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. If You Knew Better is where Amber shares that wisdom — alongside artists, creatives, and culture-shifters who open up about the missteps they made, the mindsets that changed everything, and the game they wish they knew sooner. Together, they unpack the highs, the lows, and the pivots in life, career, and relationships — so you either don’t have to go through it, or can move smarter when you do. Every episode delivers real talk, hard-won insight, and practical gems to help you grow into the version of yourself that knows better… and does better.

Listen here and subscribe to If You Knew Better with Amber Grimes on the iHeartRadio app or wherever you get your podcasts!

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Today features Wheezy—co-host of Decisions, Decisions (formerly Whoreible Decisions) and an entrepreneur behind Trap Haus Fitness and WTF Media—about sex positivity, public judgment, and the business realities of building a brand. Wheezy explains the name change was driven by missed opportunities and lost ad revenue tied to “Whoreible,” even though the original title fit their message about how liberated women get labeled anyway; the shift brought more money but felt like losing some of the show’s original, kink-centered cultural impact. She shares how online backlash still hurts, why Black kink communities value the safe space she helped create, and how her open relationship can still reflect commitment. She ends with advice for women to communicate what they want sexually, prioritize pleasure, and stop treating desire like something to be ashamed of.

Connect @CariChampion @WeezyWTF

Listen: Decisions Decisions

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Larry Miller, chairman of the advisory board for Nike’s Jordan Brand, shares how he went from being a smart kid in West Philly to joining a gang, killing a teen at 16, and serving time for murder and later armed robberies. In prison, he earned his GED, entered a college program, got an associate’s degree, then finished a Temple University accounting degree and built a decades-long career while keeping his record private after losing a job offer when he disclosed it. Encouraged by his daughter, he finally told his story in a book, which ended his nightmares and migraines, and he received support from Phil Knight and Michael Jordan. He now leads JUMP (Justice and Upward Mobility Project) to reduce recidivism through education, apprenticeships with NBA teams, and partnerships like the Players Coalition, while highlighting second-chance hiring successes at companies such as Lowe’s and JPMorgan Chase.

Connect @CariChampion @LarryMiller_Jump

Learn More: JumpProject.org

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