Rachel Cannon as Chloe | Then
After dating Charlie for a little while, Chloe ended up getting dumped for being way too clingy. It was only up until Chloe fell for Charlie’s handyman, that he starts decided to win her back. Out of jealousy, he makes the effort of showing up to the handyman’s house all dressed up in trendy clothes.
In the end, though, he fires Fernando and lets him stay with Chloe.
Paget Brewster as Jamie Eckleberry | Then
Growing up, Alan and Charlie always knew Jamie Eckleberry as the chubby and unattractive kid whom they harshly nicknamed, “Eckleberry hound”. The two obviously become shocked when they see that Jamie grew up to be absolutely gorgeous.
They end up trying to hit on her but she rejects both of them. She definitely gave them a taste of their own medicine!
Pagent Brewster as Jamie Eckleberry | Now
Though this was after her appearance on the show, Pagent Brewster was actually first recognized for her role as Kathy on the popular sitcom, Friends. She then made her career breakthrough as Special Agent Emily Prentiss on the CBS crime drama Criminal Minds, appearing regularly from 2006 to 2012.
Though she’s appeared mostly on television shows, her most recent work was done for a horror film, The Witch Files.
Rachel Cannon as Chloe | Now
We’re pretty sure some of you may recognize Rachel Cannon’s face. After the show, the American actress became widely known for her roles on Mad Men, The Big Bang Theory, and Fresh Off The Boat!
Though she’s moved on to much bigger roles than those of her past, we’re hoping to see her get cast for a leading role in the near future.
Sara Rue as Naomi | Then
Naomi is Berta’s daughter who her mother describes as “a little angel who swooped down from Heaven and landed on a married rich man’s penis”. Such harsh words stem from the fact that Naomi ended up getting pregnant and losing her job, forcing her to move in with her mother for the financial and emotional support. She is introduced to the Harper brothers and develops a crush on Alan whom she, later on, conceals from her mother.
Berta eventually discovers that the two have been dating but surprisingly approves of it. Unfortunately, Naomi leaves Alan when her child’s father returns.