Know Your Shit with Josh Cadillac

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Thomas Trotman, a purpose-driven entrepreneur with a gift for connecting with people and building joyful customer experiences. Thomas shares his journey of navigating adversity, staying grounded through failure, and the mindset shift that turned his career into a calling. Together, they dive deep into topics like emotional resilience, authenticity, human connection, and how great businesses are built by focusing on relationships—not transactions. This is a conversation full of both strategy and soul.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Jaclyn Strominger, a leadership strategist and peak performance expert. Jaclyn shares how designing systems around your values can eliminate burnout, improve focus, and help you show up as the best version of yourself—personally and professionally. Together, they explore routines that build momentum, how to lead yourself with intention, and why structure is the secret to sustainable success. If you've ever felt stuck in the grind, this episode offers a practical blueprint to break through.

In this milestone 150th episode of the Know Your Shit podcast, Josh Cadillac is joined by Oscar Garcia, entrepreneur, coach, and host of The OMG Show. Oscar shares the mindset and methods behind creating a business that aligns with who you are, not just what you sell. Together, they discuss the power of self-awareness, dealing with unmet expectations, and how building real relationships—not just transactions—is the foundation of long-term success. From humble beginnings to future visions, Oscar's journey is a powerful reminder that fulfillment comes from doing meaningful work in your own voice.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Joe Brady, a seasoned expert in real estate strategy and market cycles. Together, they dive into how the internet and evolving consumer behavior continue to reshape the real estate landscape. Joe shares valuable insights on adapting investment approaches, managing risk through smart leasing decisions, and why understanding individual investor goals is key to success. This conversation also takes a powerful turn into resilience, purpose, and how self-respect is forged through adversity. Packed with strategy and soul, this episode is a must-listen for anyone in real estate or business leadership.

In this episode of the Know Your Shit podcast, Josh Cadillac talks with Brett Miller, CEO of Galileyo, Inc. and former Marine, about what it takes to build a company that's revolutionizing global communication. Brett shares how his military background shaped his leadership style, the discipline that drives his innovation, and how his company is creating tech that keeps people connected—even in the most remote corners of the world. From lessons in resilience to staying accountable in high-stakes situations, this conversation delivers powerful insights for entrepreneurs, leaders, and anyone chasing a bold mission.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Evan Marks, an advocate for personal growth and emotional clarity, to explore what it really means to build internal integrity and trust yourself. Evan shares how a panic attack became the catalyst for radical self-awareness and how small, consistent wins helped him rebuild confidence. Together, they dive into overcoming fear, navigating setbacks, and shifting from reactive habits to intentional living. It's a vulnerable, insightful conversation that will challenge listeners to look inward and start showing up for themselves daily.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Chris Vermeulen, founder of The Technical Traders and author of Asset Revesting. With nearly three decades of experience in the markets, Chris shares how he transitioned from active day trading to a lifestyle of freedom through low-frequency, high-impact trades. He breaks down the logic behind his investing philosophy, the warning signs of an upcoming economic reset, and how to ride market “waves” with minimal stress. From personal setbacks to building a business that runs without him, Chris's story is a blueprint for those seeking financial freedom, consistency, and a system that works with life—not against it.

Josh Cadillac sits down with Mark Levy, the man behind some of the most powerful differentiation strategies in business today—including helping Simon Sinek find his iconic Start With Why concept. Mark shares his story of transforming ideas into movements, the art of cutting through the B.S., and how to craft messaging that sticks. From magic tricks to business breakthroughs, Mark reveals how a sense of wonder, storytelling, and clear differentiation can drive real impact. It's a thought-provoking and energizing conversation packed with actionable insights for entrepreneurs, creatives, and leaders alike.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Ian McCoog, an expert in leadership and business strategy, to discuss the principles of effective management, resilience, and personal growth. Ian shares insights from his book, detailing the mindset shifts and tactical approaches that help individuals and teams perform at their best. Together, they explore the importance of accountability, navigating setbacks, and developing a leadership style that fosters long-term success. This episode is packed with practical strategies for anyone looking to elevate their leadership and business acumen.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Joshua De Sousa, a member of his mastermind program, for a deep dive into real estate underwriting and investment strategy. Together, they analyze a live deal, discussing key financial metrics, risk assessment, and the importance of structuring investments for long-term success. This episode provides an inside look at how top investors evaluate opportunities, maximize returns, and strategically expand their portfolios.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Paul Morton, a leadership and management expert who helps professionals elevate their skills and effectiveness. Paul shares key insights from his book The Hidden Tradecraft of Elite Managers, offering practical strategies for overcoming challenges, improving communication, and building high-performing teams. Together, they discuss the importance of adaptability, problem-solving, and maintaining a strong mindset in leadership and business. This episode is packed with valuable takeaways for anyone looking to lead with confidence and purpose.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Lior Arussy, a globally recognized expert in customer experience, business transformation, and leadership. Lior shares insights on how organizations can break free from outdated mindsets and embrace innovation to drive meaningful growth. Together, they discuss the power of adaptability, the role of self-awareness in leadership, and strategies for creating extraordinary customer experiences. This episode is packed with valuable lessons for professionals looking to transform their businesses and careers.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Karen Brown, a leadership and performance expert who helps individuals break through mental barriers to achieve their highest potential. Karen shares her journey, the mindset shifts that transformed her career, and the importance of self-awareness in leadership. Together, they discuss overcoming fear, building resilience, and mastering the psychology behind high performance. This episode is packed with actionable strategies for professionals looking to elevate their game and create lasting success.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Kelly Shaw, a seasoned sales professional and expert in building lasting client relationships. Kelly shares his insights on the importance of customer loyalty, the power of authenticity in sales, and why establishing trust is the key to long-term success. Together, they discuss strategies for handling rejection, overcoming setbacks, and creating value-driven interactions that turn clients into lifelong customers. This episode is packed with actionable insights for anyone looking to refine their sales approach and build a sustainable business.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Tim Shields, an accomplished entrepreneur and industry expert, to discuss the keys to long-term success and personal growth. Tim shares his insights on commitment, resilience, and the mindset needed to navigate the ups and downs of business and life. Together, they dive into handling unmet expectations, overcoming challenges, and building a legacy through strategic decisions and personal integrity. This conversation is packed with practical advice for those looking to level up in their careers and personal lives.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Stephen Tallon, a seasoned real estate professional, investor, and entrepreneur. Stephen shares his journey from buying and selling properties to developing boutique hotels and building a brand that prioritizes customer experience. They discuss the importance of authenticity, hard work, and long-term vision in business and real estate. Stephen also reveals insights into creating a memorable brand, fostering meaningful client relationships, and balancing ambition with personal fulfillment. This episode is packed with actionable takeaways for anyone looking to level up in real estate and beyond.

In this episode of theKnow Your Shit podcast, Josh Cadillac welcomesDerick Sebastian, a world-renowned ukulele artist, speaker, and author. Derick shares his incredible journey—from discovering the ukulele as a child to performing on global stages and using music as a medium for connection and purpose. Together, they discuss resilience, overcoming rejection, and staying true to one's passion despite the challenges. Derick also introduces his new book, which blends personal stories, life lessons, and the Aloha spirit to inspire others to follow their dreams.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Monica Neubauer, a renowned real estate speaker, coach, and entrepreneur. Monica shares valuable insights into building a purpose-driven business, emphasizing the importance of aligning personal values with professional goals. Together, they discuss strategies for leveraging strengths, managing expectations, and overcoming challenges to create a balanced, fulfilling life and career. This episode is packed with practical advice for real estate professionals and entrepreneurs alike.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Dave Conway, an expert in personal growth and mindset development. Dave shares his journey of overcoming self-doubt and building success by mastering the art of mindset transformation. Together, they discuss strategies for managing internal conflicts, breaking through limitations, and finding fulfillment by serving others. This insightful conversation provides practical tools to help listeners unlock their potential and achieve their goals with clarity and purpose.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Kerim Kfuri, president of the Atlas Network and a leading expert in supply chain solutions. Kareem shares his journey from finance to entrepreneurship, building a company that helps businesses navigate the complexities of global supply chains. Together, they explore key topics such as supply chain transparency, risk management, and strategies for achieving efficiency and resilience in today's interconnected world. This episode is packed with insights for entrepreneurs and business leaders looking to optimize their operations and adapt to ever-changing market conditions.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Blair B. Nichols, founder of BBN Creative Management. Blair shares his journey of empowering leaders and speakers to amplify their messages through strategic brand and business growth. Together, they explore the importance of resilience, authenticity, and storytelling in building lasting success. Blair also provides insights into overcoming industry challenges and creating a purpose-driven business. This episode offers valuable advice for professionals looking to elevate their brand and impact.

In this episode of the Know Your Shit podcast, Josh Cadillac speaks with Andy, a driven entrepreneur known for his ability to identify opportunities and build success by solving real-world problems. Andy shares his journey, emphasizing the importance of hard work, authenticity, and finding ways to create value for others. Together, they explore lessons in leadership, customer loyalty, and how to navigate the challenges of entrepreneurship. This episode offers powerful insights for anyone looking to grow both personally and professionally.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes James, a passionate entrepreneur and coach dedicated to helping others achieve their full potential. James shares his insights on balancing ambition with self-care, learning from mistakes, and building systems for success. Together, they discuss the importance of living with intention, being adaptable, and setting meaningful goals to create a life of fulfillment. This episode is packed with wisdom and actionable advice for anyone striving to grow both personally and professionally.

In this episode of the Know Your Shit podcast, Josh Cadillac interviews Jacob Lawson, a dynamic leader in the construction and real estate industries. Jacob shares his journey of building a thriving career by focusing on excellence, resilience, and the importance of hard work. Together, they discuss strategies for balancing professional success with personal fulfillment, overcoming challenges, and finding opportunities in today's market. This episode is packed with insights and practical advice for anyone looking to elevate their business and life.

In this episode of the Know Your Shit podcast, Josh Cadillac hosts Paul and Leticia, dynamic entrepreneurs with expertise in real estate, tiny homes, and innovative business strategies. Together, they discuss their journey into property development, creative approaches to maximizing investments, and how they balance professional ambitions with personal growth. This conversation dives deep into building meaningful businesses, embracing resilience, and leveraging lessons from past mistakes to achieve success.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Jamie Giglio, a business leader and coach with a passion for helping individuals and teams unlock their full potential. Jamie shares insights on self-awareness, leveraging strengths, and navigating challenges to create meaningful success. Together, they discuss the importance of emotional intelligence, resilience, and building strong connections in both personal and professional life. This episode offers actionable strategies for anyone seeking to grow and thrive in today's fast-paced world.

In this episode of the Know Your Shit podcast, Josh Cadillac chats with Colton Pace, a real estate innovator and investment expert. Colton shares his journey, the importance of building the right team, and how peer collaboration drives success. Together, they discuss leveraging technology to reduce ownership costs, maximizing returns for investors, and creating synergy in property management. Packed with actionable insights, this episode is a must-listen for anyone seeking to thrive in real estate and investments.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Stephen Talon, a real estate professional with a unique perspective on customer loyalty and long-term success. Stephen, affectionately nicknamed "The Claw," shares his journey, lessons learned, and how he builds lasting client relationships by focusing on exceptional service over simple transactions. Together, they dive into strategies for resilience, the importance of consistency, and finding passion in the daily grind of real estate. This episode is packed with practical advice for anyone looking to create a sustainable business.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Dr. Eric Cole, a cybersecurity expert, entrepreneur, and former CIA professional hacker. Dr. Cole shares his journey from government service to founding businesses focused on securing cyberspace. They explore the intersection of innovation, resilience, and purpose, discussing how to protect yourself in the digital age while building a fulfilling career. Packed with actionable insights on balancing ambition and well-being, this episode highlights the importance of aligning your goals with what truly brings you joy and meaning.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Daniel V, an inspiring entrepreneur and founder of Global Team. Daniel shares his journey from Peru to the United States, his passion for helping U.S. businesses scale, and his mission to create meaningful opportunities for professionals in Latin America. They discuss the importance of living life by design, overcoming challenges, and building a purpose-driven business. This conversation is filled with actionable insights on entrepreneurship, personal growth, and making a global impact.

In this special episode of the Know Your Shit podcast, Josh Cadillac breaks new ground by featuring Alisha West, a member of his Close 4 Life Mastermind Program. Alisha shares her inspiring journey in real estate, tackling challenges like short sales and navigating the complexities of the market. As the first member to join Josh on the podcast, Alisha provides a unique perspective on the transformative impact of the Close 4 Life program and the importance of perseverance, authenticity, and continuous growth in building a successful career.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Diana Kahn, a versatile entrepreneur and strategist who has made a significant impact in her field. Diana shares her journey, discussing the challenges she has faced, her approach to building success, and her passion for helping others find opportunities in today's market. Together, they explore the importance of resilience, creativity, and focusing on long-term growth. This episode is packed with actionable insights for anyone looking to navigate the ever-changing business landscape.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Nicholas Capman, a visionary entrepreneur who transformed his side hustle into a flourishing enterprise. Nicholas shares his journey, offering insights on overcoming challenges, fostering innovation, and creating a thriving work environment. Together, they delve into the importance of adaptability, leadership, and pushing boundaries to achieve lasting success. This episode is a must-listen for anyone aiming to turn their passion into a profitable venture.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Tanya Roney, a real estate investor and entrepreneur passionate about leveraging short-term rentals to build wealth. Tanya shares her journey into real estate, the lessons she's learned along the way, and practical tools for those looking to break into the market. Together, they explore strategies for portfolio building, overcoming challenges, and finding success in an ever-changing industry. This episode offers actionable insights for anyone ready to take the leap into real estate investing.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Steve Scanlon, an expert in combining neuroscience and coaching to help individuals unlock their potential and achieve personal and professional growth. They dive into the importance of emotional intelligence, introspection, and self-awareness in driving meaningful progress. Steve shares his unique insights and practical tools for fostering resilience, building stronger teams, and creating impactful change. This episode offers valuable lessons for leaders, entrepreneurs, and anyone striving for excellence.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by John Gallagher, a dedicated coach and leader focused on helping individuals unlock their full potential. They discuss the importance of empathy, self-awareness, and setting meaningful goals in both personal and professional life. John shares his journey, insights into effective coaching, and actionable strategies to help people break through barriers and achieve uncommon results. This episode is a must-listen for anyone looking to improve their mindset, overcome challenges, and create lasting success.

In this episode of the Know Your Shit podcast, Josh Cadillac is joined by Jake Falcon, founder and CEO of Falcon Wealth Advisors. Jake shares his journey from aspiring golf pro to leading a successful wealth management firm. They explore topics like financial literacy, planning for retirement, and aligning your financial goals with your life's purpose. Jake provides actionable insights on building a values-driven financial plan, staying ahead of market trends, and cultivating a mindset for long-term success.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Jess Lenouvel, a renowned real estate coach and founder of The Listings Lab. Jess brings her sharp insights and candid perspective on how to revolutionize your real estate career. She shares strategies for breaking free from outdated industry norms, focusing on authenticity, playing to your strengths, and building a business centered on long-term client relationships. This episode is packed with actionable advice for agents looking to deliver exceptional value and achieve sustainable success in a competitive market.

In this episode of the Know Your Shit podcast, Josh Cadillac welcomes Greg Brown, a renowned change management consultant and author, to discuss how individuals and organizations can successfully navigate change in an ever-evolving world. Greg shares his journey of embracing authenticity, breaking free from societal expectations, and leveraging intuition to build meaningful relationships and a fulfilling career. Together, they explore the role of passion, resilience, and adaptability in creating positive change both personally and professionally.

In this episode of the Know Your Shit podcast, Josh Cadillac sits down with Michael Sjogren, a seasoned real estate investor and short-term rental expert, to discuss strategies for achieving financial freedom and building wealth through thoughtful decision-making. Michael shares his journey, the risks he took, and the disciplined approach he uses to evaluate opportunities. They delve into leveraging empathy, mitigating risks, and staying focused on long-term goals while balancing personal growth with professional success.

In this episode of the Know Your Shit podcast, Josh Cadillac interviews Alejandra, the "Official Baller Coach," who shares his journey from the "hamster wheel" of mediocrity to finding purpose and success. They discuss resilience, self-awareness, and the power of humility in achieving meaningful goals. Alejandro opens up about life lessons, the importance of authenticity, and strategies for navigating challenges with grace and grit. This episode offers actionable insights and inspiring stories to help listeners find their passion and turn challenges into opportunities.

In this episode, Josh Cadillac sits down with Jeffrey Panik, a seasoned wealth manager and author of Your Future is Now, to discuss the essential components of financial literacy and building a meaningful life. Jeffrey shares his journey from humble beginnings to managing wealth for families and businesses. Together, they explore the importance of perseverance, effective goal-setting, and the role of financial education in shaping a successful future. This conversation is packed with actionable advice for navigating the complexities of personal finance and achieving long-term stability.

In this episode, Josh Cadillac welcomes financial expert Travis Freeman to discuss the principles of effective wealth management and strategies for long-term financial success. Travis shares his journey, the lessons he's learned, and actionable insights into building wealth through disciplined investing, smart financial planning, and leveraging the power of compounding. Together, they explore how to identify opportunities, focus on strengths, and navigate the challenges of modern financial systems to achieve sustainable success.

In this episode, Josh Cadillac speaks with sustainability and finance expert Barney Herrera to dive deep into the complexities of sustainable development and the global push for net-zero goals. Barney shares insights from his extensive career in corporate governance, sustainable finance, and entrepreneurship, highlighting the challenges and opportunities in balancing long-term environmental goals with short-term economic realities. Their discussion explores key topics like corporate responsibility, the role of incentives, and the impact of individual contributions in creating a sustainable future.

In this episode, Josh Cadillac sits down with professional runner and creative entrepreneur Brian Barraza to explore personal growth, self-discovery, and the pursuit of excellence. Brian shares insights from his running journey, creative ventures, and coaching experiences, emphasizing self-awareness, agency, and the value of authentic living. Together, they discuss frameworks for success, overcoming internal conflicts, and finding harmony in life's pursuits.

Brett Deas runs Horizon Hideaways as the head of finance and acquisition. He talks with Josh about his decision to jump into work rather than going to college. He shares what he's learned from finding success at a young age after graduating high school only two years ago. They talk about the importance of taking a step back and slowing down to see the full picture and clearly convey your message to your audience. Follow Brett here: https://www.instagram.com/brett.deas/

Freddie Rappina spent years building extensive experience and qualifications, including becoming a Chartered Financial Consultant™ Accredited Investment Fiduciary™, Retirement Income Planning Specialist™ and Chartered Life Underwriter™. He also amassed a comprehensive set of certifications, including Series 7, Series 63, Series 65, Series 22, and Series 6 registrations. He talks about financial players in terms of "checkers players" and "chess players". He chats with Josh about how he has been able to find financial success and pass on that knowledge to others. If you're ready to level up your financial game, this episode is for you. Get Freddie's book here: https://www.amazon.com/Playing-Wealth-Game-Strategies-Financial-ebook/dp/B0D27RDL4F

Doug Davidoff is the founder and CEO of Lift Enablement. He has decades of experience advising the leadership of more than 1,500 small and mid-market companies committed to serious growth. He sits down with Josh today to talk about growing your business into something bigger. He shares how he got started and how his tendency to get frustrated easily has led to some of his biggest successes and inovations. Get Doug's book here: https://www.amazon.com/Revenue-Acceleration-Framework-Transform-Dynamically-ebook/dp/B0D2FMM61J?ref_=ast_author_dp

Michael Baker, CPA, CA, CFP, TEP, is not just a financial advisor—he is a visionary in the world of financial planning and tax strategies using life insurance. He's also the author of "Financial Blindspots". He joins Josh on the show today to help you understanding what you may be overlooking that could be stopping you from finding financial freedom. He goes over practical tips that you can start using to achieve financial success. With over 25 years of experience in finance, Michael has a wealth of knowledge that you won't want to miss out on. Get Michael's book here: ⁠https://www.amazon.com/Financial-Blind-pot-Insider-Discovering/dp/173822192X⁠

Paul & Latisha Montelongo are the co-founders of Montelongo Capital. They're also a husband and wife business duo. Montelongo Capital manages and invests in residential and multifamily properties in emerging markets of the United States. Paul and Latisha sit down with Josh to share how they went from husband and wife to business partners and how their marriage has been reshaped for the better. They talk about creating business vows on top of their marriage vows to create a strong foundation for their business and their relationship. Learn more about Paul & Latisha here: https://www.montelongocapital.com/

Laurie Barkman (aka The Business Transition Sherpa) sits down with Josh to chat about transitioning your business and finding success when you do so. She has tips on how to avoid common mistakes people make when they leave one business and move onto another. She shares with Josh how her business model gives her clients the opportunity to start fresh and achieve quickly. Learn more about Laurie here: https://thebusinesstransitionsherpa.com/