Exit Paradox

Exit Paradox

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Exit Paradox episodes

  • Brett Gelfand: My father sold his business and now I sold mine: Lessons from 2 generations

    Brett Gelfand. A second-generation exited founder, he has successfully built and sold a company, just like his dad. Now, they're in business together. In this episode, Brett shares with us insights from both his and his father's post-exit experiences, the keys to successful business partnerships, finding love, and thriving as a digital nomad.


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    Timestamps: 
    00:01:00: The early journey into business and entrepreneurship 
    00:01:22: Entering the cannabis industry 
    00:01:56: Decision to avoid traditional nine-to-five job 
    00:02:44: Becoming CEO at age 
    00:03:26: The drive to solve problems in the industry 
    00:04:19: Change in motivation after business exit 
    00:06:12: Shifting from a fear-driven approach to a passion-driven one 
    00:08:20: Considering other industries and opportunities 
    00:10:51: Decision to sell first business and focus on another 
    00:11:25: Feeling after selling first business 
    00:14:34: Shifting perspective on money and success 
    00:16:15: Parents' influence on entrepreneurship journey 
    00:17:26: Starting a business with father 
    00:19:24: Challenge and benefit of working with a family member in business 
    00:21:01: Decision to go into business with father and learning through the process 
    00:22:38: Growing up in a business-oriented family 
    00:23:21: Impact of business partnership on personal relationships 
    00:24:58: Parents' reaction to business partnership 
    00:25:33: Impact of financial freedom on happiness 
    00:28:14: Experience of travel and luxury after financial security 
    00:29:11: Reflection on the journey of building and selling a business 
    00:31:35: Learning lessons from the entrepreneurial cycle 
    00:35:21: Experience and benefits of globetrotting 
    00:43:39: The role of therapy in personal growth 
    00:44:36: Lessons from a Life Coach 
    00:57:18: Transitioning from Entrepreneur to Family Man 
    01:02:57: Preparing for Parenthood 
    01:03:39: How Brett Wants to be Remembered 
    01:05:23: Entrepreneurship as Freedom 
    01:06:13: Discussing personal freedoms and lifestyle 
    01:07:35: Reflecting on retirement and the necessity of growth 
    01:08:22: The role of financial success in personal growth and risk-taking 
    01:09:41: Investment philosophy and financial strategy 
    01:11:39: Closing the discussion and expressing gratitude

    1 hr 12 min
  • Timo Armoo - Retired At 27, Now What?

    Timo Armoo is a post-exit prodigy, who sold his first business at the age of 17, then aced an 8-figure exit at 27. He’s a Forbes 30 Under 30 honoree, Huffington Post’s Entrepreneur of The Year, and one of The Times' most influential media figures. Beyond TV and book deals, he’s a magnetic speaker and the incredible friend who pushed me to launch this podcast. Timo’s here to inspire us with his no-nonsense wisdom on post-exit success in life and business.


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     TIME STAMPS: 
    00:00:00: Intro 
    00:01:12: Background 
    00:01:20: Starting the First Business, Fanbyte 
    00:02:01: Fanbyte's Growth and Success 
    00:03:15: The Rise of Influencer Marketing and Formation of Fanbyte 
    00:03:51: Motivation Behind Starting Fanbyte 
    00:04:33: Reflection on Entrepreneurial Journey 
    00:06:09: After Selling the Business 
    00:10:07: Reflection on Selling the Business and Significance 
    00:12:23: Post-Business Activities 
    00:17:00: Planning for the Future and Next Business Adventure 
    00:19:36: Motivation for Next Business 
    00:21:16: Reflection on Success and Luck 
    00:22:49: School days and meeting intelligent peers 
    00:23:43: Starting Entrepreneur Express 
    00:24:19: Significance driving ambitions 
    00:24:42: Thoughts on future business ventures 
    00:25:08: Partnership dynamics at Fanbite 
    00:28:02: Zones of genius 
    00:30:22: Different mindsets of business founders 
    00:30:41: Post-exit emotional stages 
    00:33:12: Money meaning: ownership of time and optionality 
    00:36:35: Abundance mindset and its impacts 
    00:38:24: Changing relationships post-exit 
    00:39:26: Money's role in shaping social circles 
    00:41:45: Intentionally creating a circle with like-minded individuals 
    00:43:03: Deciding the type of conversations and people to be around 
    00:44:24: Managing money and portfolio strategy
     00:45:39: Mental struggle of adjusting to wealth 
    00:51:11: Reconsidering the motivations for angel investing 
    00:57:03: Power of manifesting and visualizing your goals 
    01:03:06: The importance of serving others and spirituality 
    01:06:27: Motivation and community building 
    01:08:00: Life, Fitness and Health 
    01:08:47: Regrets, Challenges and Aims 
    01:13:33: Building a personal brand 
    01:18:00: Choosing the right Platform 
    01:19:19: Non-obvious ways to monetize a personal brand 
    01:20:41: Legacy and Remembrance

    1 hr 22 min
  • Kunal Tulsiani. Post-Exit Spiritual Growth

    Seven years after stepping away from his highly successful business, Kunal Tulsiani has gained profound personal insights into purpose, meaning, and fulfillment. 

    In this episode, he shares how these insights now direct and drive his post-exit journey. He also offers actionable advice for you and me to live a more meaningful life.


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    00:00:00 Intro 
    00:01:03: Introduction 
    00:04:04: Personal journey into Philosophy and Spirituality 
    00:08:29: Career beginning in Real Estate Development 
    00:12:32: Importance of maintaining discipline 
    00:16:02: Transition from selfish to selfless 
    00:19:57: Applying Vedantic principles to business and personal life
    00:21:09: Leaving the Oligarch and Starting Own Property Business 
    00:23:05: Desire to Teach Philosophy 
    00:24:46: Naming of Family Office - Impact Assets 
    00:26:30: Finding Balance in Desire for Business and Self-Actualisation 
    00:27:52: Conflict Between Desire for Wealth and Spirituality
    00:29:50: Concept of Managing Desires Over Wealth Management
    00:31:21: The Case Study of Post-Exit Entrepreneurship
    00:34:31: Understanding True Nature from an Entrepreneur Perspective
    00:36:20: Desire for Control vs Spiritual Growth
    00:38:57: The Role of Agitation in Sparking Bliss
    00:39:56: Stages of Spiritual Development 
    00:40:08: Levels of Spiritual Growth 
    00:44:07: Building a Philosophy-focused Business 
    00:46:52: Impact Investing 
    00:50:20: Principles of Self Discovery 
    00:52:39: Process of Having a Charitable Disposition 
    00:54:25: Developing Intellectual Capacity for Control 
    00:56:10: Reading Philosophy for Self Development 
    00:59:33: Post Exit - Finding a Purpose 
    01:00:10: The significance of action and reaction 
    01:01:18: Discussion about the book "Die with Zero" 
    01:02:10: Changing mindset from scarcity to abundance
     01:04:43: Incorporating philosophy into daily life
     01:06:15: Managing one's energy and giving within capacity 
    01:09:33: Moving from selfish to unselfish 
    01:12:47: Concept of meditation and achieving a still mind 
    01:14:40: Thoughts on silent retreats and frustration of the mind 
    01:15:35: Insights on different forms of yoga and pathways of learning 
    01:17:57: Concluding thoughts

    1 hr 19 min
  • David Goldberg. Post-Exit Impact: $10B Pledged to Charities

    After selling his first business 15 years ago, David Goldberg became obsessed with the idea of making it absurdly easy for entrepreneurs to have an outsized social impact. This led to the creation of Founders Pledge, a community of experienced entrepreneurs who have now collectively pledged over $10 billion to charities. In this episode, he guides us on how to think about our post-exit impact in a rational and authentic way.

     👤 LinkedIn: https://www.linkedin.com/in/davidjonathangoldberg?utm_source=share&utm_campaign=share_via&utm_content=profile&utm_medium=ios_app 

    🖥️ Founders Pledge: https://www.founderspledge.com/ 

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     Timestamps: 
    00:01:08: The Purpose of Life and Time
     00:03:29: Drive and Work Ethic 
    00:03:42: David's thoughts on Identity 
    00:05:16: Secrets to a Successful Romantic Relationship 
    00:06:00: What keeps David up at night 
    00:07:56: Waking up Motivation 
    00:08:30: How David wants to be Remembered 
    00:08:44: Parent's Expectations 
    00:10:02: Value of Formal Education and Start of Career 
    00:13:36: David's First Business 
    00:17:15: Developing Communication Skills 
    00:18:20: The moment of Business Exit 
    00:19:44: Motivation for the First Business 
    00:20:10: Changes after Business Selling 
    00:20:40: Upbringing and "winning the life lottery" 
    00:21:31: Decision to do more than amass wealth 
    00:22:28: Challenges and obstacles in philanthropy efforts 
    00:24:07: Journey to discover true purpose 
    00:24:38: Process and experience of self-growth 
    00:26:26: Learning to think critically through formal education 
    00:30:03: Undergoing the cultural shift of studying abroad 
    00:32:05: Founders Forum group and understanding real poverty 
    00:33:22: Redefining success after selling first business 
    00:35:57: Encountering true poverty in Southeast Asia 
    00:37:09: Using resources effectively for maximum impact 
    00:37:49: The problem of "poverty tourism" 
    00:39:09: How compassion plays a role in business success 
    00:40:31: Introduction to Founders Forum and efforts to help social entrepreneurs 
    00:41:04: Reasons why the initial idea didn't work. 
    00:42:08: Evaluating the potential of startups
     00:42:27: The challenge of execution in social businesses 
    00:43:06: Pivoting to support commercial entrepreneurs 
    00:45:10: Founders Pledge 
    00:47:23: The relationship with Founders Forum 
    00:50:31: Aim to give effectively in Founders Pledge 
    00:52:06: Resolving the problem of global donations 
    00:55:02: Funding model of Founders Pledge 
    00:56:56: The reality of Donor Advised Funds 
    01:00:06: The challenge of raising funds annually 
    01:02:20: Focus on impact in Founders Pledge 
    01:03:33: Present commitments and funds injected in Founders Pledge. 
    01:04:29: Scaling up 01:05:32: Mental health as a neglected area 
    01:06:17: Introduction of non-profit working on mental health treatment in Africa 
    01:07:35: Effects on post-exit journey of founders who pledged 
    01:08:02: Role of philanthropy after exit 
    01:11:36: Introduction to Founders Pledge 
    01:15:02: The spiritual journey through Founders Pledge
     01:15:43: Introduction to Pledge Ventures 
    01:18:02: Rules and initial fundraising for Pledge Ventures 
    01:20:53: Commencement of investment through Pledge Ventures 
    01:25:05: Introduction to the Foundry program 
    01:25:54: Bespoke research programs for larger sums of yearly philanthropy. 
    01:26:03: The Order of Giving and the Importance of Knowledge 
    01:26:41: The Foundry Program 
    01:27:26: Partners, not Clients 
    01:28:07: Improving The Efficiency of Giving
     01:29:19: Transparency in Philanthropy 
    01:30:00: Aligned Incentives with Members and Issues with Charities 
    01:31:03: The Importance of Community in Philanthropy
     01:32:04: Future Impact and Growth of the Organization 
    01:32:46: Efficiency and Control in Giving
     01:33:18: Pledges and Donations: Freedom of Choice
     01:34:03: The Organization’s Differentiating Factors 
    01:35:11: Final Words

    1 hr 36 min
  • Richard Steel. Ex-Founder's "Portfolio of Interests"

    My guest today is Richard Steel. Since he sold his business - Steel Media - over 10 years ago, Richard embarked on a remarkable journey. He led a public company, authored a book, provided counsel to the White House, joined the Harvard Business School Alumni Board and established a philanthropic fund. His unique philosophy emphasizes the creation of what he calls a "portfolio of interests".

    1 hr 2 min
  • Michael Sonnenfeldt. Post-Liquidity Ultimate Wisdom.

    My guest today - Michael Sonnenfeldt - is the source of ultimate wisdom on the life after a liquidity event. He has build and sold multiple companies and is the celebrity founder of TIGER 21, an exclusive global community of ultra-high-net-worth investors. Michael creates exquisite art, collects photography and runs a venture philanthropy firm focusing on climate change. We discuss the importance of post-exit introspection, how a liquidity event teaches us humility, rules of prudent spending, capital preservation vs angel investing, and how to decide whether to start a new business or focus on passive investing.
     
    Follow Michael Sonnenfeldt on: linkedin.com/in/michael-sonnenfeldt-84072225/twitter.com/mwsonnenfeldtsonnenfeldt.comen.wikipedia.org/wiki/Michael_W._Sonnenfeldt

    Timestamps 
    00:00:37: Introduction of Michael, Founder of Tiger21

    00:01:53: Discussion on investors

    00:02:05: Challenges of investing

    00:02:39: Handling Success and Entrepreneurship

    00:04:17: Discussion on Turning into an Investor after Being an Entrepreneur

    00:06:44: Setting realistic passive returns

    00:18:49: Discussion on Family Offices

    00:23:49: Michael's personal motivations and the foundations of his success

    00:24:55: Michael's ambition and challenges in the early years

    00:27:37: Michael's personal experience of hearing loss and its impact on his life

    00:28:53: Reflection on the role of luck in building businesses

    00:29:04: Discussing the Role of Luck in Success

    00:32:46: Overcoming Responsibility and Trauma After Business Success

    00:34:46: Navigating Early Success and Future Ventures

    00:39:46: Balancing Entrepreneurship and Introspection

    00:43:59: The Intersection of Politics, Philanthropy, and Investment

    00:49:02: Discovering Philanthropy

    00:55:14: Importance of Travel and Cultural Awareness Post-Exit
    00:56:22: Passion for Art, Photography and Fashion

    00:58:00: Building a Large Photographic Archive

    00:58:44: Handling Estates of Important Photographers after they Pass On

    00:59:40: Estate Management of Deceased Photographers

    01:00:20: Fulfillment in Life

    01:01:41: Artwork and Business

    01:02:37: Loneliness After Founders Exit

    01:03:10: Isolation After Wealth Creation

    01:05:10: Inherited Wealth Management

    01:06:02: Shift in Wants After Selling Business

    01:09:36: Turning Down Family Members' Investment Requests

    01:12:07: Generosity Vs Enabling Bad Behavior

    01:12:47: Parenting with Wealth

    01:14:50: Responsibility Coupled with Inherited Wealth

    01:15:14: Preparing Children for Inheritance

    01:16:30: Selecting People to Surround Yourself With

    01:20:15: Striving for a Life of Meaning and Purpose

    01:24:50: Evolution of Tiger Organization and its impact

    01:26:54: The Experiences and Learnings from a Long Term Marriage

    1 hr 30 min
  • Adrien Cohen. 2x Unicorn Builder Talks Purpose After a Business Sale

    My guest today is Adrien Cohen, a remarkable entrepreneur. He built and sold his first business, Lazada, for $3 billion and led the rapid growth of Tractable, a multi-billion-dollar AI company for accident and disaster recovery. In our conversation, Adrien candidly shares his journey to finding his life's purpose, why he quit a lucrative job at Goldman Sachs and prefers venture philanthropy over impact investing, his tips for a happy marriage, and the intriguing story of his parents keeping their wealth a secret until he made his own mark Adrien lived in France, China, Vietnam and the UK.

    Follow Adrien Cohen on: linkedin.com/in/adrien-cohen-883a1527/

    Timestamps 
    00:00:00: Introduction

    00:01:44: Early Motivation

    00:03:28: Relationship with Judaism

    00:04:36: Being a spoiled rich kid

    00:05:20: What parents did right

    00:06:07: The world is competitive

    00:09:41: Defining success

    00:10:52: Leaving Goldman Sachs

    00:14:21: Starting e-commerce in Vietnam

    00:16:33 Motivation

    00:17:32 Critical Thinking

    00:18:19 Exit from Lazada

    00:19:43: Current stage of his new venture

    00:23:58: Dealing with feelings of being an imposter

    00:25:25: Discussing financial success and its responsibilities

    00:27:13: The responsibility of exited founders to make a difference
    00:30:02: Discussing the unique time in history for young, self-made individuals

    00:31:58: Channelling guilt and insecurities into action

    00:32:48: The mission to cure paralysis

    00:34:10: Sharing personal tragedy and its impact

    00:38:11: Introducing the concept of venture philanthropy

    00:42:24: The structure and aim of the venture philanthropic fund

    00:45:22: Choosing people to surround oneself with

    00:47:16: The Secret Superpower - Using Empathy and Acceptance

    00:50:00: Rules, Principles, and Lessons for Creating a Unified Relationship

    00:57:10: Dealing with the Control Freak Aspect

    00:59:16: Balancing Work, Life, and Family

    01:01:12: Raising Children with Integrity and Humor

    01:02:07: How to Be Remembered - Leaving a Lasting Impact and Legacy

    1 hr 2 min
  • Mimi Ikonn. Making my first $1M at 25 helped me find my true purpose earlier in life.

    Mimi Ikonn sold her company, Luxy Hair, 5 years ago, traveled the world, wrote two books, and gained a massive social media following. Her latest business, Intelligent Change, helps people live happier, more fulfilling lives. 

    Mimi's zest for life and the transformative power of gratitude will leave you with a fresh perspective on personal well-being and the pursuit of purpose. Tune in for a dose of positivity and wisdom!

    00:00:00: Introduction and overview of the episode 

    00:00:06: Introduction of Mimi Ikonn and her ventures 

    00:00:26: Achievements in the first year of business 

    00:01:00: Mimi's gratitude for the platform and her reflection on financial freedom 

    00:01:47: Mimi's self-awareness about financial abundance and its impact 

    00:04:04: Mimi's perspective on the power and influence of businesses 

    00:04:45: Mimi talks about her purpose and how she wants to be remembered 

    00:05:55: Mimi discusses her influence and control over her actions 

    00:06:51: Mimi talks about her childhood and the origin of her dreams 

    00:09:48: Mimi's definition of success and the importance of feeling good and fulfilled 

    00:12:00: Mimi's reflection on her journey after attaining financial abundance 

    00:17:51: Discussion on the hunger for freedom and realization of its abundance 

    00:20:10: Mimi shares about the need for stability and community in the abundance of freedom.

    00:21:45: Pragmatism vs. passion in building a business 

    00:22:33: A shift from not wanting to work to wanting to work 

    00:23:14: Realization from building Luxy Hair 

    00:24:03: Marketing strategies for Luxy Hair 

    00:25:26: Work-life balance and stepping in and out of "hustle mode"
    00:26:23: The process of selling Luxy Hair and what came afterwards 

    00:28:46: Re-framing the concept of work as art

    00:30:12: Memory of money and its influence on our attitude towards work and business 

    00:31:50: The natural inclination towards creation and problem-solving in business ventures 

    00:34:27: Creation of Intelligent Change and the Five Minute Journal 

    00:40:27: Role and responsibilities in Intelligent Change today 

    00:42:24: Personal transition: Separation from her husband Alex Ikonn 

    00:43:20: Belief in Dreams and Living the Potential 

    00:43:47: Navigating Relationships: Conscious expansion and maintaining respect 

    00:46:31: Addressing Divorce and Its Impact on Children 

    00:52:05: Defining the Next Dream: Authenticity & Potential Personal Development 

    00:54:21: The Role of Friendships 

    00:56:46: Living a Life of Purpose: A life Guided by Love 

    01:04:28: Approach to Psychedelics and Meditation. 

    01:05:58: Meditation Practice and its Importance 

    01:08:19: Comparison with Psychedelic Experiences 

    01:09:29: Advantages of Meditation 

    01:10:05: Personal Experience with Anxiety and the Role of Meditation 

    01:10:47: Overcoming Fear through Love and Meditation 

    01:12:09: Conclusion and Appreciation for Deep Conversations 

    1 hr 13 min
  • Pete Henderson. War Journalist Turned Exited Founder

    Join me for a riveting interview with the legendary Pete Henderson, an exited founder whose life could be a blockbuster biopic. In this episode, the former war journalist turned serial entrepreneur shares his mind-blowing adventures, including building businesses in African war zones, surviving a lion's attack, spending a decade living in Kenya after his exit, writing a bestselling book, and his current mission to combat global hunger.


    Timestamps:

    00:00:02: Dramatic introduction

    00:00:31: Introduction to Exit Paradox Podcast

    00:00:49: Guest Introduction: Pete Henderson

    00:01:13: Pete's Mission to End World Hunger

    00:01:28: Pete’s Experience as a War Cameraman

    00:05:31: Impact of Technology and Media

    00:05:56: Development of Nutritious Food Bar

    00:09:03: Pete’s Early Life

    00:10:49: Lion Attack Incident

    00:14:23: Selling First Business and Attending Harvard

    00:15:53: Pete’s First Business as a DJ

    00:16:36: Transition Into Television Business

    00:18:13: Building a media company

    00:19:09: Growing and selling the business

    00:19:47: Life after selling the company

    00:23:27: Starting a new business

    00:28:15: Venture in Telecommunication

    00:32:06: Introducing Site: Sustainable Impact Trading Ecosystem

    00:33:56: Future plans for 'food' venture

    00:39:06: Building a microalgae farm in Zimbabwe
    00:43:13: Reflecting on life and personal values

    00:43:46: Discussing parenting based on personal experiences

    00:45:54: Experience living in Africa and the children's outlook on life

    00:46:55: The children's transition to British boarding schools

    00:46:26: The role of money and wealth management

    00:52:29: Sharing an intensifying experience in South Africa during apartheid

    00:55:56: Meeting Sister Barnard and learning a valuable life lesson

    00:56:40: The decision to write a book for his children

    00:58:25: Defining success

    00:58:44: Introduction to Pete, "the food chap"

    00:59:37: Discussing role models

    01:01:16: Emphasizing the power of thinking

    01:02:06: What keeps Pete awake at night

    01:04:55: Feelings of guilt about financial success

    01:06:35: Regrets on selling a business

    01:07:20: Discussing joys in life

    01:07:51: How Pete wants to be remembered

    01:08:23: Finding fulfillment through witnessing history

    01:09:39: Final advice for listeners

    1 hr 11 min
  • Vikrant Bhargava. From $8.5B IPO to True Purpose

    My today's guest, Vikrant Bhargava, is a masterful businessman and an inspiring human being. Vikraint took his company public with an initial evaluation of $8.5B, which skyrocketed to $12B within just one month. Since then he's been applying his business acumen to tackle the world's biggest and nastiest problems. In our conversation, we'll delve into how and why he is pursuing this path, what brings him joy and fulfillment, and what fuels his boundless energy, curiosity, and compassion. Today is Vikrant's first public interview since the IPO 18 years ago and his first podcast interview ever.

    Timestamps 
    00:00:00: Introduction and starting point

    00:06:08: Importance of education and its relevance for children of exited founders

    00:15:51: Transition from a student to a start-up founder

    00:22:44: Vikrant's financial journey and perspective on "paper money"

    00:23:26: Going public and financial stability

    00:24:46: First public interview and going public

    00:25:18: Being publicly recognized

    00:26:03: Preparing for going public

    00:26:22: Company's valuation and public impression

    00:27:48: The moment of financial settlement

    00:28:20: The impact of financial success

    00:29:06: The luxury of time and money, dealing with boredom

    00:30:57: Exit from business

    00:31:41: Sense of Identity with financial stability

    00:34:29: Post exit stagnation

    00:35:21: Moving from Gibraltar to London
    00:37:10: Transition in thought process about wealth

    00:38:30: Managing wealth

    00:41:17: Cultivating a culture of giving in India

    00:43:52: Impact of philanthropic activities

    00:44:01: Balance between investment and giving

    00:45:02: Impact beyond material possessions

    00:45:57: Discussing Old Money vs New Money

    00:47:10: Learning to Say No after Wealth

    00:48:06: No Loans, Only Gifts

    00:49:22: Missing Running a Business Day-to-Day

    00:50:17: Missing the Creativity in Business

    00:52:27: Business and Philanthropy

    00:53:52: Founder's Pledge and Giving Better

    00:58:45: The Purpose and Meaning of Wealth

    01:02:06: Concerns and Worries

    01:02:38: How to be Remembered

    1 hr 3 min

About Exit Paradox

From the publisher's feed

I'm Anastasia Koroleva, a 4x exited founder exploring life after selling a business with some of the most remarkable post-exit entrepreneurs in the world. Together, we rediscover purpose, redefine success, master investing, and build fulfilling lives and families.