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Know Your Shit with Josh Cadillac

Know Your Shit with Josh Cadillac

Written by: Josh Cadillac
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About this listen

I am Josh Cadillac and welcome to my podcast KNOW YOUR SHIT. I've seen great success as well as seen the bottom in 2008. The one lesson I've learned is that for you to have success and differentiate yourself from everyone else, you need to KNOW YOUR SHIT. As a successful educator and investor in real estate and crypto, it drives me nuts that people do not immerse themselves in their craft. Everyone is so busy selling that they forget the most important thing: the product. I'll talk to the most successful folks in every industry, bring them to you, and show you the common denominator.Josh Cadillac Economics Leadership Management & Leadership
Episodes
  • 198: The Truth About PR for Entrepreneurs | Mickie Kennedy
    Feb 21 2026

    In Episode 198 of the Know Your Sh*t podcast, Josh Cadillac sits down with Mickie Kennedy, founder of eReleases, to break down how small businesses and entrepreneurs can leverage media and press coverage to build real credibility—without wasting money on hype.

    Mickie shares how he built a company that helps startups and growing businesses access real journalists through strategic press release distribution. The conversation dives into what actually makes a story newsworthy, why most companies approach PR the wrong way, and how consistent visibility can compound into long-term brand authority.

    They also explore the entrepreneurial realities behind running a lean team, managing yourself through setbacks, and staying in the fight when growth isn’t linear. Mickie opens up about leadership, self-assessment, and the importance of long-term thinking in building a sustainable business.

    This episode is a practical guide to earned media, brand positioning, and understanding how credibility—not just marketing—creates lasting success.f2q

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    35 mins
  • 197: The Competitive Advantage of Listening w/Christine Miles
    Feb 11 2026

    In this episode of the Know Your Sh*t podcast, Josh Cadillac sits down with Christine Miles, founder of The Listening Path, to unpack a skill most people think they have—but were never actually taught: how to truly listen. Christine shares the deeply personal story behind her life’s work, from growing up with a mother who struggled with mental illness to building a scalable, global listening education program now being implemented in classrooms and corporations worldwide.

    They explore why listening is the ultimate credibility builder, how misunderstanding quietly erodes relationships (“death by a thousand cuts”), and why entrepreneurs must learn to meet the moment while keeping their long-term vision intact. Christine also opens up about resilience through chronic pain, reinvention after adversity, and the mindset shifts that helped her keep going when results weren’t immediate.

    This conversation is a masterclass on empathy, leadership, grit, and the competitive advantage of making people feel truly understood.

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    40 mins
  • 196: Making Your Money Work Harder Than You Do W/ Tom Dunkel
    Feb 5 2026

    In Episode 196 of the Know Your Sh*t podcast, Josh Cadillac sits down with Tom Dunkel of Eagle Investments to break down the realities of building long-term wealth through disciplined investing and strategic risk management.

    Tom shares insights from years of experience working with distressed mortgage debt, stabilizing assets, and building portfolios designed to perform across shifting market cycles. The conversation dives into one of the biggest misconceptions in investing—how avoiding risk can actually be riskier than investing—and why learning to make your money work for you is the foundation of financial independence.

    They explore how market uncertainty creates opportunity, the power of compounding over time, and why consistent investment discipline can outperform even high-income careers over the long run. Tom also discusses leadership, resilience, and the mindset required to navigate market shifts while staying focused on long-term wealth creation.

    This episode is a masterclass on investing psychology, strategic patience, and understanding how real wealth is built—not chased.

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    33 mins
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