Navigating Success, Guilt, and Financial Management in Entrepreneurship

Bill Hudenko. A serial exited founder, clinical psychologist, university professor, self-taught programmer, and musician, Bill joins us today to share his personal and professional insights on life after an exit. Each of Bill's businesses, past and present, has been driven by a mission to heal others, rooted in a deep understanding of the human psyche. He is an incredibly warm, caring, and captivating individual who inspires and teaches us to become healthier and better people.

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Timestamps: 00:00:00: Intro 00:01:13: Welcome 00:01:21: Discussing important lessons from business experiences 00:02:05: The correlation between happiness and money 00:02:39: Discussing worries and concerns 00:03:43: Things that bring joy in life 00:04:31: Self-definition and uniqueness 00:05:32: Future plans and goals 00:06:11: Discussing sense of purpose 00:06:48: Reflecting on personal legacy 00:07:16: Recognition of achievements and experiences 00:08:25: Source of motivation for impact 00:09:31: Importance of striving for positive impact 00:09:56: Discussing the morality of earning whilst serving others 00:10:52: Reflections on childhood and parents' expectations 00:12:23: Connection between entrepreneurship and mental health issues 00:15:37: Addressing mental health issues post-business sale 00:18:01: Relationship between spirituality and mental health 00:19:37: Personal insights into life purpose 00:22:25: Aspects of building personal relationships 00:24:24: Reflection on the role of luck in business and success 00:26:27: Influence of Success on Personal Attributes 00:27:37: Lessons of humility on the Entrepreneur journey 00:30:08: Dealing with guilt related to success 00:30:42: Discussing Impostor Syndrome 00:34:14: Dealing with failure and feelings of responsibility 00:34:47: Regrets related to past business decisions 00:36:33: Learning from business exits and realigning ambitions 00:38:12: Understanding of wealth and its impacts 00:40:29: Effects of business success on personal relationships 00:41:26: Defining personal success and failure 00:43:23: Reflections on undertaking business ventures 00:45:35: Initiation of the business, deep 00:47:53: Evolution of Business ideas and the birth of everpage.com 50:42: Discussion on increasing anxiety post-pandemic 51:06: Introduction of the "deep" app 51:32: Pivot towards mental health and meaningful connections 52:01: Discussion on kindred spirits 53:14: What activities are meaningful in speaker's personal life 54:23: Discussion on compassion, selfishness, and human connection 55:33: Link between hurt and transactional relationships 56:06: Steps towards becoming compassionate 57:01: Philosophical insight on selfishness and fulfillment 58:09: Thoughts on the concept of self, the illusion of independence 59:02: Speaker's mission on this planet.