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Insight Out : Big Ideas for the Modern Entrepreneur

Insight Out : Big Ideas for the Modern Entrepreneur

By: Billy Samoa Saleebey
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 Every successful business journey begins with an insight—an idea, a unique approach, or an innovative solution. Insight Out explores these internal revelations and how they’ve been turned outward into actionable strategies, systems, and results. Through intimate conversations with elite business leaders, founders, and entrepreneurs, we unravel the insights that have driven their success and learn how they’ve transformed these insights into extraordinary business outcomes.© 2024 Insight Media Economics Leadership Management & Leadership Marketing Marketing & Sales
Episodes
  • Will the Future Be Better or Worse in 30 Years - George J. Chanos

    Will the Future Be Better or Worse in 30 Years - George J. Chanos
    Oct 10 2025
    George J. Chanos is a lawyer and a former attorney general with both eyes on the future. His foresight led him to write the books Seize Your Destiny: A Roadmap to Success and Millennial Samurai: A Mindset for the 21st Century. However, creating thought-provoking books isn’t his only talent. George has recently been hard at work on an NFT art project called People Reign. In this episode, George shared his predictions for the future and his latest undertaking. George talked about how his desire to help his daughter and his nephew navigate their futures led to the creation of his first book. He quickly came to the realization that his young relatives wouldn’t be experiencing the same world that he had been dealing with all his life. Their future looked different. Determining what that entailed led him to create his second book. George now believes that a technological tsunami is coming for all of us and the water is currently rising. Automation will make many jobs things of the past. But if we put our minds together and ask the right questions, we can ultimately choose what our future will look like. In This Episode: [02:44] - George talks about his heart attack and what he learned from the experience. [05:25] - A letter to George’s teenage daughter becomes the book: Seize Your Destiny. [06:34] - What will reality look like 30 to 40 years from now? [08:42] - How do we give our children a better life? [11:10] - Using your mind to overcome obstacles. [16:12] - The value of different views. [18:30] - How to make sense of different perspectives. [37: 22] - What skills do we need to survive? [45:30] - The future of technology. [58:18] - The need for intelligent discussion. [1:04:30] - George discusses how his passion for art led him to create People Reign. QUOTES • [09:56] - “Embrace your ignorance. And the reason why is that learning begins with a recognition of ignorance. If we think we know all the answers, why bother to learn? Right. So the reality is: is that we don’t know all the answers.” - George J. Chanos • [11:10] - “Frank Zappa. Your mind is like a parachute. It doesn’t work if it isn’t open.” - George J. Chanos • [12:10] - “Your mind is a double-edged sword. It’s both your most powerful tool and your greatest liability.” - George J. Chanos • [15:37] - “We should learn that our beliefs and our views have no privileged legitimacy. Just because I think it’s a certain way does not mean that’s the way it is…. Just because my brain is telling me that this is reality and this is what it is doesn’t mean I’m right.” - George J. Chanos • [28:42] - “The more character you have, the more successful you are likely to be.” - George J. Chanos • [1:01:10] -“What is more important than knowledge is intelligence….Knowledge is accessible to all of us…But you have to know what question to ask. That is not knowledge. That is intelligence.” - George J. Chanos • [1:11:37] - “I believe it is important to speak out and to leave something behind.”- George J. Chanos RESOURCES George J. Chanos Website: ⁠https://georgejchanos.com/⁠ Facebook: https://www.facebook.com/georgejchanos/ LinkedIn: https://www.linkedin.com/in/georgejchanos/ Twitter: https://twitter.com/georgejchanos George’s Works Seize Your Destiny: A Roadmap to Success. https://www.amazon.com/gp/product/B01D6DZKTS/ref=dbs_a_def_rwt_bibl_vppi_i0 Millennial Samurai: A Mindset for the 21st Century Buy the Book: ⁠https://www.amazon.com/Millennial-Samurai-Mindset-21st-⁠ ⁠Century/dp/1688563334/ref=tmm_pap_swatch_0?_encoding=UTF8&qid=&sr=⁠ Free Digital Download: ⁠https://millennialsamurai.com/freegiveaway⁠ People Reign: ⁠https://peoplereign.com/⁠ Insight Out Links Website: https://insightoutshow.com/ YouTube: https://www.youtube.com/user/RollingMovie Billy Samoa Saleebey Email Addresses: billy@podify.com and saleebey@gmail.com LinkedIn: https://www.linkedin.com/in/billysamoa/ This is an encore episode and was originally published on October 28, 2022 Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 17 mins
  • How to Build a Business That Runs Itself and Protects You from Burnout - Bobby Mascia

    How to Build a Business That Runs Itself and Protects You from Burnout - Bobby Mascia
    Oct 3 2025
    This isn’t your typical family business story. Bobby started in finance, swore he’d never work with family, then life forced a pivot. Stepping in reluctantly, he helped scale the business to 40 locations and $50M, but success came at a cost: resentment, burnout, and the realization that growth without alignment is a trap. So, he walked away. Bobby went on to build Greenridge Wealth, a firm built on values, systems, and a team-first culture. His mission? Help founders build businesses that run without them so they can actually live. In this episode, Bobby lays it all out. The toll of resentment. The dangers of tying your identity to your business. The hard decisions around rebuilding teams, shifting mindsets, and designing companies that can grow without you in the middle of everything. This is about leadership, clarity, and doing it on your own terms. Not grinding forever. Not chasing empty success. Just building a business that serves your life, not the other way around. So, if you’re building, scaling, or just trying to break free from the grind this episode is packed with insights you don’t want to miss. Grab your notepad, tune in, and start building a business that works for you, not the other way around. In This Episode: Building Greenridge Wealth Planning [00:02:20 Why Bobby Avoided the Family Business for So Long [00:03:40] Health Scares Changed Everything [00:06:20] Shifting From Scarcity to Abundance [00:09:40] The Power of Peer-to-Peer Conversations [00:11:50] Bobby’s Return to the Family Business With a New Vision [00:16:30] The dangers of becoming emotionally tied to your business. [00:19:10] The Importance of Making Yourself Obsolet [00:20:20] Key focus on employee engagement and career growth within the business. [00:24:10] Leveraging Strategic Partnerships for Growth [00:29:00] The value of calculated risks, perseverance, and a willingness to change direction when necessary for business success. [00:32:50] The Power of Relationships in Business. [00:37:00] Designing a Business Around What You Actually Love [00:40:20] How stepping back creates space for strategy and long-term vision. [00:43:00] The Growth Junkie Trap [00:44:10] Why Bobby believes in karma more than luck and how gratitude shifts your energy and outcome. [00:48:50] Leadership Through Interaction & Decision [00:58:10] Notable quotes: "You've gotta tell me what it is. I wanna make the decisions. I have to be there not empowering other people to feel a sense of ownership. Just feeling like you're in the grind and you have to know everything." - Bobby [00:18:10] "If that's really what fills your cup and gives you a sense of purpose, well then I have nobody, I'm not the person to tell you to do something that that is your purpose." - Bobby [0:19:40] "It's not what you know. It's who you know." - Bobby [00:37:30] “We overestimate what we can do in a year, but we underestimate what we can do in 10” Bobby at [00:56:10] Resources and Links Bobby Mascia: ⁠LinkedIn⁠ ⁠Instagram⁠ ⁠Facebook⁠ ⁠YouTube⁠ ⁠Podcast⁠ ⁠Website⁠ ⁠Book⁠ Insight Out: ⁠Insight Out Show – Website This is an encore episode and was originally published on April 05, 2025. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    1 hr and 4 mins
  • What Happens When You Take a Risk with Your Brand? - Mark Schaefer

    What Happens When You Take a Risk with Your Brand? - Mark Schaefer
    Sep 19 2025
    What if the key to standing out in a noisy world isn’t about shouting louder or spending more money? What if it’s about embracing the crazy? In this episode of Insight Out, I sit down with Mark Schaefer, one of the sharpest marketing minds on the planet, to uncover the secrets of audacious marketing in an AI-dominated world. Mark, a New York Times bestselling author and marketing strategist, reveals how businesses can outshine the competition by tapping into the most uniquely human qualities crazy ideas, awe-inspiring experiences, and stories that people can’t help but share. But here’s the twist: What if the future of marketing isn’t about algorithms, but about out-humaning AI? What if the most powerful tool in your arsenal is your ability to create something so bold, so unexpected, that it stops people in their tracks? Mark shares jaw-dropping stories from his new book, Audacious, including how a drone show in the Texas sky left an entire restaurant in awe, and how a brand called Liquid Death turned the water industry on its head by embracing the taboo. What’s your audacious idea? What bold, crazy, unforgettable story will you create to stand out in a world drowning in noise? Tune in to this episode to find out how you can start today. In this episode, you will learn the following: How to create marketing moments that stop people in their tracks. Why awe is the secret ingredient to unforgettable branding. How to disrupt traditional narratives and break taboos like Liquid Death. The five-act storytelling structure that makes ads stick. How to turn customers into passionate brand advocates through word-of-mouth marketing. In This Episode: [01:33] Introducing Mark Schaefer [03:54] The impactful drone show [13:21] The role of awe in marketing [21:34] Liquid Death: A case study in bold marketing [25:02] From flat to 3D marketing [26:11] Innovative storytelling in unexpected places [26:56] Creative marketing on a budget [28:34] The power of experiential marketing [29:15] The role of education in marketing [31:49] The art of storytelling in advertising [37:09] Systematic word-of-mouth marketing [44:37] The impact of social objects in marketing [48:09] Final thoughts and takeaways Notable Quotes [01:06] “Most marketing today is boring. It’s predictable, it’s ignorable. But standing out isn’t about spending more money or shouting louder—it’s about doing something truly different.” – Billy [02:55] “Instead of playing it safe, instead of doing what you think you're supposed to do, we’re going to talk about how you actually stand out.” – Billy [10:49] “AI can be competent, but it can’t create human connection. If you're just competent, you’re vulnerable—because competent is ignorable.” – Mark Schaefer [37:09] “Word of mouth marketing is the most powerful form of marketing, yet most brands don’t have a system for it. It’s time to change that.” – Mark Schaefer [44:37] “The best marketing isn’t just seen—it’s experienced. People remember the emotions, the moments, and the stories, not just the ads.” – Mark Schaefer Resources and Links Mark Schaefer ⁠Website⁠ ⁠Audacious: How Humans Win in an AI Marketing World⁠ ⁠The Marketing Companion⁠ Billy Samoa ⁠Facebook⁠ ⁠X (formerly Twitter)⁠ ⁠Instagram⁠ ⁠LinkedIn⁠ ⁠YouTube This is an encore episode and was originally published on March 21, 2025. Learn more about your ad choices. Visit megaphone.fm/adchoices
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    55 mins
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