Uploaded June 2025 | Updated September 2026, 3 weeks ago
· Alyssa Milano as Rebecca Thomas
· Josh Lawson as Shawn Goldwater
· Kelly Stables as Lisa Thomas
· Kyle Bornheimer as Perry Gill
-RECURRING-
· Camden Palmisano as Justin
· Eric Christian Olsen as Shawn Goldwater (Original Pilot)
· Sierra McCormick as Scout
Directed by James Burrows
"Romantically Challenged," an ensemble comedy about four friends trying to find love and happiness while navigating their way through today's tricky world of dating, premieres MONDAY, APRIL 19, 2010 on the ABC Television Network.
Smart and beautiful Rebecca is recently divorced after 15 years of marriage. Having never really dated before she was married - and not having been on a date since Clinton was in office -- she finds it scary to start over now. Although a gifted mom and lawyer, she is clueless about dating and hopes to get some help from her equally romantically challenged friends.
· Alyssa Milano as Rebecca Thomas
· Josh Lawson as Shawn Goldwater
· Kelly Stables as Lisa Thomas
· Kyle Bornheimer as Perry Gill
-RECURRING-
· Camden Palmisano as Justin
· Eric Christian Olsen as Shawn Goldwater (Original Pilot)
· Sierra McCormick as Scout
Directed by James Burrows
"Romantically Challenged," an ensemble comedy about four friends trying to find love and happiness while navigating their way through today's tricky world of dating, premieres MONDAY, APRIL 19, 2010 on the ABC Television Network.
Smart and beautiful Rebecca is recently divorced after 15 years of marriage. Having never really dated before she was married - and not having been on a date since Clinton was in office -- she finds it scary to start over now. Although a gifted mom and lawyer, she is clueless about dating and hopes to get some help from her equally romantically challenged friends.
