Michelle Trachtenberg Made a Touching Post to Her Boyfriend a Week Before Her Death—Take a Look at Her Dating History

Jay Cohen (2020 – 2025)

Michelle Trachtenberg was in a relationship with her talent agent Jay Cohen before her death. The actress signed with Gersh in 2014. She pranked the internet with engagement rumors by posing with a ring on that finger in 2020, even her co-stars Tia Mowry and Sarah Michelle Gellar were surprised. Sarah Michelle Gellar commented on the photo, “My baby.” Michelle wrote back, “April fools day? ❤️.”

A week before her death, she posted a photo dedicated to Jay Cohen. She captioned the post, “Happy Valentine’s Day to the man who sits still long enough for me to paint his face. 🖤💚🩶 💋”

Kid Cudi (2014)

Michelle Tractenberg and Kid Cudi fueled dating rumors after the two were seen leaving Chateau Marmont together in 2014, according to Perez Hilton.

Josh Groban (2010)

Michelle Trachtenberg seemingly dated musician Josh Groban in 2010. The two were seen leaving dinner together and the two remained on good terms. In January 2014, Trachtenberg praised the singer on Twitter (now X), “@joshgroban is gone with the wind fabulous @Andy #WWHL,” to which Groban replied, “@RealMichelleT @Andy takes one to know one! ;)”

Jason Segel (2009)

How I Met Your Mother star Jason Segel briefly dated Michelle Trachtenberg in 2009.

Scott Sanford (2008 – 2010)

Michelle Trachtenberg reportedly dated Scott Sanford from 2008 to 2010. They were photographed at the Diane Von Furstenberg NYFW show in 2009.

Joshua Radin (2008)

Michelle Trachtenberg dated actor Joshua Radin in 2008. The two met because they had the same circle of friends. A source told Ok! Magazine at the time, “It’s not serious between him and Michelle just yet, but he thinks she’s a cool girl.”

Jason Lewis (2007)

Michelle Trachtenberg dated Jason Lewis in 2007. The two were first spotted enjoying a romantic meal with Jason at the Chateau Marmont hotel in Los Angeles, according to Digital Spy.

Pete Wentz (2006)

Michelle Trachtenberg briefly dated Fall Out Boy bassist Pete Wentz in 2006. The two briefly reunited for a date in 2011 after his divorce with Ashlee Simpson.

Shawn Ashmore (2004 – 2006)

Michelle Trachtenberg dated actor Shawn Ashmore from 2004 to 2006. She dished on how they met in an interview with Black Film. “Well, I put out an add in the classifieds: Wanted, superhero. I’m a damsel in distress. No, we just met, which is funny, knowing Shawn, he hates anything publicity. He’s so not into that world. We met at an Oscar party and he was just like Mr. Grumpy unhappy to be out in public and I totally approached him. I was the forward one, I take full credit and actually, we’ve been together a year.”