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Pops and Son Conversations
Rob Malloy and Javan Anderson
30 episodes
1 week ago
Send us a text Dating shouldn’t feel like guesswork, and reinvention doesn’t have to feel like failure. We unpack what it means to date with purpose beyond the usual destination of marriage—healing, confidence, and clarity count too—and why friendship first is the underrated foundation for honest love. You’ll hear how skipping the friendship stage fuels situationships, how to run progress checks in a relationship without turning it into a report card, and why identity work is the real glue th...
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All content for Pops and Son Conversations is the property of Rob Malloy and Javan Anderson and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
Send us a text Dating shouldn’t feel like guesswork, and reinvention doesn’t have to feel like failure. We unpack what it means to date with purpose beyond the usual destination of marriage—healing, confidence, and clarity count too—and why friendship first is the underrated foundation for honest love. You’ll hear how skipping the friendship stage fuels situationships, how to run progress checks in a relationship without turning it into a report card, and why identity work is the real glue th...
Show more...
Arts
Episodes (20/30)
Pops and Son Conversations
From Friendship To Love: Building Bonds That Last - Part 1 and Part 2
Send us a text Dating shouldn’t feel like guesswork, and reinvention doesn’t have to feel like failure. We unpack what it means to date with purpose beyond the usual destination of marriage—healing, confidence, and clarity count too—and why friendship first is the underrated foundation for honest love. You’ll hear how skipping the friendship stage fuels situationships, how to run progress checks in a relationship without turning it into a report card, and why identity work is the real glue th...
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1 week ago
1 hour 2 minutes

Pops and Son Conversations
Libra Season, Family, And Balance
Send us a text What does balance really look like when life gets loud? We open October with birthdays, family energy, and a grounded nod to awareness month causes, then get honest about what 31 and 50 have taught us about growth, legacy, and being present. Jay frames his early 30s as a rediscovery—testing old beliefs, owning creativity as a public craft, and building a father’s toolkit that goes beyond money into mindset and resilience. Pops answers with gratitude and focus at 50: honoring a ...
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2 weeks ago
42 minutes

Pops and Son Conversations
When Life Keeps Lifin': Finding Your Way Back to Your Goals
Send us a text The world doesn't pause at the halfway mark of your journey. Goals don't care that we're only in July. But perhaps we should—because that mid-year checkpoint might be exactly what we need to realign, refocus, and rediscover our purpose. In this reflective solo episode, I take you through the importance of mid-year check-ins and why pausing to acknowledge both your progress and your process matters. When was the last time you asked yourself if you're still chasing the same drea...
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2 months ago
23 minutes

Pops and Son Conversations
Reconnecting Generations: Family Bonds in Modern Times
Send us a text What happens when we disconnect from our family roots and lose the multi-generational wisdom that once flowed naturally through our households? In this heartfelt exploration of family dynamics, Rob "Sylvan Fox" Malloy and Javan "Check Three Times" dive deep into what it truly means to build a home that nurtures both individuals and communities. The conversation begins with a provocative comparison between role models and mentors. While today's youth have unlimited access to in...
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3 months ago
40 minutes

Pops and Son Conversations
Community Power: Why Your Vote Matters More Than You Think
Send us a text The struggle for voting rights in America forms the backbone of our democracy, yet many of us fail to exercise this hard-won privilege. In this eye-opening conversation, Rob and Jay examine why voting matters far beyond simply checking a box every four years. Have you ever noticed how affluent neighborhoods proudly display political yard signs while other communities keep their political leanings hidden? This striking contrast reveals a fundamental understanding about collecti...
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3 months ago
43 minutes

Pops and Son Conversations
What They Didn't Teach Us About June 19, 1865
Send us a text Freedom delayed is not freedom denied. This powerful truth lies at the heart of Juneteenth, a holiday that only recently gained federal recognition but carries centuries of profound significance for Black Americans and our shared national story. On this special solo episode, I dive deep into the complex history of Juneteenth, tracing its origins to that momentous day in 1865 when Union General Gordon Granger arrived in Galveston, Texas with General Order Number Three—finally b...
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4 months ago
43 minutes

Pops and Son Conversations
The Man in the Mirror: Finding Your Way When No One's Looking
Send us a text Ever felt like you're supposed to have it all figured out but secretly you're drowning in doubt and uncertainty? You're not alone. In this raw, unfiltered solo episode, Rob "Pops" Malloy steps up to deliver a message straight from the heart to men everywhere who are silently struggling. With his son taking the day off, Rob seizes this moment during Men's Health Awareness Month to speak directly to those carrying burdens they've never been taught to process. "Dear Son, y...
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4 months ago
26 minutes

Pops and Son Conversations
The Silver Fox and the Poet: A Candid Conversation on Mental Wellness for Modern Men
Send us a text What happens when you put health on the backburner? As Rob "Silver Fox" Malloy eloquently puts it: "If you don't make time for your body, your body will make time." This powerful statement anchors our Men's Health Awareness Month conversation, where we dive into the critical yet often overlooked aspects of male wellness. Remember when you could eat a whole pizza, wake up the next morning, and still have abs? Those days fade as we get "more seasoned," requiring us to adapt our ...
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4 months ago
41 minutes

Pops and Son Conversations
Bros Before Emotional Silos: Why Men Need Each Other
Send us a text Brotherhood forms the cornerstone of men's health, extending far beyond biological relationships. During this Men's Health Month special episode, we explore what true brotherhood means - those relationships where accountability, vulnerability, and unwavering support create bonds sometimes stronger than blood. We share personal stories of our earliest brotherhood connections, from elementary school friendships that transcended racial and cultural boundaries to adult relationshi...
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5 months ago
45 minutes

Pops and Son Conversations
Setting Boundaries Without Becoming the Villain
Send us a text We explore mental health within family dynamics, examining how emotional processing, boundary setting, and generational patterns affect our wellbeing. • Growing up without guidance on processing emotions leaves many of us ill-equipped to handle feelings • Many families, especially in communities of color, prioritized survival over emotional health • The "strong one" in every family often bears excessive emotional weight without proper support • Setting boundaries with family m...
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5 months ago
47 minutes

Pops and Son Conversations
Mental Health in Romantic Relationships
Send us a text What happens when mental health challenges intersect with romantic relationships? In this candid conversation, Rob and Javan explore the delicate balance between vulnerability and self-protection when dating while managing mental health concerns. The father-son duo tackles one of the most challenging relationship questions: how much of your mental health history should you share with a new partner, and when should you share it? Through personal stories and thoughtful analysis,...
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5 months ago
44 minutes

Pops and Son Conversations
Your Mother's Love Is Your Blueprint for Life
Send us a text Rob and Javan Malloy dedicate this special episode to celebrating mothers and exploring the intricate dynamics of mother-son relationships, examining how these foundational bonds shape men's identities and emotional development. • Discussion about reclaiming the term "mama's boy" from its negative connotation • Exploring how mothers teach sons to receive and give love • Examining how maternal relationships set the blueprint for future relationships • Analysis of how mothers in...
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6 months ago
43 minutes

Pops and Son Conversations
Mental Health: Breaking the Silence
Send us a text Breaking the silence around mental health starts with honesty. How often do we respond with "I'm blessed" when someone asks how we're doing, even while struggling inside? This automatic deflection prevents authentic connection and leaves many suffering alone behind carefully constructed facades. During Mental Health Awareness Month, we're tackling the persistent stigma surrounding mental health, particularly within the Black community. Growing up, these conversations were virt...
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6 months ago
42 minutes

Pops and Son Conversations
Beyond the Paycheck: Is Your Money Working While You Sleep?
Send us a text Ready to break free from living paycheck to paycheck? Financial literacy isn't just about understanding money—it's about taking action to improve your financial situation through multiple income streams. During Financial Literacy Month, we're diving deep into three powerful strategies that can transform your financial future: investing, creating merchandise, and developing digital products. These approaches aren't just about making quick cash; they're about building sustainabl...
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6 months ago
29 minutes

Pops and Son Conversations
Redesigning Your Financial Future: Skills, Content, and Consulting
Send us a text Need more money flowing into your bank account? You're not alone. The disparity between our bills and our income is a reality many of us face, but there are practical ways to change this equation without completely overhauling your life. In celebration of Financial Literacy Month, this episode delivers three proven strategies for creating additional income streams that anyone can implement. We break down how picking up new skills – particularly in-demand ones like video editin...
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6 months ago
24 minutes

Pops and Son Conversations
Beyond Appearances: The Truth About Attraction and Personal Value
Send us a text Breaking through the illusion of "leagues" in dating and relationships by understanding true confidence and self-worth. The concept of someone being "out of your league" is actually a mental barrier we create that limits our dating potential. • Money doesn't determine compatibility - financial literacy and shared lifestyle values matter more • Physical appearance becomes secondary when confidence and personality shine through • Ambitious people attract other ambitious people -...
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7 months ago
37 minutes

Pops and Son Conversations
Romance or Rebuilding: Can You Truly Afford to Date Right Now?
Send us a text "Romance or rebuilding?" That's the crucial question facing many men today when it comes to dating. As we explore during Financial Literacy Month, dating isn't just about having money—it's about having the complete package of resources: financial stability, emotional availability, time, energy, and creative effort. The pressure on men to provide memorable experiences hasn't changed in centuries, but what if you're in a rebuilding phase of life? We dive deep into this reality c...
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7 months ago
36 minutes

Pops and Son Conversations
The Power of Green Flags: Navigating Dating Beyond Red Flags
Send us a text The dating landscape is saturated with warnings about red flags, but what about the positive signals that indicate you're on the right track? Rob and Jay break new ground in this refreshing episode by exploring the green flags that deserve more attention in our dating lives. When someone shows genuine effort to get to know you—asking thoughtful questions and demonstrating authentic interest in your responses—that's a powerful indicator of potential compatibility. This kind of ...
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7 months ago
34 minutes

Pops and Son Conversations
Honoring the Queens: Celebrating Women's Impact on Culture and Society
Send us a text The impact of women across culture, society, and history takes center stage in this heartfelt appreciation episode. Rob and Jay explore the remarkable achievements of women who have broken barriers and set new standards in multiple arenas - from sports phenoms like Cocoa Gauff and Angel Reese to political pioneers including Condoleezza Rice and Kamala Harris. Their conversation spans entertainment, highlighting the powerful legacies of actresses such as Angela Bassett, Viola D...
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7 months ago
33 minutes

Pops and Son Conversations
Red Flags in Dating as a Single Dad
Send us a text The delicate dance of co-parenting while dating new people creates unique challenges that can leave single parents caught between competing priorities. In this candid conversation, we tackle a listener question about hospital visitation rights that perfectly illustrates this tension: When a child is hospitalized, should dad's new girlfriend have unlimited access if mom isn't comfortable with it? This scenario opens up a deeper exploration of the jealousy, control issues, and b...
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8 months ago
37 minutes

Pops and Son Conversations
Send us a text Dating shouldn’t feel like guesswork, and reinvention doesn’t have to feel like failure. We unpack what it means to date with purpose beyond the usual destination of marriage—healing, confidence, and clarity count too—and why friendship first is the underrated foundation for honest love. You’ll hear how skipping the friendship stage fuels situationships, how to run progress checks in a relationship without turning it into a report card, and why identity work is the real glue th...