
Net Worth Over Time
Net Worth Timeline
Top Gun Supporting Role
Ryan had a memorable supporting role in the blockbuster 'Top Gun' as Carole Bradshaw. While brief, the film's massive success gave her valuable exposure and industry connections.
When Harry Met Sally Breakthrough
Ryan's performance in 'When Harry Met Sally...' featuring the iconic deli scene made her a household name. The film's success established her as the queen of romantic comedies and dramatically increased her marketability.
Sleepless in Seattle Peak
Starring opposite Tom Hanks in 'Sleepless in Seattle', which grossed $227 million worldwide, cemented Ryan's status as Hollywood's sweetheart. She commanded $8-10 million per film and was one of the most bankable stars.
You've Got Mail Success
Her third pairing with Tom Hanks in 'You've Got Mail' grossed $250 million globally. Ryan earned $10.5 million for the role, representing her peak earning power as one of Hollywood's highest-paid actresses.
Russell Crowe Scandal
Ryan's affair with Russell Crowe and subsequent divorce from Dennis Quaid damaged her 'America's Sweetheart' image. This personal scandal, combined with poorly received films, began her career decline.
The Women Flop
Her comeback attempt in 'The Women' was a critical and commercial failure. Ryan's romantic comedy reign had ended, and she struggled to find relevant roles in her 40s and 50s.
Directorial Debut
Ryan made her directorial debut with 'Ithaca', which received limited release and mixed reviews. She had largely stepped away from acting, focusing on occasional projects and her personal life.
What Happens Later Return
Ryan directed and starred in the romantic comedy 'What Happens Later', her first leading role in years. While modestly received, it demonstrated nostalgia for her 90s persona and reminded audiences of her legacy.
Rom-Com Icon Legacy
Ryan remains a beloved figure from the golden age of romantic comedies, with her classic films continuing to find audiences on streaming platforms. She works selectively and is well-known and respected in the industry, maintaining B-tier status as an iconic 90s star.
Last updated: February 25, 2026