Dee Reynolds
Dee Reynolds always wanted to be an actress, which is perhaps one of the many reasons why she's such a poor waitress and unskilled bartender. The It's Always Sunny in Philadelphia character has been working at Paddy's Pub for years, but she can't even make simple drinks like a mojito. Dee is often rude to customers and has admitted to "double-dropping," a practice that involves intentionally using the same check for two tables and pocketing the difference.
Gavin Belson
Once the Chief Innovation Officer at Hooli, Gavin Belson was the main antagonist on Silicon Valley. Gavin was ruthless, cruel, selfish, and apathetic; he would stop at nothing to put his company on top, but his attempts to take down Pied Piper always ended up backfiring. His fall from grace was so spectacular that Gavin eventually leaves the tech world to become a romance author for old ladies.