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Pops and Son Conversations

Pops and Son Conversations

By: Rob Malloy and Javan Anderson
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About this listen

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!

© 2025 Pops and Son Conversations
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Episodes
  • What If The Best Gift Is Boundaries
    Dec 18 2025

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    Holiday magic shouldn’t require a meltdown—or a maxed-out card. We open up about the pressure fathers feel to deliver a “big Christmas,” and how that weight can turn joy into anxiety if nobody sets the boundaries. From kids’ scroll-length wish lists to subtle guilt from comparison and social feeds, we dig into what drives December stress and how to redirect it into something healthier and more meaningful.

    We get practical fast. You’ll hear why choosing one standout gift beats chasing twenty forgettable ones, how to talk with kids about money without killing the vibe, and the simple Rule of Three that keeps gifting sane: one thing they want, one thing they need, one thing that builds a skill. We reflect on Gen X simplicity—bikes, socks, time outside—and translate that spirit for today’s world of devices and instant trends. Along the way we tackle father guilt head-on, the difference between generosity and overgiving, and how to link privileges to responsibility so kids learn value, not entitlement.

    You’ll leave with a plan: start early, set a budget, shop with intention, and consider a family gift that creates shared memories. We also share a last-minute gift list through our Amazon link that supports Keeping Veterans Fit, making your purchase do double good. Most of all, we center what matters—calm rooms, kind words, and time together. If you’ve ever felt torn between being the hero and being responsible, this conversation gives you language, tools, and confidence to lead with peace.

    If this resonated, share it with a dad who needs it, listen with your family, and subscribe for more real, practical conversations. Leave a review with your best holiday tip—we’ll feature our favorites next week.

    Support the show

    Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

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    33 mins
  • Black Santa, Hot Girl Summer, And That Office Party You Should Probably Skip
    Dec 11 2025

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    December can turn a light vibe into a high‑stakes situation fast. We dive into the real dynamics of dating during the holidays—why the season pushes labels, how gift pressure skews judgment, and where family and office invites send signals you might not intend. From Pops’ mission-first “Santa season” schedule to Javen’s parent-first priorities, we map out sane boundaries you can borrow to keep your joy, your budget, and your peace.

    We get honest about the pre‑holiday breakup phenomenon and the expectation trap that follows when December arrives. You’ll hear practical ways to set budgets without sounding cheap, scripts to reset assumptions (“thoughtful over flashy”), and the red flags hidden in tales of past luxury gifts. We also unpack office parties as low-pressure dates that still set a public narrative, and why family dinners are rarely casual—plus how to head off that nightmare scenario where a relative invites your ex to the cookie contest.

    For parents, we outline a respectful, steady pace: protect memory‑making time with your kid, loop in your co‑parent, and use brief hybrid introductions only when the relationship shows consistency. For those in service or seasonal work, we validate a purpose‑first December and offer language that keeps partners aligned instead of resentful. The throughline: holidays can accelerate expectations, but they should not rush the process. If the connection is real, it will last beyond the lights and playlists.

    If you’re navigating gifts, invites, or timelines right now, this conversation gives you the words and guardrails to make better choices. Listen, share with someone who needs calm in the chaos, and hit follow so you never miss a new drop. Got a holiday dating rule we missed? Leave a review and tell us what works for you.

    Support the show

    Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

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    41 mins
  • Holiday Pressure, Fatherly Balance
    Dec 4 2025

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    The holidays can feel like a high-wire act: keep the magic alive for the kids, honor family traditions, and somehow protect January from December’s receipts. We open our hearts about the pressure fathers carry this time of year and share the practical ways we stay grounded—so joy wins and debt doesn’t.

    We talk about the early hit of Black Friday, the second budget that sneaks in for Christmas, and how easy it is to blur wants and needs when the cart is full and the lights are bright. From decor dreams to gift lists, one of us plays the level-headed role: set a ceiling, define the priorities, and spend with the future in mind. That doesn’t mean skipping the sparkle. It means choosing the kind of sparkle kids remember—time, rituals, and shared laughter—over the pile that fades in a week.

    We also dive into a different kind of gift: financial literacy. Gifting stock or a simple index fund alongside a favorite toy reframes what generosity can be. Kids learn that money can grow, that ownership matters, and that a gift’s value isn’t only its price tag but the lessons it carries. And yes, we address the social media effect—designer pajamas, label flashing, and performative trees—and why keeping some moments private protects the meaning we’re trying to build.

    If you’re navigating partner expectations, schoolyard comparisons, or your own urge to overdo it, this conversation offers perspective, humor, and a toolkit for a calmer season. Join us as we choose presence over pressure, memories over mountains of boxes, and a plan that still feels warm and human. If this resonated, follow the show, share it with a parent who needs it, and leave a quick review to help others find the conversation.

    Support the show

    Please follow Pops and Son Conversations on the website, popsandsonconversations.com, and social media @popsandsonconversations

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    31 mins
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