Insight Out : Big Ideas for the Modern Entrepreneur
Insight Out : Big Ideas for the Modern Entrepreneur

Insight Out : Big Ideas for the Modern Entrepreneur

Billy Samoa Saleebey

Overview
Episodes

Details

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.

Recent Episodes

Massive Success Comes to Those Who Take Bold Risks - Will Pemble⁠⁠
NOV 7, 2025
Massive Success Comes to Those Who Take Bold Risks - Will Pemble⁠⁠
In this episode, Will shared his experience and how the far-reaching consequences of trivial acts, and self-awareness have shaped his goals and mindset. and the positive effects of not being afraid to do crazy things. Will is an avid learner and has earned certifications as a Stockbroker, Flight Instructor, Certified Product Manager, Technical Trainer, Commercial Pilot, Microsoft Certified Systems Engineer, Cisco Certified Network Associate, and Certified Professional Behavioural Analyst, I've invited Will here today to learn more about the methods and tools he's developed to achieve success and the techniques he continues to use to expand his life are all described, taught, and delivered in the many businesses, leadership, and peak performance workshops, seminars, and events Will delivers.  Tune in to get important insights on self-improvement! What we discuss: ·        Love of learning. (01:41) ·        The power of reaching consequences of the trivial act. (3:30) ·        The seriousness of unforgiving neglect. (4:11) ·        How to focus on those little things in the right way. (5:27) ·        The importance of a checklist. (10:11) ·        Doing something a little bit crazy. (18:11) ·        How to set goals and hold people accountable. And how to communicate effectively with teams of people. (24:34) ·        The goal or intention of the meeting. (28:20) ·        What are the Ground rules. (29:35) ·        The seriousness of time management. (38:01) ·        Billy and Will talk about the impact they have on themselves and how they value time. (38:35) ·        The key metrics, goals, and problem-solving. (43:13) ·        The eulogy goal. (43:13) Notable quotes: ·        “Bad decisions. Make good stories.” (18:56) ·        “ You have to move a ton of dirt to get one carat of diamond.’’ (26:50) ·        “Business problems are like quicksand. The more you struggle, the faster you sink” (32:17) ·        ‘’ Everybody around you is going to die someday and you're going to lose people along the way. So never, ever waste another single second, doing anything that wasn't the absolute best thing you could be doing.” (38:21)   USEFUL RESOURCES:  Will’s Website:⁠ http://goalboss.com/⁠ YouTube:⁠ https://www.youtube.com/c/WillPemble⁠ Social Media: ⁠https://www.instagram.com/willpemble/?hl=en⁠ ⁠https://www.facebook.com/willpemble⁠ ⁠https://www.linkedin.com/in/willpemble/⁠ ⁠https://twitter.com/willpemble⁠   Support the show (⁠https://www.patreon.com/bePatron?u=23010497⁠ ) This is an encore episode and was originally published on May 13, 2022 Learn more about your ad choices. Visit megaphone.fm/adchoices
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59 MIN
How to Break Old Habits and Take Life-Changing Action - Scott J. Miller
OCT 24, 2025
How to Break Old Habits and Take Life-Changing Action - Scott J. Miller
How can we shift our thinking in order to break a pattern? And how can we take positive action to make transformative changes in our lives? That’s the focus of Scott Miller’s new book, “Master Mentors Vol. 2.” It examines key insights from 30 of the world’s most transformational leadership thinkers – including Seth Godin, Susan Cain, General Stanley McChrystal and more – and provides simple steps to implement the same insights in your own life.  In today’s episode, Scott joins me to talk about the most valuable lessons he’s learned from his own mentor, the concept of transformational insight, the subtle nuances between self-worth, self-esteem and self-confidence, why vulnerability is a key element of leadership, and more. “I think the power of transformation has the power for you to see yourself differently. It has the power for you to challenge your paradigm, your mindset, your belief system, to say, gosh, I always thought about gratitude in this way, but now I'm gonna think about gratitude in this way. Or I thought about what's next for me or my business model. They're personal and professional. I think it's really intended to help kind of shake you to say you've been in this pattern of thinking this line of behavior and just shaking a little bit to say, is that serving you well? Is that serving those around you?” – Scott (06:03) Top 3 Takeaways  A mentor can be anyone. “I don't think you have to know or be in an intimate relationship, professional relationship with your mentor at all,” Scott says. It doesn’t matter that you can’t meet with them for one-on-one guidance; a mentor is anyone who helps you understand how to improve your life, and in the age of podcasts and YouTube, you can get that wisdom in a variety of ways.  Try to assume positive intent. Everybody makes mistakes, and sometimes even the most well-intended words come out wrong. A person’s words say more about them than they do about you.  Self-worth is inherent and unchanging. “Self-esteem and your self-confidence ebbs and flows based on your sense of self and the kind of relationships you're in and the things that you do that you value or don't value,” Scott says. “But your self-worth cannot be changed and no one else can change it.” In This Episode (01:13) Why you don’t need to meet your mentor to benefit from their wisdom (05:21) Scott’s definition of a transformational insight (07:14) The practical applications of insights, and using them to transform your life (11:30) Bobby Herrera’s life-changing bus ride (22:50) Self-worth vs self-esteem vs self-confidence (31:51) “Your future truth should be your present.” (36:03) BJ Fogg and the power of tiny pattern-breaking habits Resources & Links Billy Samoa  https://billysamoa.com/ https://www.facebook.com/BillySamoaSaleebey/ https://twitter.com/BillySamoa https://www.instagram.com/billybelieve/ https://www.youtube.com/channel/UCCjQ9RSxYqDS4_VxBHNyQJw https://www.linkedin.com/in/billysamoa/ https://billysamoa.com/podcast-archive/ https://billysamoa.com/video-carousel/ ⁠https://billysamoa.com/blog-with-sidebar/⁠ Scott Miller ⁠https://www.scottjeffreymiller.com/⁠ ⁠https://www.facebook.com/scottmillerj1⁠ ⁠https://twitter.com/scottmillerj1⁠ ⁠https://www.instagram.com/scottjeffreymiller/⁠ ⁠https://www.linkedin.com/in/scottmillerj1/⁠ Mentioned ⁠https://tinyhabits.com/book/⁠ ⁠https://bobby-herrera.com/⁠ https://www.franklincovey.com/speakers-bureau/sean-covey/ This is an encore episode and was originally published on August 26, 2022 Learn more about your ad choices. Visit megaphone.fm/adchoices
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49 MIN
What If You Could Make Every Decision with Total Confidence? - Paul Epstein
OCT 18, 2025
What If You Could Make Every Decision with Total Confidence? - Paul Epstein
Who do you look up to the most? Is it a superhero from a comic book, a famous athlete, or a historical figure? We often forget the everyday heroes who quietly make a big impact on our lives. Our dads, the real-life heroes in our families, shape who we become, teach us important values, and help us navigate life's twists and turns. In today’s episode of the Insight Out podcast, I have the pleasure of having a conversation with Paul Epstein. Paul has a remarkable background as a former top-tier executive in both NFL and NBA organizations, and he's also a two-time bestselling author of the books "The Power of Playing Offense" and "Better Decisions Faster." His exceptional achievements in 2022 earned him a spot among SUCCESS magazine's prestigious list of accomplished thought leaders, sharing the spotlight with well-known names such as Tony Robbins, Brené Brown, Gary Vaynerchuk, and Mel Robbins. Furthermore, Paul's work has received significant recognition and media coverage, being featured on major platforms like ESPN, NBC, Fox Business, and USA Today.  In our conversation, Paul shares powerful stories about the impact his parents had on his life, shaping his core values of growth, impact, courage, authenticity, and belief. He discusses his father's influence on his students and his mother's courage in the face of adversity. Paul also talks about his journey from a successful sports manager to a more authentic self, acknowledging the role of his executive coach, Suzanne, in this transformation. He introduces the "head heart hands equation" for decision-making and discusses the importance of personalizing and internalizing values. The episode highlights the significance of authenticity, self-reflection, and making better decisions faster. In This Episode: [05:30] Age 19: A pivotal and life-changing moment [07:42] Real leadership and impact [09:44] Courage modelled by Paul's dad [09:51] Courage as a superpower [12:13] The ripple effect of small acts [14:10] Finding and living your core values [20:31] The beauty of the journaling process [22:02] The importance of memorializing and defining values [26:23] The impact of belief and humility [32:18] Feeling off despite winning [34:09] Feedback on not caring about the team [37:12]Overcoming self-limiting beliefs [40:31] The audit and self-reflection [41:49] The Jerry Maguire leap [44:00] The head-heart-hands equation Notable Quotes [00:11:00] “Courage is standing tallest when fear and risk are highest” -Paul [00:14:29] “Confidence is the Annie that we need to make better decisions faster. Confidence is the Annie to play. If you want to play offence in a world that is largely stuck on defence and so confidence is the through line.” -Paul [00:27:16] "I want to surround myself with people that do what they don't want to do in the unseen hours because they believe in it and because they care about it. That, in a sentence, is how I would describe people that win in life.”- Paul [00:32:18] “I don't feel purpose, there's a bunch of different shades of this, it's a very gray kind of space but like at the end of the day you just know it's not perfect” -Paul Resources and Links Paul Epstein ⁠https://www.linkedin.com/in/paulepsteinspeaks/⁠ https://www.instagram.com/paulepsteinspeaks/ ⁠https://www.paulepsteinspeaks.com⁠ This is an encore episode and was originally published on October 27, 2023 Learn more about your ad choices. Visit megaphone.fm/adchoices
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57 MIN
Will the Future Be Better or Worse in 30 Years - George J. Chanos
OCT 10, 2025
Will the Future Be Better or Worse in 30 Years - George J. Chanos
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: [email protected] and [email protected] 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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77 MIN
How to Build a Business That Runs Itself and Protects You from Burnout -  Bobby Mascia
OCT 3, 2025
How to Build a Business That Runs Itself and Protects You from Burnout - Bobby Mascia
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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64 MIN