Exit Paradox

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


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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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Exit ParadoxBy Anastasia Koroleva