Couric was single for a few years following her husband's death according to USA Today. She then notably dated Boston Red Sox owner Tom Werner, with the relationship lasting about four years.
Then, in 2004, the newswoman and musician Chris Botti got together for about year (via USA Today). After Botti, Couric canoodled with businessman Brooks Perlin, who as CNN notes, was 17 years her junior — the relationship still lasted five years. At the time of their split, a source explained the duo was "at different stages in their careers."
By 2012, the mom of two was single and ready to mingle, asking a friend to set her up with a doctor. "And so she thought about it and she said, 'We don't really know a doctor, but we do know this banker named John Molner.' And I said, 'Does he have a pulse?'" Couric joked (via People).