HeyJaredIf You Knew Better with Amber Grimes
You can’t rewrite the past — but you can learn from it. Amber Grimes did exactly that, going from college dropout to Executive Vice President in the entertainment industry with no map, just mistakes and lessons that turned into power moves.
- Indexed episodes, last 90 days
- 11
- Latest publication
- Sep 15, 2026
- Audience
- Checking…
- Earliest in this view
- Jul 7, 2026
Latest episodes
Angel McCoughtry Knows It’s About The Journey Not The Destination (opens the original)
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In this episode of If You Knew Better , Amber Grimes sits down with WNBA legend A ngel McCoughtry to talk about timing, identity, and having the courage to pursue more than one dream [00:00] . Angel reflects on how women athletes are finally being celebrated as multidimensional [00:24] , after facing double standards when she pursued music during her playing career [01:31] , and why timing and legacy matter more than outside expectations [02:44] . She opens up about life after basketball [04:06]
If You Knew Better: Lil Durk's Mom LaShawnda Woodard Knows the Hardest Person to Forgive Is Yourself (opens the original)
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The Black Effect Presents... If You Knew Better with Amber Grimes! In this episode of I f You Knew Better , Amber Grimes welcomes LaShawnda Woodard aka "Mama Durk" for a deeply personal conversation about teen motherhood, grief, trauma, and healing [00:00] . LaShawnda reflects on becoming a young mother [01:44] , lessons she later understood from her own mom [03:51] , supporting Lil Durk’s music dreams [05:49] , and raising each child according to their individual needs [07:01] . She remembers h
Justice Baiden Knows Pursuing Your Passion Should Come Before Pursuing Partnership (opens the original)
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In this episode of If You Knew Better , Amber Grimes sits down with Justice Baiden for an honest conversation about relationships, purpose, and the lessons that come from committing before you're truly ready [00:00] . Justice explains why he initially avoided serious commitment [01:05] and reflects on how early success in the music industry changed the dynamics of his relationships [05:24] , ultimately teaching him the importance of establishing purpose before partnership [07:49] . He opens up a
Gail Bean Knows Defensive Dating (opens the original)
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In this episode of If You Knew Better , Amber Grimes sits down with actress Gail Bean for an honest conversation about love, loyalty, and learning to date with greater intention [00:00] . Gail reflects on why she stopped leading people on when she knows there’s no romantic interest [01:10] , the importance of establishing clear boundaries with platonic male friends [04:18] , and how to receive or give compliments without creating confusion [06:45] . She explains how her approach to relationships
Naomi Sharon Knows Relationship OCD Is Real (opens the original)
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In this episode of If You Knew Better , Amber Grimes sits down with singer-songwriter Naomi Sharon for a vulnerable conversation about childhood trauma, anxiety, rumination, and how unresolved experiences can follow us into adult relationships. Naomi sets the tone by opening up about her mental health journey [00:00] and explains how anxiety can turn into cycles of overthinking and rumination [00:53] . She traces many of those patterns back to her parents’ difficult divorce when she was 12 and t
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