Claire Keesey turned to be far worse than Krista Coughlin, or the rest.
Here's why:
Unlike Claire Keesey, Krista Coughlin (Jem's drugged-addicted, drunken sister) had grown up and lived under the shadow(s) of Doug MacRay (Krista's ex-boyfriend, who only exploited her for casual sexual relations.) and Jem, both of who, like many other men in town, exploited and abused her for their own purposes. Her young daughter, Shyne, who was caught up in her mother's sordid lifestyle of drugs/alcohol addiction, muling for Fergie, and prostitution, was innocent, and one of the few individuals to be sympathized with in this film. One may not like or approve of Krista's sordid lifestyle, but Krista, was merely playing the cards that were dealt to her, and going by what she'd always known.
Claire Keesey, on the other hand, was a neatly dressed, educated and relatively attractive-looking woman, with a job that more than likely earned her a decent salary; as a bank manager. The fact that her bank was robbed wasn't her fault, but the fact that she made the lousiest choices after her bank was robbed (i. e. accepting a date with a stranger she'd met in some laundromat, who, indeed, did turn out to be the de-facto leader of the masked, thuggish gunmen who'd indeed robbed her bank, refusing to sever any contact(s) with Doug MacRay even after Claire learned who he really and truly was, accepting an expensive Tiffany necklace from Doug, which he undoubtedly purchased for Claire with dirty, blood-stained money, lying to the Feds about what she'd seen in the bank during the robbery--Jem's fighting Irish tattoo, and, more to the point, being really evasive and nasty towards FBI Agt. Frawley after he'd found out about her relationship with Doug, and, more to the point, in the end, helped Doug get away and become a fugitive by pretending to work with FBI Agt. Frawley and the Feds by having them over to her house on the pretense that Doug would come over, and then giving Doug the "sunny days" tip-off right when he was about to be nabbed by the Feds.) indicates that Claire knew exactly what she was doing the whole time after her bank was robbed, which was inexcusable and unacceptable.
Claire, imho, was not the confused, upset and addled person that she appeared to be, as her subversion of the law by pretending to work with the cops, thus helping to enable Doug to become a fugitive from justice before the law indicated. Claire is a willfully ignorant, sleazy, slimy, underhanded little bitch who really shouldn't have gotten away with what she did.. at all. Imho, she deserved to get into trouble just as much as Doug MacRay deserved to go to jail--a lot. Had her lawyer not been so corrupt, he would've pointed out to her that what she did was completely wrong, and in violation of the law, and that helping to enable a known criminal who'd committed a whole string of violent crimes (i. e. grand theft, aggravated assault, and murder) escape justice before the law and become a fugitive could result in her being criminally prosecuted, or at least put on a long probation, for helping enable Doug to escape, and for receiving stolen goods (i. e. Doug's bloodstained stolen loot money, which, btw, Claire had absolutely no business whatsoever spending on the renovation of the C-Town ice hockey rink.).
Another really disgusting aspect of Claire's actions and behaviors is the fact that, unlike Krista, she's educated, she'd been making a decent salary at her job, she owned or rented an expensive Charlestown condominium, and she's clearly a person who knew better, but chose to do what she did, anyway.
Doug MacRay, on the one hand, deserves to go to prison. Claire, on the other hand, deserves to be criminally prosecuted herself, or at least put on some sort of probation, which, if she violated in any way, whether it be by making any kind of contact with Doug and/or accepting any more gifts from him, would get her criminally prosecuted. That's where Claire should've ended up. She knew she was risking her whole future by circumventing and subverting the law, and I'd like to believe that she'd someday pay for it by having her future ruined in some way or other.