Overview

• During her Aug. 14 Jimmy Kimmel Live appearance, Ross recounted telling Barack Obama he “failed as a friend” after he didn’t warn her about a breakup.
• She revealed that she routinely seeks romance guidance from both Barack and Michelle Obama but has yet to enlist Michelle to play matchmaker.
• Ross shared a “very bad” date anecdote in which her companion watched a basketball game on his phone and they departed after one drink.
• The anecdotes echo her April discussion on the IMO podcast, where she said she favors younger men over peers she considers steeped in “toxic masculinity.”
• Ross also criticized dating apps as feeling transactional and affirmed her preference for meeting potential partners organically.