▁ ▁Play ed ▁by : ▁Michael ▁Leg ge ▁( Series ▁ 4 – 6 ) ▁ ▁Tom ▁O ' Le ary ▁( born ▁ 1 9 8 1 ) ▁is ▁one ▁of ▁Ch ats worth ▁Est ate ' s ▁polic emen . ▁He ▁was ▁introduced ▁in ▁series ▁ 4 . ▁Although ▁a ▁minor ▁background ▁character ▁for ▁much ▁of ▁his ▁appearance ▁on ▁the ▁series , ▁he ▁rose ▁to ▁prom in ence ▁by ▁briefly ▁becoming ▁the ▁boy friend ▁of ▁Deb bie ▁Gall ag her ▁( R eb e cca ▁Ryan ). ▁Tom ▁appeared ▁in ▁ 2 5 ▁episodes ▁overall . ▁ ▁Car rie ▁Rog ers ▁Play ed ▁by : ▁Am anda ▁Ryan ▁( Series ▁ 4 – 6 ) ▁ ▁Car rie ▁Rog ers ▁( real ▁name ▁Wend y ) ▁is ▁one ▁of ▁Ch ats worth ▁Est ates ▁police ▁officers , ▁she ▁is ▁known ▁to ▁be ▁more ▁ag gress ive ▁than ▁most ▁of ▁the ▁c ops ▁in ▁Ch ats worth , ▁views ▁the ▁residents ▁as ▁cro oks ▁and ▁will ▁instantly ▁use ▁br ute ▁force ▁to ▁get ▁answers , ▁and ▁when ▁she ▁gets ▁herself ▁into ▁trouble ▁tries ▁to ▁s edu ce ▁anyone ▁who ▁might ▁report ▁her , ▁as ▁the ▁series ▁continues ▁it ' s ▁shown ▁that ▁she ▁is ▁a ▁cro oked ▁cop ▁working ▁for ▁P addy ▁Mag u ire ▁( Se an ▁G ilder ) ▁to ▁clear ▁her ▁deb t ▁by ▁doing ▁fav ors ▁for ▁him ▁within ▁the ▁force , ▁she ▁leaves ▁Ch ats worth ▁in ▁season ▁ 6 ▁after ▁receiving ▁a ▁promotion , ▁not ▁before