer¡¡belonged¡¡to¡¡a¡¡class¡¡which¡¡Jake¡¡did¡¡not¡¡desire¡¡to¡¡see¡¡largely¡¡represented¡¡in¡¡the¡¡business¡¡of¡¡¡¨practical¡¡politics£»¡¨¡¡and¡¡so¡¡he¡¡treated¡¡Roosevelt¡¡with¡¡a¡¡¡¨rather¡¡distant¡¡affability¡£¡¨¡¡The¡¡young¡¡man£»¡¡however£»¡¡got¡¡on¡¡well¡¡enough¡¡with¡¡the¡¡heelersthe¡¡immediate¡¡trusty¡¡followers¡¡of¡¡the¡¡Bossand¡¡with¡¡the¡¡ordinary¡¡members¡£¡¡They¡¡probably¡¡marveled¡¡to¡¡see¡¡him¡¡so¡¡unlike¡¡what¡¡they¡¡believed¡¡a¡¡youth¡¡of¡¡the¡¡¡¨kid¡glove¡¨¡¡and¡¡¡¨silkstocking¡¨¡¡set¡¡would¡¡be£»¡¡and¡¡they¡¡accepted¡¡him¡¡as¡¡a¡¡¡¨good¡¡fellow¡£¡¨
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Roosevelt¡¡sent¡¡the¡¡following¡¡laconic¡¡appeal¡¡to¡¡some¡¡of¡¡the¡¡voters¡¡of¡¡his¡¡district£º
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DEAR¡¡SIR£º
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and¡¡take¡¡much¡¡pleasure¡¡in¡¡testifying¡¡to¡¡our¡¡appreciation¡¡of¡¡his¡¡high¡¡character¡¡and¡¡standing¡¡in¡¡the¡¡community¡£¡¡He¡¡is¡¡conspicuous¡¡for¡¡his¡¡honesty¡¡and¡¡integrity£»¡¡and¡¡eminently¡¡qualified¡¡to¡¡represent¡¡the¡¡District¡¡in¡¡the¡¡Assembly¡£
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Just¡¡after¡¡the¡¡election¡¡Roosevelt¡¡wrote¡¡to¡¡his¡¡classmate£»¡¡Charles¡¡G¡£¡¡Washburn£º
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