From Underdog to Entrepreneur: Building Dreams with Pat Miller

Pat Miller
  • 5.0 (2)
  • ENTREPRENEURSHIP
  • UPDATED WEEKLY

Have you ever felt like the outsider? That you are never the first pick? That you are always being underestimated or overlooked? Do you identify with being the underdog? If you answered yes to any of these questions, welcome to From Underdog to Entrepreneur: Building Dreams with Pat Miller. Each week, Pat brings super successful entrepreneurs like herself who can provide the tips and tools to help you win when the chips seemed stacked against you.

Episodes

  1. 5D AGO

    Close Customers for Life | #9 (Josh Cadillac)

    What if success wasn't about closing deals—but about eliminating the option to quit? In this episode, real estate coach, investor, and author Josh Cadillac joins host Pat Miller to break down what it really means to build a business that lasts. From being raised in entrepreneurship at age nine, to losing everything in the 2008 crash, Josh shares how underdogs win—by outworking, outlasting, and outthinking the competition. Together, Pat and Josh unpack the mindset shifts, discipline, and systems required to turn clients into lifelong relationships and chaos into momentum. Key takeaways include: Why underdogs must burn the ships and remove failure as an option How "closing customers for life" creates sustainable, compounding success Practical systems for time management, CRM discipline, and ruthless efficiency If you're building something from the ground up—and refusing to take the off-ramp—this conversation will remind you why underdogs win more often than anyone expects.   ✨ Connect with Host Pat Miller Instagram   thepatmiller11 Website     patmiller.net

    53 min

  2. JAN 29

    Turning Adversity Into Power | #8 (Rosemary Cescolinii)

    What if the setback you're facing right now is actually your greatest opportunity? In this episode, host Pat Miller sits down with entrepreneur, manufacturer, and mentor Rosemary Cescolini to unpack a powerful journey that began in teaching and evolved into building a multi-generation construction and manufacturing legacy. From learning the shop floor in a male-dominated industry to growing over 200 product designs and mentoring the next wave of entrepreneurs, Rosemary shares what it really takes to pivot, lead, and endure. Key themes include: Turning adversity and uncertainty into long-term advantage Why mentorship, skilled trades, and adaptability matter more than ever Empowering women to lead, build, and thrive without waiting for permission If you're standing at a crossroads in your career—or wondering how to turn experience into impact—this conversation will challenge you to lift your head, stay ready, and move when opportunity shows up.   Connect with Rosemary: 🌐 onlywomenentrepreneurs.com Instagram: @rosemarycescolini @onlywomenentrepreneurs   Tiktok only.women.entrep FB Only Women Entrepreneurs LinkedIn Rosemary Cescolini LinkedIN OWE ✨ Connect with Host Pat Miller Instagram   thepatmiller11 Website     patmiller.net

    1h 5m

  3. JAN 22

    Lawyers Who Think Like CEOs | #7 (Damien Conforti)

    What happens when a lawyer stops thinking like a prosecutor—and starts thinking like a business owner? In this episode, Pat Miller sits down with Damian Conforti, a former prosecutor turned trusted corporate counsel, to unpack what it really means to practice the business of law. Damian shares how relearning law through an entrepreneurial lens transformed the way he advises CEOs, founders, and leadership teams facing real-world operational and governance challenges. Rather than just reacting to legal problems, Damian explains why the most valuable counsel anticipates risk, understands the business inside and out, and empowers leaders to make smarter decisions—before issues ever reach the courtroom. In this conversation, you'll hear about: Why effective legal counsel requires an entrepreneurial mindset The difference between practicing law for businesses vs. with business leaders How CEOs can leverage lawyers as strategic partners—not just problem solvers If you're a founder, executive, or advisor navigating high-stakes decisions, this episode will change how you think about law, leadership, and long-term strategy. Press play and start thinking like both an owner and a lawyer.     ✨ Connect with Host Pat Miller Instagram   thepatmiller11 Website     patmiller.net

    1h 3m

  4. JAN 15

    From Rock Bottom to Relentless | #6 (Dan Sachkowsky)

    A heart attack, a bankruptcy, and a lifetime of grit pushed Dan Sachkowsky to rebuild himself—and redefine what success really means. In this powerful conversation, Dan ("Big D") opens up about humble beginnings, multimillion-dollar wins, losing everything, and the wake-up call that turned pain into purpose. He and host Pat Miller dive deep into what it really takes to grow a business, lead with integrity, and build a life that actually matters. In this episode, you'll learn: How to turn adversity, setbacks, and heartbreak into fuel Why most business owners stay stuck—and how to rise into the CEO role The mindset shifts that create wealth, freedom, and long-term resilience Dan's journey is a reminder that success isn't what you have—it's who you become. Lean in, get inspired, and let this episode push you toward the life you know you're meant to build.   Connect with Dan Sachkowsky Website: DanSachkowsky.com Instagram: big_dan_official Podcast: Big D Podcast LinkedIn: Dan Sachkowsky Connect with Host Pat Miller Instagram: thepatmiller11 Website: patmiller.net

    1h 5m

  5. JAN 8

    From Battlefield to Boardroom | #5 (Chris Graffagnino)

    What happens when life forces you to reinvent yourself? In this episode, Pat sits down with Chris Graffagnino — Army Veteran, Purple Heart Recipient, and Founder of Graff Global — to talk about how an unexpected injury and an unshakable instinct led him from law enforcement to building an international risk management enterprise. Chris opens up about betting on himself, navigating unknowns, losing friends along the way, and why complacency is the enemy of progress. Key Themes: Turning adversity into opportunity The difference between owning a business and being an entrepreneur Reinvention, risk, and following your gut Legacy, parenting, and building something that matters Chris's journey is proof that the underdog can win — if they're willing to leap, learn, and keep climbing. Tune in and get inspired to take your next step.     ✨ Connect with Chris Graffagnino LinkedIn: Chris Graffagnino ✨ Connect with Pat Miller Instagram: @thepatmiller11 Website: patmiller.net

    1h 11m

  6. JAN 1

    Turning Underdog Energy Into Impact | #4 (Ron Nussbaum)

    Most people run from the hard road — Ron Nussbaum runs toward it. In this episode, Pat sits down with Marine veteran, software founder, and Construction Champions podcast host Ron Nussbaum to talk about what it really means to start from nothing and build a life you're proud of. Ron shares how the underdog mindset shaped his journey from working his way up in construction, to walking away from the "safe path," to launching his own software company and mission-driven work supporting veterans. In this episode, we cover: Why being underestimated can be a competitive advantage The moment Ron walked away from security to bet on himself Breaking out of the "survival mode" mindset and finding peace How to recognize when God's placing the next step in front of you The discipline and structure required to thrive as an entrepreneur This is a conversation about grit, clarity, faith, and finding the courage to build the life you were actually meant to live — not the one you settled for. Lean in and get inspired to take your next step. Connect with Ron Nussbaum: Construction Champions Podcast BuilderComs: https://buildercoms.com Connect with Pat Miller: Instagram: @thepatmiller11 Website: https://patmiller.net

    55 min

  7. 12/25/2025

    From Tragedy to Triumph in the Barber World | #3 (Lena Piccininni)

    When life gave her no choice but to rise, Lena Piccininni built a career—and a legacy—out of pure grit. In this episode, Lena shares how losing her father at 17 forced her into survival mode, eventually leading her into the male-dominated world of barbering where she had to earn every ounce of respect. From teaching nationwide with Pacinos, to building a loyal client base from scratch, to launching her own product line Manan Haircare, Lena reveals how confidence, resilience, and relentless work ethic transformed her from an underdog into a thriving entrepreneur. She also opens up about balancing motherhood, running a studio, and scaling a brand that's now carried in salons across multiple states. Key Takeaways: How to break into (and stand out in) a male-dominated field Why saying "yes" before you're ready creates massive opportunity The power of small jobs, networking, and building true client relationships What it really takes to launch and scale a product line as a solo founder Lena's story is a reminder that strength is born in the hardest seasons—and that anyone willing to outwork their circumstances can build something extraordinary.     🔗 Connect with Lena Piccininni Website: mananbeauty.com Instagram: @lenapiccininni | @manan_haircare Email: lenapiccininni@gmail.com 🔗 Connect with Host Pat Miller Instagram: @thepatmiller11 Website: patmiller.net

    49 min

  8. 12/18/2025

    From Garage Dream to Coastal Movement | #2 (Tomas Gesumaria)

    What if your side hustle on a school bus became a coastal lifestyle brand?  In this episode, Pat Miller sits down with Tomas Gesumaria, founder of East Waves Surf Co., to unpack how a high school passion for social media grew into a thriving East Coast surf community and apparel line. From screen-printing in his mom's garage to partnering with surf shops and breweries across the coast, Tomas shares the real story behind the grind—turning unemployment checks into opportunity and fear into fuel. Key themes: Building a brand before you have a product Getting comfortable being uncomfortable Why it's never too late (or too early) to bet on yourself Dive in for a conversation about grit, growth, and the wave of entrepreneurship that starts with a single spark. ✨ Connect with Tomas Gesumaria: Website: eastwavesco.com Instagram: @tomasgesu | @eastwaves | @eastwavesco | @eastwavesprintingco LinkedIn: Tomas Gesumaria ✨ Connect with Pat Miller: Instagram: @thepatmiller11 Website: patmiller.net

    1 hr

  9. 12/11/2025

    The Underdog Advantage: Turning Setbacks Into Strength | #1

    What if being overlooked was actually your greatest advantage? In this solo episode, host Pat Miller shares her powerful journey from loss and survival to resilience and success. Starting with just $100 and a relentless will to provide for her family, Pat reveals how being an underdog has shaped her path as an entrepreneur—and why your disadvantages can become the very foundation of your success. You'll discover: How setbacks can sharpen your drive and resilience Why values and integrity matter more than quick wins The importance of turning negatives into positives in business and life Pat's story is proof that you don't need permission to build your dream—you just need grit, clarity, and the courage to keep moving forward. If she can do it, so can you.   ✨ Connect with Pat Miller: Website: patmiller.net @thepatmiller11 on FB, Instagram, Twitter, and YouTube LinkedIn:  https://www.linkedin.com/in/patricia-pat-miller-72492666/

    15 min
  • 9 Episodes

Ratings & Reviews

5
out of 5
2 Ratings

About

Have you ever felt like the outsider? That you are never the first pick? That you are always being underestimated or overlooked? Do you identify with being the underdog? If you answered yes to any of these questions, welcome to From Underdog to Entrepreneur: Building Dreams with Pat Miller. Each week, Pat brings super successful entrepreneurs like herself who can provide the tips and tools to help you win when the chips seemed stacked against you.

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