Jonathan Gregg on Overcoming Toxic Masculinity & Redefining Manhood episode artwork

EPISODE · Mar 16, 2026 · 59 MIN

Jonathan Gregg on Overcoming Toxic Masculinity & Redefining Manhood

from Love, Take Two · host José Rolón and Jaimie Kelton

What does modern masculinity actually look like?For this week’s guest, Jonathan Gregg, it looks a lot like vulnerability, feeling secure in yourself, and a willingness to question the roles we’ve been taught to play.In this episode of Love, Take Two, Jonathan reflects on growing up in a conservative Southern environment and how those early experiences shaped his understanding of identity, relationships, and masculinity. From childhood expectations to adulthood friendships, he shares how questioning those norms helped him build a more expansive view of what it means to be a man.Jonathan’s career has taken him through theater, television, and digital media, appearing in projects like The Blacklist, Blindspot, and Hightown. But beyond acting, he’s become known for candid conversations about friendship, fatherhood, and the complicated ways masculinity shows up in everyday life.Jonathan opens up about the importance of emotionally honest friendships, how fatherhood has reshaped his perspective on love, and why expanding the definition of masculinity benefits everyone. Key TakeawaysGrowing up in the South and how it shaped Jonathan’s understanding of masculinityWhy male friendship and emotional vulnerability matterThe evolving conversation around masculinity and identityHow fatherhood changed Jonathan’s perspective on loveNavigating relationships while challenging traditional gender rolesWhy expanding masculinity creates space for deeper connection If this episode resonates, share it with someone who needs a reminder that even the hardest chapters can become the beginning of something new — and come hang out with us on social!Connect with Us⁠⁠⁠⁠⁠Love, Take Two Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Love, Take Two Tiktok⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Love, Take Two Youtube⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jaimie Kelton Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Jose Rolon Instagram⁠⁠⁠⁠Jonathan GreggCredits:Edited by: Jerson BarajasRecorded by: MCM CreativeProduced by: Jose Rolon, Jaimie Kelton, and Dianni Hall

Episode metadata supplied by the publisher feed · Published Mar 16, 2026

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Jonathan Gregg on Overcoming Toxic Masculinity & Redefining Manhood

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