All Of The Actors You Forgot Were In “You’ve Got Mail”

You remember You’ve Got Mail, right? The classic 1998 film starring our favorites Meg Ryan and Tom Hanks. It’s extremely reminiscent of Catfish. A man and a woman meet in an online chat room, strike up a friendship, and it eventually turns into more – all without knowing (at least, at first) that they know each other and are business competitors. It’s an adorable romantic comedy. You can’t possibly forget the moment when Tom Hanks met her in Riverside Park and Meg Ryan said, “I wanted it to be you.” But do you remember the gold mine of actors playing their friends, co-workers, and family?

Dave Chappelle

Dave ChappelleWarner Bros. Pictures via Everett Collection

Yeah, I’m talking about that Dave Chappelle. He’s Joe Fox’s (Tom Hanks) friend, Kevin Jackson, in the movie. If you forgot about him completely (since this character is nothing like his wacky characters on The Chappelle Show), try to remember when checked out Meg Ryan’s in the café for Joe, saying, “Well… if you don’t like Kathleen Kelly, I can tell you right now… you ain’t gonna like this girl.”

Steve Zahn

Steve Zahn, You've Got MailWarner Bros. Pictures via Everett Collection

Yup, this Dallas Buyer’s Club star had a co-starring role back in 1998, featuring some awesome long, golden hair. In the movie, he is George, Kathleen’s co-worker at The Shop Around The Corner. He’s the one who suggests that Mr. NY152 is the “Rooftop Killer” and that is why he couldn’t make their date, because he was obviously in jail.

Heather Burns

Heather Burns, You've Got MailWarner Bros. Pictures via Everett Collection

You probably didn’t even recognize her, but Burns is also Miss Rhode Island from Miss Congeniality. In You’ve Got Mail, Burns has much darker hair and a less bubbly personality, as Kathleen’s friend, Christina, who reminds us of the time Kathleen thought her then-boyfriend, Frank, was The Unabomber.

Sara Ramirez

Sara Ramirez, You've Got MailWarner Bros. Pictures

This Grey’s Anatomy star doesn’t have a starring, or even co-starring, role in this movie. She’s on screen for less than 2 minutes, but to jog you’re memory, she’s the cashier at the cash-only line at Zabar’s who won’t let Kathleen use her credit card (because, duh).

Cara Seymour

Cara Seymour, You've Got MailWarner Bros. Pictures

Right now, you can catch her as Sister Harriet on The Knick but remember when she was kind of creepy as Gillian Quinn, the woman engaged to Joe’s dad, but actually winds up running off with the female nanny? She made us all slightly uncomfortable when she tried hitting on Joe.

Greg Kinnear

Greg Kinnear, You've Got MailWarner Bros. Pictures via Everett Collection

Everyone knows Greg Kinnear, he’s on TV in Rake and you can’t forget him in Little Miss Sunshine. But do you remember his slightly obnoxious character Frank Navasky? Every time he spoke, you couldn’t believe there was a person who believed their own bullshit so well, but Frank did. Re-watching You’ve Got Mail, you can totally understand why Kathleen never falls in love with Frank.

Parker Posey

Parker Posey, You've Got MailWarner Bros. Pictures via Everett Collection

She was Party Girl and Kitty Kowalski in Superman Returns, so it was probably easy to forget when she was Patricia Eden, Joe Fox’s kind of terrible girlfriend. She’s abrasive and rude, only concerned about herself. Like when she and Joe are trapped in an elevator, she’s carrying on about something in purse while everyone is making plans to do something with their lives once they’re out of the elevator.

Jean Stapleton

Jean Stapleton, You've Got MailWarner Bros. Pictures via Everett Collection

The world loves and remembers her as Edith Bunker on All In The Family, but we’ve still got love for her as Birdie Conrad. She was like a mother to Kathleen after her own mother passed away. She was a sweet, lovable character that made you wish she was your mom or grandma and would make you little sandwiches and tea when you were having a life crisis.