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Let's Ride w/ Paul Estrada

Let's Ride w/ Paul Estrada

By: Paul Estrada
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About this listen

Who else is trying to figure $hit out?

Welcome to Lets Ride w/ Paul Estrada – the podcast where a dad tackles the big questions of life, career, and everything in between, by talking to interesting people that have the answers!

When I turned 18, I lost sleep at night with questions that Google was not yet sophisticated enough to answer: What career should I pursue? How can I be more than just average? And how do successful people get to where they are (was there a secret handbook I didn't know about)? After 22 years of pondering these existential dilemmas, I’ve finally pieced together some answers – An answer that is sufficient for now, but one always in need of refinement.

Join me each week as my 6 ½ year old son, Adrian, throws out a thought-provoking question or idea, and I invite a guest to help me sufficiently respond to him. From learning about money and investing, to finding a passion in life, and exploring careers that can be meaningful for you, we cover it all with a dose of humor and some soundbites of wisdom.

So, if you’re a parent or a young adult navigating these tricky waters, or if you want confirmation that other people are sometimes just as lost as you, you’ve come to the right place.

© 2026 Let's Ride w/ Paul Estrada
Career Success Economics
Episodes
  • Movie Producer: How To Keep Moving When Life Knocks You Down
    Mar 3 2026

    Dawn Krantz built a career by walking into rooms with no credentials and leaving with results. We dig into her first big swing in Austin real estate—pre-Google, pre-YouTube—where she fought through no after no, learned to face a city council with a plan, and delivered a guarded lakeside development against the odds.

    From there, Dawn did the uncommon thing: she changed lanes entirely. She scaled a video store chain by studying failure first, mapping what broke, and building customer-friendly systems. She names the quiet levers most people miss: love the part you do, delegate the parts you don’t, and log your time to learn where “busy” hides. We talk about the real meaning of hard work, how to set vacation-grade deadlines, and why your strengths—not your job title—should shape your next move. Her stories of mentees, lawyers-turned-writers, and late-career pivots show how forced change can become the opening you needed.

    Then it gets personal. Dawn shares the years that unraveled: divorce, cancer, eleven surgeries, a flatline, and the slow return. She couldn’t fly for film deals, so she rebuilt in real estate while becoming her own health advocate, blending top-tier care with integrative approaches. We also sit with forgiveness—caring for an ex-husband through Parkinson’s and dementia—and what it means to choose peace over blame. The thread through it all is ownership: don’t wait to feel untouchable, don’t force yourself into roles that drain you, and don’t let fear keep you from switching tracks. Hit play to learn how to work smarter, endure longer, and design a life that fits.

    If this story moved you, follow the show, share it with a friend, and leave a quick review—what pivot are you ready to make?

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    48 mins
  • Podcaster: Discipline, Sobriety, & Building a Brand
    Feb 17 2026

    What if your goals are fine, but your foundation is weak? That’s the uncomfortable question we sit with as Chris Jolly, the Freight Coach, walks us through bootstrapping a media-first logistics brand, quitting alcohol, and building the kind of daily structure that can actually carry huge ambitions. We start with a child’s honest read on stress and “too much stuff,” then zoom out to the adult version: an overflowing calendar, an under-fueled body, and a life where joy keeps getting postponed.

    Chris breaks down how he started during the shutdown, delivering pizzas at night and teaching himself to create content in an industry that wasn’t ready for it. Founders ignored his invites, so he interviewed friends and shipped episodes anyway. The result wasn’t overnight fame; it was trust. By keeping the early, messy work public, he showed growth in real time and gave his audience a reason to believe. He argues that people don’t want celebrity scripts—they want regular humans documenting real progress: parents juggling work, health, and presence without pretending it’s easy.

    We go deep on sobriety, health, and standards. A diagnosis forced a decision: reduce inflammation or suffer. Chris chose sobriety and redirected that energy into training, sleep discipline, and eating in a way he could sustain on the road. Not as a performance for social media, but as an operating system for big goals. He shares how he protects family time, how he plans his day around mental peak hours, and why a simple, repeatable system beats motivation when life gets loud. If you’ve been waiting to feel ready, this conversation is your nudge: start small, stay consistent, and let the compounding do its work.

    If this resonates, tap follow, share it with a friend who’s building something, and leave a quick review—tell us the one habit you’re upgrading this week.

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    47 mins
  • Movie Screenwriter: From Capitol Hill to Hollywood, The Journey of Reinvention
    Feb 3 2026

    A life can change direction without warning, but the real shift often starts with a quiet tug that refuses to go away. That’s the throughline of our conversation with Chris Plochin, who went from Senate mailrooms and House back rooms to writing a feature film that made it onto set and onto screens. We dig into the unglamorous grind behind both politics and Hollywood, and why the five percent you see never tells the whole story.

    Chris takes us inside Washington’s machinery—where 95 percent is routine and the incentives have drifted from bipartisan outcomes to performance for the camera. He learned to write in the voices of real people, translating policy into speeches that sounded like the speaker. That skill became the backbone of his creative pivot. When he finally stepped out of the current, it wasn’t a leap off a cliff; it was a planned march into uncertainty, supported by a partner who believed in the risk and a collaborator who brought process to the page.

    We get tactical about screenwriting: carving a story across coasts on Zoom, trading pages, eating hard notes, and revising for directors and actors. There’s no myth-making here. It took a decade of “no” before a real “yes,” followed by the surreal moment when Lorraine Bracco pulled Chris aside to discuss a line—proof that the words mattered. We also talk parenting and ambition: how to champion big dreams like pro sports or filmmaking while naming the odds and the daily work that actually moves the needle.

    If you care about reinvention, creative process, political storytelling, or simply finding validation in the work itself, this one delivers substance over sizzle. Tap play, then tell us what’s been tapping on your window. If the show resonates, follow, share it with a friend, and leave a quick review—your support helps us keep the journey going.

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    51 mins
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