Pops and Son Conversations

Rob Malloy and Javan Anderson

Join US Air Force Veteran, Presidential Achievement Award Recipient, author, philanthropist, and social media influencer, Rob Malloy, and his son, author and model, Javan Anderson, as they navigate the generation gap with humor and heart. On this podcast, Rob and Javan tackle a wide range of topics – from life lessons and fatherhood to current events and pop culture – offering a unique blend of old-school wisdom and new-school perspectives. Expect lively debates, unexpected insights, and plenty of laughs along the way. Tune in to Pops and Son Conversations and discover: Candid conversations: Rob and Javan share their honest thoughts and experiences, providing a refreshing take on intergenerational relationships.Diverse perspectives: Hear how Rob's traditional values intersect with Javan's modern outlook, creating dynamic and engaging discussions.Humor and heart: Enjoy a show that's both entertaining and thought-provoking, leaving you with a smile and something to ponder.Subscribe now and join the conversation!

  1. 3d ago

    Planning A Birthday That Feels Like You

    Send us Fan Mail A birthday is not just a date on the calendar, it’s a mirror. We start by talking about why September feels like a preparation month for October milestones, and how checking your mental health, spiritual health, physical health, and financial health can change the way you celebrate. We get into why some people never “go all out” for birthdays, and what it looks like to plan something that actually fits your life instead of forcing a vibe.  From there we pivot into hip hop culture and a story that hits a nerve: producer Hit-Boy helping his father launch a rap career later in life, reportedly investing serious money and connections to make it real. That opens up a bigger conversation about family responsibility, fresh starts, and boundaries. Do we owe our parents anything once we become successful, especially when the relationship is complicated? We also break down the difference between a rich mindset and a wealthy mindset, and why real wealth is often about sharing knowledge and systems, not just flashing money.  Then we tackle a controversy that sparked loud reactions online: Fat Joe claiming “I’m black” while defending his use of the N-word. We talk identity, race, region, and lived experience, plus why slurs land differently depending on what you face in the world and whether you can move through spaces with privilege.  We close with the heart of the conversation: how parents and communities can support young men dealing with mental health issues. We focus on proactive presence, normalizing check-ins before crisis, group wellness habits, mentorship, and the underrated power of strong male relationships. If this one made you think, subscribe, share it with someone who needs it, and leave a review so more people can find the conversation. Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  2. Sep 11

    The $45 Waffle Debate

    Send us Fan Mail A $45 waffle shouldn’t feel like a personal attack, but the internet treated it that way and we had to talk about it. We break down the controversy around DaBaby opening No Knife Chicken and Waffles, why menu prices trigger people, and what “target clientele” really means in restaurant culture. If you’ve ever looked at a price tag and thought, who is this for, we dig into the honest answer and why the loudest complaints often reveal more about expectations than economics.  Then we switch gears into something we love: music. We share what’s in heavy rotation right now, including the pull of soul and hip-hop, the surprise comfort of alternative rock, and how house music can become a guilty pleasure thanks to one late-night radio DJ. We also take a quick detour into legends, including a real conversation about Prince, how people remember his eras, and why every icon has lyrics that make you pause when you listen back.  The heart of the conversation is our question of the day: what’s a good age for a man to get married? We don’t land on a clean number, because readiness beats a timeline. We talk stability, self-awareness, life experience, purpose, and the pressures men feel around proposing, providing, and “having it together.” We also touch on the myth of social media value and how online attention can distort what people think they deserve in real life.  If any of this hit home, subscribe, share this with a friend who needs it, and leave a review with your take: what matters more for marriage, age or readiness? Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  3. Sep 4

    Gender Roles In 2026

    Send us Fan Mail The gender role conversation gets loud online, but the real conflict shows up at home when expectations don’t match. We sit down as Pops and Son to talk through the modern relationship tension we keep seeing: independent women who built stability on their own, men who feel judged by a “checklist,” and couples trying to figure out what fairness looks like in 2026. We get into what people mean by traditional gender roles and why biology, parenting, and safety still influence how many households operate. Then we challenge the idea that every responsibility is automatically “his” or “hers” by nature, and ask where those rules come from in the first place. From career choices to autonomy and purpose, we explore why some partners want structure while others want flexibility, and how resentment starts when one person wants shared chores but still expects the other person to carry most of the financial load. The middle of the conversation tackles the hybrid household head-on: if both people work 40 to 50 hours, how should dinner, cleaning, and bills be handled? We also talk about parenting realities like maternity leave, daycare, homeschooling, and the emotional labor that money can’t measure. And yes, we ask the question that instantly reveals people’s values: who should answer the door at 1 a.m.? We wrap by putting it back on you with two big prompts for part two: do you believe gender roles should still exist, and if one partner earns more, should they pay more regardless of gender? If this hit a nerve, subscribe, share the episode with a friend, and leave a review, then tell us where you draw the line on roles and responsibility. You can advertise with PNS today Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  4. Aug 28

    The Audacity Of Building Your Own Dream

    Send us Fan Mail Your calendar is full, your energy is stretched, and your goals keep getting pushed to “someday” but someday is not a strategy. I’m flying solo for this one and speaking directly to the part of you that knows you’re meant to build something of your own, even if you don’t come from an entrepreneurial family and even if you’re still working a traditional job. I break down what the entrepreneur life actually looks like: the fast months, the constant pivots, and the mental fight with procrastination and fear. I share how my military and medical background shaped my discipline, teamwork, and discernment, and why those traits matter when you’re trying to start a small business, form the foundation, and learn business basics. We also get real about early mistakes like jumping into opportunities without the right timing or experience and the hidden cost of trying to do it all without a mentor. We talk legacy building in plain terms. Your job might be someone else’s dream and someone else’s legacy, and there’s nothing wrong with a career, but you can’t forget your own goals. I offer practical next steps: find a mentor in the industry you’re aiming for, journal your journey so you can retrace your progress, and create safe space to refocus on the days you feel drained. Everything you want sits on the other side of your comfort zone, and it’s time to execute without hesitation. If this hits home, subscribe, share it with a friend who needs the push, and leave a review so more future entrepreneurs can find us. Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  5. Aug 21

    We Went To St. Croix For Deliverables And Left With Community

    Send us Fan Mail Stepping off a plane onto open tarmac in St. Croix will humble you fast, especially when you’re used to Atlanta skyscrapers and speed. We talk through our full St. Croix recap from the heat and quick rain to that instant island calm that makes you want to drop your phone and disappear on the beach. Jay shares what it’s like to visit an island for the first time, and we get real about the mental switch that happens when the scenery is simple, the pace is slower, and the welcome feels genuine. But the truth is we aren’t there to “lay up.” We break down the difference between a vacation and a work trip to paradise, because we’re on the island with deliverables, community goals, and an upcoming fashion event to build. We shout out Sand Castle Resort, talk about the food that stays on your mind, and spotlight Jane’s Bridal and Gift Boutique where Jay ends up trying on looks and walking out ready to make that all-white linen suit a moment. Then we get into the main mission: a model casting call at Starlight Event Center and Starlight Lounge leading up to Purple Bash on October 2. The runway energy is high, the ages range wide, and the vibes feel like a community choosing to show up for each other. October also carries meaning with domestic violence awareness, plus we’re celebrating Rob’s birthday on the island, so the night is set up to be unforgettable. We also share practical U.S. Virgin Islands travel tips, like St. Croix being a U.S. territory for many travelers, the three main islands to know, and the real challenge of driving on the left, along with the island wildlife and terrain that make every ride feel like an adventure. Subscribe to Pops and Sun Conversations, share this with a friend planning a Caribbean trip, and leave a review so more people can find the story behind the celebration. Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  6. Aug 14

    Are You Taking A Break Or Building Momentum

    Send us Fan Mail Summer isn’t just a season, it’s a mirror. We start light, debating who’s built for heat and who needs the cold, then we get into what summer really means when life gets real: kids out of school, calendars packed, money moving, and everybody online looking like they’re on a nonstop vacation. We talk fatherhood and summer routines from the inside, how camps, grandparents, and work schedules all collide, and why back-to-school prep is always closer than it feels. Jake shares what summers look like with a young child, and we break down the difference between “relax time” and “I planned this so I can actually breathe.” If you care about parenting, co-parenting, and building a stable home without losing yourself, this conversation hits home. Then we go there: the dating energy in summer and how custody schedules can flip the whole vibe for single parents. From there, we pivot to entrepreneurship and the “grind time” mindset. When everyone else slows down, summer can be the best time to build your business, sharpen your network, and create something your community actually needs. We even make a big statement about summer camps: you can’t have too many good ones, because demand is always overflowing. We’re also live from St Croix, U.S. Virgin Islands, sharing what we’re working on and what’s coming next. Tap in, then subscribe, share with a friend, and leave a review. Are you using this summer to take a break, or to build momentum? Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  7. Aug 7

    What If Your Habits Are Your Legacy

    Send us Fan Mail LeBron James, Michael Jordan, and the GOAT debate are fun until you realize what we’re really arguing about: legacy, control, and who gets judged for making power moves. We start with some classic Pops and Son energy and then get straight to it, breaking down top-three lists, rings culture, era dominance, and why LeBron’s longevity forces a different kind of respect. If you love NBA conversations that sound like real people instead of hot-take TV, this one’s for you. Then the tone shifts. We talk about the Nolan Welch case, the questions around the investigation, and why families deserve clarity instead of confusion. We wrestle with being objective while also acknowledging how race and the U.S. justice system shape outcomes and public trust. It’s not about chasing drama; it’s about accountability, empathy, and why “someone knows something” hits so hard when the process feels slow. From there we hit culture and business: hip hop’s longevity after 50 years, OG artists still dropping quality projects, and why TikTok now drives music marketing and attention. We talk viral moments like the Usher and Chris Brown concert buzz, how artists protect the narrative, and why collaboration is a cheat code across any industry. We close with the real-life toolkit: money mindset, affirmations, income generating activity, stable income while you build, and the healthy habits that make your 30s, 40s, and beyond stronger mentally, physically, and spiritually. Subscribe to Pops and Son Conversations, share this with a friend who needs the mindset shift, and leave a review telling us your GOAT pick and the habit you’re locking in next. You can advertise with PNS today Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

  8. Jul 31

    Purpose Is Not A Paycheck With Better Branding

    Send us Fan Mail If your days feel like a loop of work, stress, and scrolling, the problem might not be your motivation, it might be your direction. We talk about finding your purpose in a world full of noise, where social media, politics, and constant hot takes can pull you into reaction mode. When you don’t control the narrative of your own life, you can end up living inside someone else’s script, and that makes purpose feel confusing, distant, or “not for you.” From our father and son perspectives, we dig into how your background and environment shape what you believe is possible. We unpack “grooming” in a positive, practical way: mentorship, access to tools, real support, and community. We also challenge the idea that you have to suffer to grow. Resilience matters, but so does positioning, especially when we talk about generational wealth and setting up the next generation to choose growth instead of pure survival. We get honest about purpose versus paycheck, and the difference between making a living and making a life. We share examples of people who pivot when plans change and find more fulfillment through impact, not just income. Then we bring it home to fatherhood: cultivating a child’s curiosity, keeping doors open, and helping them discover their gifts before the world tells them to play it safe. If you’re sorting through passion, purpose, and what you’re called to do, this conversation will help you take the next clear step. Subscribe for more Pops and Son Conversations, share this with someone who feels stuck, and leave a review so more listeners can find us. What’s one decision you could make this week that moves you closer to purpose? Support the show Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

Ratings & Reviews

4.7
out of 5
3 Ratings

About

Join US Air Force Veteran, Presidential Achievement Award Recipient, author, philanthropist, and social media influencer, Rob Malloy, and his son, author and model, Javan Anderson, as they navigate the generation gap with humor and heart. On this podcast, Rob and Javan tackle a wide range of topics – from life lessons and fatherhood to current events and pop culture – offering a unique blend of old-school wisdom and new-school perspectives. Expect lively debates, unexpected insights, and plenty of laughs along the way. Tune in to Pops and Son Conversations and discover: Candid conversations: Rob and Javan share their honest thoughts and experiences, providing a refreshing take on intergenerational relationships.Diverse perspectives: Hear how Rob's traditional values intersect with Javan's modern outlook, creating dynamic and engaging discussions.Humor and heart: Enjoy a show that's both entertaining and thought-provoking, leaving you with a smile and something to ponder.Subscribe now and join the conversation!