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* ManOfWealthAndTaste: [[PlayingWithATrope Played with]]. Howard's suits may be eye-wateringly expensive and exquisitely tailored, but with their Hamlindogo Blue™ fabric and bold pinstripes they are a little on the loud side- and that's before he overaccessorizes them with his contrast collar shirts, cufflinks, knit ties, and collar pins. He's generally overdressed even by the standards of a white-shoe law firm[[note]]when working with less well-off clients it may even be inappropriate for a lawyer to wear such conspicuously expensive clothing- for example, a client who has shoplifted food they couldn't afford to buy may feel intimidated by such an outfit[[/note]]. He also drives a [[CoolCar classic Jaguar SJ8]] but the "[=NAMAST3=]" VanityLicencePlate isn't such a classy touch. Overall his tastes border a little on ConspicuousConsumption.

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* ManOfWealthAndTaste: [[PlayingWithATrope Played with]]. Howard's suits may be eye-wateringly expensive and exquisitely tailored, but with their Hamlindogo Blue™ fabric and bold pinstripes they are a little on the loud side- and that's before he overaccessorizes them with his contrast collar shirts, cufflinks, knit ties, and collar pins. He's generally overdressed even by the standards of a white-shoe law firm[[note]]when working with less well-off clients it may even be inappropriate for a lawyer to wear such conspicuously expensive clothing- for example, a client who has shoplifted food they couldn't afford to buy may feel intimidated by such an outfit[[/note]]. He also drives a [[CoolCar classic Jaguar SJ8]] XJ8]] but the "[=NAMAST3=]" VanityLicencePlate isn't such a classy touch. Overall his tastes border a little on ConspicuousConsumption.



* SitcomArchnemesis: Howard and Jimmy develop into this by the later seasons, at a point where Jimmy is heavily involved with incredibly dangerous criminals. After the whole disbarment attempt by Chuck is over and HHM is now run by Howard alone, he offers Jimmy a position at HMM. This draws Jimmy's ire, who starts to pull pranks on Howard such as wrecking his jaguar car with bowling balls and embarrassing him in front of his business partners.

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* SitcomArchnemesis: Howard and Jimmy develop into this by the later seasons, at a point where Jimmy is heavily involved with incredibly dangerous criminals. After the whole disbarment attempt by Chuck is over and HHM is now run by Howard alone, he offers Jimmy a position at HMM. This draws Jimmy's ire, who starts to pull pranks on Howard such as wrecking his jaguar car Jaguar XJ8 with bowling balls and embarrassing him in front of his business partners.
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*** Both Jimmy and Howard have a flair for eye-catching clothing, but while Jimmy is a FashionVictimVillain who prefers loud, tacky, and cheap-looking suits and ties, Howard is a SharpDressedMan prone to overdressing and ConspicuousConsumption.

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*** Both Jimmy and Howard have a flair for eye-catching clothing, but while Jimmy is a FashionVictimVillain [[invoked]]FashionVictimVillain who prefers loud, tacky, and cheap-looking suits and ties, Howard is a SharpDressedMan prone to overdressing and ConspicuousConsumption.
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--> '''Howard:''' I thought you did it for the money, but now it's so clear: ''screw'' the money, you did it for fun. You get off on it. Your like, Leopold and Loeb, two sociopaths!\\

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--> '''Howard:''' I thought you did it for the money, but now it's so clear: ''screw'' the money, you did it for fun. You get off on it. Your You're like, Leopold and Loeb, two sociopaths!\\



** In Seasons 2 to 3, he works with his partner Chuck to try to maintain Mesa Verde as a client, and helps Chuck try to disbar Jimmy when he actually commits a crime (breaking and entering and destruction of property). When Chuck turns on Howard and tries to force the buyout of his shares to bankrupt the firm, Howard chooses to go into debt to protect the firm and it's employees. Once Chuck is pushed out of HHM, Howard stops antagonizing Jimmy and Kim and tries to bury any hostilities, though both reject him.

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** In Seasons 2 to 3, he works with his partner Chuck to try to maintain Mesa Verde as a client, and helps Chuck try to disbar Jimmy when he actually commits a crime (breaking and entering and destruction of property). When Chuck turns on Howard and tries to force the buyout of his shares to bankrupt the firm, Howard chooses to go into debt to protect the firm and it's its employees. Once Chuck is pushed out of HHM, Howard stops antagonizing Jimmy and Kim and tries to bury any hostilities, though both reject him.

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