Lessons - Why Passion and Grit Aren't Enough | Michael Dermer - From Wall Street Lawyer to Serial Entrepreneur

➡️ Start Here: https://newsletter.scottdclary.com ➡️ Like The Podcast? Subscribe Here: https://youtube.com/c/scottdclary ➡️ If you like more content like this, you'll love my podcast, 10 Minute Mindset https://10minmindset.org/ In this "Lessons" episode, we're exposing the painful truth that's destroying millions of lives: The dreams you're chasing aren't even yours. If you're working toward goals that look impressive but leave you feeling empty inside. If you've been copying other people's success without asking what actually makes you happy—when you secretly worry you're living someone else's version of a good life, this one's for you. I'll show you why most people spend decades pursuing borrowed dreams they absorbed from social media and society, and how to stop copying other people's desires and start choosing your own before you waste your entire life building the wrong thing. ➡️ Connect With Me https://instagram.com/scottdclary / https://twitter.com/scottdclary

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com   ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Gilad Uziely is the Co-founder and CEO of Sequence, a fintech startup backed by $7.5M in venture funding and building the world’s first financial “router” to tackle the $25 trillion global consumer banking market. A serial entrepreneur, he previously co-founded the neo-bank Lance, launched the guided-tour marketplace Mekomy, and led major innovation initiatives for Tel Aviv Global. Born in Jerusalem and raised in Tel Aviv, Gilad served in the IDF, earned a degree in International Business from the University of Technology Sydney, and now lives in Tel Aviv with his wife and two daughters.   ➡️ Show Links https://www.instagram.com/gilad_uziely/ https://x.com/uzielygilad/  https://www.linkedin.com/in/giladuziely/    ➡️ Podcast Sponsors Hubspot - https://hubspot.com/   Truth, Lies & Work Podcast - https://truthliesandwork.com  ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Square - https://square.com/go/success  SurveyMonkey - https://www.surveymonkey.com/scott  Monarch Money - https://www.monarchmoney.com (Code: Success) Claude - https://claude.ai/success  Incogni - https://incogni.com/success (Code: Success) Think Big, Buy Small Podcast - https://link.chtbl.com/B2cH36AX?sid=SuccessStory  NetSuite — https://netsuite.com/scottclary/  Indeed - https://indeed.com/clary   ➡️ Talking Points 00:00 – Intro 01:33 – The Highs and Lows of Entrepreneurship 03:09 – Why Gilad Chose Entrepreneurship 04:34 – Lessons from a Failed First Company 06:42 – How Even Pros Get Core Assumptions Wrong 08:29 – Detaching Emotion to Make Better Decisions 16:04 – The Big Mindset Shift Behind Sequence’s Success 17:41 – Handling Investors in Tough Times 25:14 – Sponsor Break 27:25 – Founders’ Guide to Surviving Desperate Times 30:58 – Smart Strategies for Raising Capital 39:27 – What Makes Sequence Different from Competitors 44:38 – Sponsor Break 46:33 – How Sequence Changes Users’ Lives 50:06 – Financial Safeguards You Can Trust 53:44 – Will AI Make Bookkeepers Obsolete? 57:40 – The Future of Banking 1:00:18 – How to Extract Value from Failure 1:01:17 – Keeping Morale High in a Brutally Honest World 1:03:49 – The Best Advice Gilad Ever Received 1:04:09 – The #1 Lesson for His Children

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com   ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Anna Runkle, widely known as the Crappy Childhood Fairy, is a writer, coach, and online educator who helps people heal from the lasting effects of childhood trauma. Through her popular YouTube channel, courses, and workshops, she shares practical strategies for calming dysregulation, rewiring old patterns, and building healthier relationships. Drawing from her own recovery journey, Anna empowers survivors with tools to move beyond their past and create fulfilling, connected lives.   ➡️ Show Links https://www.instagram.com/crappychildhoodfairy/ https://www.youtube.com/CrappyChildhoodFairy/ https://www.linkedin.com/in/anna-runkle-baa9778/    ➡️ Podcast Sponsors Hubspot - https://hubspot.com/   Truth, Lies & Work Podcast - https://truthliesandwork.com  ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Square - https://square.com/go/success  SurveyMonkey - https://www.surveymonkey.com/scott  Monarch Money - https://www.monarchmoney.com (Code: Success) Claude - https://claude.ai/success  Incogni - https://incogni.com/success (Code: Success) Think Big, Buy Small Podcast - https://link.chtbl.com/B2cH36AX?sid=SuccessStory  NetSuite — https://netsuite.com/scottclary/  Indeed - https://indeed.com/clary   ➡️ Talking Points 00:00 – Intro 01:26 – What “Connectability” Really Means 06:25 – The Cost of Disconnection 11:23 – Anna’s First Step Toward Healing 18:28 – Why Dysregulation Often Goes Unnoticed 22:14 – Sponsor Break 25:00 – Quick Fix or Lifelong Practice? 28:25 – Daily Habits to Stay Regulated 36:37 – Spotting and Stopping Covert Avoidance 39:57 – Sponsor Break 42:49 – Self-Sabotage and Avoidance 45:59 – How to Reclaim Your Agency 51:29 – Boundaries Make Connection Possible 53:43 – What Real Connection Looks Like 56:45 – Can You Really “Fix” Someone Else? 1:00:38 – Ending Relationships the Right Way 1:02:44 – How to Build True Connectability 1:04:33 – The Hardest Part About Connecting 1:06:47 – The Big Takeaway from Anna’s Book

➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory     In this "Lessons" episode, Bob Raleigh, PhD, author of The Search for Why, unpacks how moral psychology and cognitive science intersect to explain human decision making. He reveals why instinctual patterns tell us far more than demographics, and how life experiences combined with core instincts shape the way we see the world. Raleigh explains how these instinctual profiles can predict behavior, influence choices, and even guide strategy in business, politics, and relationships.   ➡️ Show Links https://successstorypodcast.com   YouTube: https://youtu.be/J2jsSYpsEO8  Apple: https://podcasts.apple.com/us/podcast/bob-raleigh-ph-d-founder-of-pathsight-predictive/id1484783544  Spotify: https://open.spotify.com/episode/4UBtZ30ELcRKl7IILPRBJh    ➡️ Watch the Podcast on YouTube https://www.youtube.com/c/scottdclary   

➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory     In this "Lessons" episode, Michael Dermer, former Wall Street lawyer turned serial entrepreneur, unpacks why passion and grit alone aren’t enough to succeed in business. He explains how entrepreneurial thinking is essential not just for startups but also for large corporations to stay competitive, and shares strategies for presenting innovative ideas effectively within bureaucratic systems. Michael also explores how perspective—shaped by pressure, passion, pleasure, and pain—impacts decision-making, and why mastering this balance leads to better choices and sustainable success.   ➡️ Show Links https://successstorypodcast.com   YouTube: https://youtu.be/Yp0TjblE1Lw  Apple: https://podcasts.apple.com/us/podcast/michael-dermer-founder-of-the-lonely/id1484783544  Spotify: https://open.spotify.com/episode/5SLTw0hJmudA5mKsfe2TcW    ➡️ Watch the Podcast on YouTube https://www.youtube.com/c/scottdclary

➡️ Start Here: https://newsletter.scottdclary.com ➡️ Like The Podcast? Subscribe Here: https://youtube.com/c/scottdclary ➡️ If you like more content like this, you'll love my podcast 10 Minute Mindset https://10minmindset.org/ In this "Lessons" episode, we're talking about the uncomfortable truth nobody wants to admit: You're dead inside and everyone can see it. If you've been going through the motions at work while mentally calculating how many hours until Friday. If you think showing up is enough when your face screams you'd rather be anywhere else. If you've convinced yourself that sacrificing your aliveness is what responsible adults do, this one's for you. I'll show you why you're modeling that adulthood is a prison sentence, what you're actually teaching yourself and others when you're enduring rather than living, and how to choose a life worth living instead of a slow death in public. ➡️ Connect With Me https://instagram.com/scottdclary / https://twitter.com/scottdclary

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com   ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Michael Bungay Stanier is a world-renowned author, speaker, and leadership coach whose work has redefined how millions of managers lead. His bestselling book The Coaching Habit has sold over 1 million copies, making it the most influential coaching book of the century and a go-to resource for leaders at companies like Google, Microsoft, and Salesforce. Recognized as one of the top voices in leadership and organizational development, Michael has trained hundreds of thousands of managers across 50+ countries to unlock potential through the simple but powerful act of asking better questions. With multiple bestselling books, international speaking tours, and a global reputation for practical, transformational leadership, he continues to shape how organizations build stronger leaders and more engaged teams.   ➡️ Show Links https://www.instagram.com/mbs_works/  https://www.youtube.com/@mbs_works/  https://www.linkedin.com/in/michaelbungaystanier/    ➡️ Podcast Sponsors Hubspot - https://hubspot.com/   Truth, Lies & Work Podcast - https://truthliesandwork.com  ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Square - https://square.com/go/success  SurveyMonkey - https://www.surveymonkey.com/scott  Monarch Money - https://www.monarchmoney.com (Code: Success) Claude - https://claude.ai/success  Incogni - https://incogni.com/success (Code: Success) NetSuite — https://netsuite.com/scottclary/  Indeed - https://indeed.com/clary   ➡️ Talking Points 00:00 – Intro 01:31 – When Helping Hurts 05:52 – Redefining Coaching 09:55 – Are Coaches Natural Leaders? 13:01 – The Power of Staying Curious 21:01 – Sponsor Break 23:47 – The Seven Why’s + What Else 29:30 – The Most Overlooked Question 35:25 – I–Thou vs. I–It 40:02 – How Michael’s Approach Stands Out 43:21 – Sponsor Break 46:13 – Common Coaching Mistakes 53:04 – Michael’s 5 Daily Questions 57:43 – What a Goal Really Is 1:08:25 – The #1 Lesson from The Coaching Habit 1:11:47 – Advice Michael Wants His Kids to Remember

➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory     In this "Lessons" episode, Sharran Srivatsaa, President of Real (NASDAQ: REAX), breaks down the playbook to building billion-dollar businesses. He shares how singularity of focus can align entire organizations toward one powerful goal, why a cadence of accountability is the key to driving consistent performance, and how strong processes create momentum that sustains growth. Drawing on his experience scaling companies, investing through his private fund, and advising high-performing CEOs, Sharran offers a practical framework for entrepreneurs who want to move from incremental gains to exponential results.   ➡️ Show Links https://successstorypodcast.com   YouTube: https://youtu.be/A_dQhuAyro8  Apple: https://podcasts.apple.com/pk/podcast/sharran-srivatsaa-ceo-of-srilo-capital-4x-inc-500/id1484783544  Spotify: https://open.spotify.com/episode/0BJSMlAWYKhgSiB7VNkqmH    ➡️ Watch the Podcast on YouTube https://www.youtube.com/c/scottdclary   

➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory     In this "Lessons" episode, Robert Barber, author of CEO for Life and former Fortune 150 executive, shares powerful insights on why most people struggle with managing their lives effectively. Drawing from his background in real estate, coaching, and leadership, Robert highlights the value of consistent small wins over chasing shortcuts and explains why adopting a CEO mindset creates alignment between personal and professional growth. He also emphasizes the role of self-awareness, accountability, and long-term vision in building a roadmap for lasting success.   ➡️ Show Links https://successstorypodcast.com   YouTube: https://youtu.be/BF_bxooW_Pc  Apple: https://podcasts.apple.com/pk/podcast/robert-barber-author-of-ceo-for-life-life-changing/id1484783544  Spotify: https://open.spotify.com/episode/2yds9JgyADDWdh0sjqt4jv    ➡️ Watch the Podcast on YouTube https://www.youtube.com/c/scottdclary

➡️ Join 321,000 people who read my free weekly newsletter: https://newsletter.scottdclary.com   ➡️ Like The Podcast? Leave A Rating: https://ratethispodcast.com/successstory Brendan Kane is a viral growth genius whose Hook Point methodology has generated 60+ billion views, 100+ million followers, and over $1 billion in revenue for elite brands and A-list celebrities including Taylor Swift, Rihanna, and Jason Statham. Having overseen $200 million in marketing spend while working with MTV, Paramount Pictures, Disney, Fox, and Netflix, Kane pioneered YouTube's first influencer campaign in 2007 and proved his own system by generating one million followers in just 30 days. The bestselling author of "One Million Followers" and "Hook Point," Kane has tested over 150,000 content variations to crack the code of virality, establishing himself as the undisputed architect of digital influence who transforms brands and creators into viral phenomena in today's three-second attention economy.   ➡️ Show Links https://www.instagram.com/brendankane/ https://www.youtube.com/c/brendankane/  https://www.linkedin.com/in/brendanjkane/    ➡️ Podcast Sponsors Hubspot - https://hubspot.com/   Truth, Lies & Work Podcast - https://truthliesandwork.com  ShipStation - https://www.shipstation.com/ (Code: SuccessStory) Inbound - https://www.inbound.com/register  NetSuite — https://netsuite.com/scottclary/  Indeed - https://indeed.com/clary   ➡️ Talking Points 00:00 – Intro 01:36 – Why Anything Can Go Viral 03:28 – Cracking the Viral Formula 06:37 – Why Big Brands Fail at Social Media 09:46 – Unlearning Old Marketing Habits 15:28 – Making “Boring” Businesses Go Viral 19:53 – Social Media Tips for Introverts 22:45 – Sponsor Break 25:31 – The Truth About Reaction Content 27:13 – The Secret to Stopping the Scroll 29:59 – Does Shadowbanning Really Exist? 37:13 – Key Metrics for Beginner Creators 40:09 – Decoding Top-Performing Content 43:58 – Sponsor Break 46:50 – Building Emotional Connections Online 54:15 – Setting Up Social Media Success 1:00:08 – Paid vs. Organic: What Really Sells 1:01:28 – Spotting Real vs. Fake Engagement 1:02:54 – The Game-Changing Content Format 1:06:39 – Brendan’s Biggest Client Success Story 1:09:12 – Brendan’s Five Steps to Storytelling 1:13:19 – Brendan’s Final Advice 1:14:37 – Brendan’s #1 Lesson for His Kids