Exit Paradox

Keith Smith: Exited Founder + Single Dad Talks About Mental Health, Purpose & Creator Economy


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Keith Smith 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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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

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Exit ParadoxBy Anastasia Koroleva