Aaron White and Anastasia Koroleva unpack the fascinating interplay of art and obsession within entrepreneurship. They share practical insights about the artistic nature of entrepreneurial ventures, the role of obsession in driving success, and the challenge of maintaining a strong sense of identity even after achieving success.

Aaron and Anastasia delve deep into the concept of entrepreneurship being akin to longevity and transition. They unfold the compelling insights about the joys, struggles, and beauty of entrepreneurship, viewed essentially as an infinite game where the primary motivation lies in the joy of creation itself. Tune in and prepare to see entrepreneurship through an entirely new lens.

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Timestamps:
00:00:00: Intro
00:01:05: Welcome
00:01:18: Aaron's post exit journey & lessons learned
00:02:30: Challenges faced in previous startup ventures
00:03:24: Discussing the concept of deals
00:03:33: Reflecting on personal motivations and growth mindset
00:06:02: Importance of customer satisfaction in business
00:07:33: Reflecting on personal growth and motivations (continued)
00:09:00: Struggles of identity crisis post exit
00:09:22: Transition to another startup venture
00:11:09: Reflections on successful exits and their impacts
00:13:04: Personal feelings post-successful exit
00:13:53: Strategies to handle identity crisis
00:16:26: Being obsessive about new things and learning
00:18:00: Allowing deep immersion in interests
00:18:48: Exploration of personal and business identity
00:19:00: Supporting growth in team members and building strong culture
00:21:21: Maintaining vision and focus in business
00:21:49: Discussing alignment with family members.
00:22:10: Family influence on entrepreneurship
00:23:05: Wife's support and influence
00:23:49: Lessons from parents
00:25:23: Did parent's expect entrepreneurship?
00:26:33: Entrepreneurship as a form of art
00:28:05: Channeling creativity in entrepreneurship
00:30:25: Advantages of sharing accomplishments
00:33:41: Embracing public storytelling
00:36:22: Why transition to VC?
00:40:28: Challenges with VC
00:40:58: Preference for Team Building
00:41:20: Challenges of being an angel investor
00:42:14: Balancing personal time with investment opportunities
00:42:34: Managing pressures and setting expectations
00:44:11: Overcoming an identity crisis through angel investing
00:46:18: Relationship with financial freedom
00:48:32: The paradox of entrepreneurship and financial focus
00:49:17: Wealth management strategies
00:51:45: Grappling with fulfillment and ambition
00:56:56: Choosing personal relationships intentionally
00:59:27: Overcoming the trauma of past stressful experiences in business
01:01:02: Building Better Teams
01:01:55: Overcoming Business Struggles
01:02:25: Balancing Responsibilities
01:03:46: Maintaining Health During Stressful Times
01:05:29: Increasing Ambition to Reduce Stress
01:09:35: Envisioning a Bright Future with Technology
01:12:01: The Importance of Post-Exit Healing
01:14:55: Sustaining a Healthy Day-to-Day Routine
01:16:38: The Struggle of Rest and Transition
01:19:14: The Challenges of Starting New Ventures After Exits
01:19:50: Preparing For Family Life.
01:20:26: Work-life balance discussion
01:21:45: Next big project criteria
01:24:52: The importance of product building over business model
01:28:35: Expectations for future success
01:29:01: How to be remembered

Leon Shapira

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