Exploring Post-Exit Existential Reflections

Keith Smith. This exited founder has spent 2 decades building 5 companies and raising 2 children as a single dad. A deep and original thinker, he chose to confront his post-exit mental health issues head on. In this episode, Keith openly shares his insights, therapy takeaways and how he found his latest mission in empowering creators with his innovative AI tools.

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Timestamps: 00:00:00: Intro 00:01:27: Welcome 00:01:50: Discussing Keith's life-changing moment in 00:02:15: Discussing Keith's background 00:03:28: The impact of wealth on Keith's mindset 00:06:09: Developing empathy and changing mindset about wealth 00:06:44: Balancing business and parenthood 00:09:26: Learning to share wealth and outcomes 00:10:17: Adjusting equity in business partnerships 00:12:12: Motivation behind starting the first company 00:13:24: Views on wealth and societal impact 00:14:27: Personal growth and the importance of self-evaluation 00:16:47: Experience as a single parent while building a business 00:19:55: Children's involvement in the business 00:20:54: Insights from business successes and failures. 00:22:08: Reflection on experiences as a repeat founder 00:24:44: Importance of mental health before and after an exit 00:26:11: The therapeutic journey and self-discovery 00:29:42: Spirituality and mental health in personal development 00:32:10: Addressing mental health stigma, especially among entrepreneurs 00:34:23: Transitioning from ad tech to fintech, and to AI 00:36:14: Building impactful socio-tech solutions 00:39:58: Launching Meforyou.ai and the problem it aims to solve 00:42:07: Addressing the "loneliness epidemic" through AI 00:42:47: Discussing Behavioral Changes Toward Media Consumption 00:43:23: Synthetic relationships for the disconnected and lonely 00:43:57: How AI Personas can potentially be used for Education 00:45:15: Potential Use in Entrepreneurship and Mentorship 00:46:10: Evolution of Company's Features and Starting Point 00:47:21: The Future Use Cases for AI Personas 00:49:04: Personal Impact and Civic Mindedness 00:50:16: Personal Goals and Successful Outcome 00:53:04: Transition after Selling Company, Imposter Syndrome 00:56:02: Recognizing the Imposter Syndrome in Others, Importance of Spreading Opportunities 01:00:02: Systemic Biases in Society 01:01:03: Personal Therapy and Self-Sabotage 01:02:47: Discussing personal life and struggles 01:03:07: Intentions and personal reflections 01:03:37: Choosing the people to have around 01:04:52: Working with a team and personal dynamics 01:06:56: Dealing with breakups and personal life 01:07:10: Dating apps and searching for a partner 01:09:13: Telling a story, finding a fit and blending energies 01:09:21: Sense of purpose and believes 01:10:38: Psychedelics and taking new paths 01:11:06: Level of fulfillment 01:13:14: Raising children and developing relationships 01:16:00: Importance of hobbies and reshaping identity 01:18:16: Hobby of one wheeling 01:19:20: Most important lessons learned since the first life changing exit 01:20:37: Impactful lessons from children 01:22:47: Reflections on parenthood and self-improvement 01:23:06: Desire to make a societal impact 01:24:15: Vision for the future and overcoming age 01:25:17: Closing remarks and farewell