Lucifer Morningstar - Lucifer
Lucifer isn't your typical rich guy. Although he owns a fancy car, a popular nightclub, and can do whatever he wants when he wants, over the seasons he's become more concerned about trying to understand his relationship with humans. He's shown us that the devil has a lot more depth than just punishing the guilty, and perhaps we humans have misunderstood him as much as he's misunderstood all of us.
Tyrion Lannister - Game of Thrones
There are plenty of characters to admire on Game of Thrones, but Tyrion Lannister is one of our favorites. He's complex and layered and always keeps us guessing. Even when he was doing nothing but drinking and whoring and feeling sorry for himself, he still managed to do positive things for the common good.
James March - American Horror Story: Hotel
James March isn't a good rich guy in any sense of the word -- unless you count the fact that he's allowed his hotel to become a haven for murderous ghosts and monsters (someone has to have a soft spot in his heart for them!) Still, he's so out of his mind that we wish the entire series would have just focused on March and his crazy history and adventures.
Pope Cody - Animal Kingdom
Pope Cody has spent his entire life stealing from others to accumulate his wealth, and he's also done some other pretty bad things (like murder) along the way. Still, it's hard not to feel sorry for him and his predicament considering it was his mother, Smurf, who is the one responsible for making him that way and who continues to use her powers of manipulation to mess up his mind. Pope has managed to elicit all sorts of feels from us as he shows his different sides from weirdo son to compassionate uncle.
Karen Walker - Will & Grace
Karen Walker is as rich as they come, both money wise and character wise. She's arrogant and mean and can't control her mouth, but it's those very attributes that make her so entertaining. Imagine how boring TV would be if we didn't have characters like Karen Walker to make us laugh.
Prince Philip - The Crown
Even in real life, Prince Philip is one of our favorite members of the Royal Family, and Matt Smith's portrayal of Queen Elizabeth's dashing husband is deliciously rich. He's a man who does what he wants, when and how he wants, and he makes no excuses or apologies for it. Yet, he deeply loves and respects his wife because, in the end, that is all that truly matters.