In The Know with Tony Reeves

In The Know with Tony Reeves

Hosted by former attorney and Judge Tony Reeves, this podcast delivers sharp insights, commentary, and real talk on law, leadership, public service, and the Black Gen X experience. Whether you’re navigating bureaucracy, seeking inspiration, or craving honest reflections from someone who’s lived it, ‘In The Know with Tony Reeves’ offers the wisdom and wit to keep you informed—and empower Become a supporter of this podcast: https://www.spreaker.com/podcast/in-the-know-with-tony-reeves--5596987/support.

Episodes

September 22, 2025 14 mins
What was it like to hit the road in the late ’80s and early ’90s without cell phones, GPS, or streaming music? In this episode, I take you back to my days as a Black Gen Xer making 14-hour road trips from Pine Bluff, Arkansas to Tampa, Florida. From glovebox maps and pay phones to dodging sundown towns and planning gas stops, traveling was more than just getting from point A to point B — it was survival. I share the strategies, the...
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In this episode, I reflect on the unique reality of being part of Black Gen X—caught between two worlds that often felt at odds. Our parents, mostly Baby Boomers, grew up under segregation and faced open hostility, while we were the first generation to come of age in a fully desegregated society.
I share my story of growing up in Pine Bluff, Arkansas—a majority-Black town in a majority-White state—where I saw both the nurturing sup...
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IN THE KNOW with Tony Reeves dives deep into the intersections of law, life, and lived experience. Hosted by Administrative Law Judge and storyteller Tony Reeves, this podcast explores the realities of navigating professional spaces, surviving systemic barriers, and finding your voice in a world that often overlooks it.

From reflections on growing up post–Jim Crow, to the challenges of being “the only one” in corporate America, to p...
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 Black Gen X grew up with no blueprint. Mainstream TV and movies didn’t reflect our lives—until the arts began to open the door. From The Cosby Show to Hip Hop, from BET to School Daze, representation transformed how we saw ourselves and how others saw us.
 
📖 For more insights, check out my book Black Gen X in the Middle, where I share how our generation bridged the gap between era

https://mynameisreeves-shop.fourthwall.com/products...
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When the COVID-19 pandemic hit in 2020, our lives changed overnight. Schools shut down, graduations moved to front lawns, and families were thrown into a reality no one had prepared for.

Even after two years, many were left traumatized by the sudden shift. 

But what if we take that same lens and look back further? Imagine living under 90 years of Jim Crow and then seeing those laws vanish virtually overnight. For Black Gen X, that wa...
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In this episode, I revisit a powerful college conversation that revealed how deeply history shapes our everyday choices.

Two young women — one from Jamaica, one from Georgia — faced the same situation: walking into a space known for hostility toward people of color. The Jamaican friend walked in without hesitation. The Georgia friend held back, cautious and wary.

What followed was more than a difference of opinion — it was a clash b...
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McDonald’s was a cultural staple for me—growing up in Pine Bluff, Arkansas, hanging out after games, and later during college nights in Tampa. But I discovered something that changed my perspective forever: my great aunt lived her entire life without ever stepping foot into a McDonald’s. 

The reason? She remembered when McDonald’s was segregated and refused to serve Black customers. For her, that rejection was unforgettable, and she...
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Have you ever thought you landed your dream job—only to realize it was just comfortable? In this episode, I open up about what it’s really like to hit a career crossroads at 40.

I share my personal journey of thinking I had my “forever” job, only to be forced into an unexpected pivot. That moment became the shock I needed to leave my old firm, build my own practice, and run it successfully for nearly a decade.

This episode is a remi...
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What happens when words meant to be supportive actually cut the deepest? In this episode, I explore the subtle layers of racism, bigotry, and discrimination, and why so many people miss the nuanced forms that persist today.

I share a personal story of someone saying it was “good I didn’t go to an HBCU because it wasn’t the real world”—a statement packed with bias and false assumptions. This kind of comment leaves people of color con...
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In this episode, I dive into the hard truth: racism didn’t disappear just because society decided to stop acknowledging it. Too often, we hear “that doesn’t happen anymore” or “we’ve moved past that,” while real people still face systemic barriers, microaggressions, and cultural denial. This conversation unpacks how racism continues to exist in hidden, unspoken ways—and why it’s critical that we refuse to let silence erase the trut...
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In this personal story, I recount my first major purchase after college—a simple furniture buy that turned into a moment of deep internal conflict. Was I being profiled? Was I invisible because I was young… or Black… or both? 

This isn’t just about a trip to Sears in 1992—it’s about what it means to exist in a space where you’re supposed to belong but don’t feel seen. 

Listen in as I break down the emotions, the questions, and how th...
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In this deeply personal episode, I reflect on my experience as a Black Generation Xer attending a predominantly white university in the years after the civil rights movement. While my dreams were shaped by stories of HBCUs, my reality landed me in a space where I was one of the few — constantly navigating identity, isolation, and subtle forms of exclusion. From culture shock to classroom dynamics, I unpack what it meant to pursue h...
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Generation X was raised to believe that military service, skilled trades, or a college degree would guarantee stability and success. But by the time we entered adulthood, the world had already changed—and no one gave us a new map.

In this episode of IN THE KNOW with Tony Reeves, I break down why Generation X wasn’t truly prepared for the shifting economic, cultural, and social landscape we inherited. From the decline of unions to t...
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In this episode of IN THE KNOW with Tony Reeves, we dive into the quiet truth of adult friendships—how they evolve, why they thin out, and what makes the few that remain even more powerful. Tony explores the emotional and practical changes in how we bond after 40, offering personal stories, relatable insights, and a reminder that deeper often means fewer. Whether you’re reconnecting with old friends or learning to accept that some ...
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Generation X is often called “the forgotten generation,” but we are far from irrelevant. We are the gateway—raised in the aftermath of powerful revolutions, yet coming of age just as the digital world exploded. In this podcast, I share raw and real reflections on what it means to grow up as a Gen Xer: self-sufficient, media-grounded, trauma-aware, and always bridging the divide between Boomers and Millennials. 

If you’re Gen X, you’...
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“When 40 Changed Everything” is a personal reflection on the moment I realized my health had to take center stage. In this powerful episode, I share how a routine doctor’s visit in my early 40s — and the words of a culturally aware physician — opened my eyes to the importance of proactive care, especially for men of color. As friends around me started facing life-altering health events, we unknowingly created a brotherhood rooted i...
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Turning 40 wasn’t just another birthday — it was a turning point. In this episode, I open up about the moment I realized I was living a life I hadn’t planned: running my own law firm, carrying the full weight of responsibility, and redefining success on my own terms. If you’re in your 40s — or approaching them — and wondering what it all means, this one’s for you. This is about career shifts, hard truths, and why time becomes your ...
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In this powerful follow-up to “What They Didn’t Teach Us,” Anthony Reeves reflects on the unique experience of being raised as a Generation X child in a newly desegregated America. Guided by Baby Boomer parents who grew up in the thick of segregation, Gen X kids were thrust into a world of new laws but old attitudes. 

This episode explores the community-based parenting tools passed down from the Civil Rights era, the unspoken rules ...
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In this episode, I explore the lessons Gen X Black kids weren’t taught in school—but learned through life, family, and experience. From forgotten Black high schools to KKK terror parades, and from the strength of the Black church to quiet legacies of integration, I reflect on the stories we inherited and the importance of capturing them while we still can. History isn’t just what’s written—it’s what’s remembered.
Available on: Spot...
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In this episode, I reflect on what it meant to grow up as a Black Gen X kid in the American South, just years after the Jim Crow era officially ended. This personal narrative explores the generational trauma, family stories, and cultural survival skills passed down from those who lived through segregation. 

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