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Exit Paradox

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

Feb 1, 2024
01:11:58

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

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