Connor Tomkies: Aftermath of an Exit: Healing, Reflecting, and Progressing Forward

Connor Tomkies. He spent 8 years growing and selling SupportNinja, his global talent acquisition firm. Now he focuses on buying great businesses to scale them for exit. This episode delves into Connor’s exit experience, why he prefers to buy a significant portion of a business over angel investing, and how helping out his extended family members turned out to be the most rewarding use of his exit wealth.

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Timestamps: 00:00:00: Intro 
00:01:16: Welcome 
00:01:26: The sale of Support Ninja 
00:02:42: The experience of selling a company 
00:03:08: Lessons learned from selling the company
 00:09:48: The start of Operator Equity 
00:10:10: How Operator Equity works 
00:12:01: Explanation of EOS (Entrepreneur Operating System) 
00:14:22: Experiences with EOS and why it was chosen 
00:17:01: Ambitions for Operator Equity
 00:17:15: Why Operator Equity was started
 00:18:11: Personal love for inception and growth of a company 
00:19:27: Investment in mature companies
 00:20:33: Managing the creative impulse with mature companies 
00:21:11: Beginning of Operator Equity journey 
00:21:26: Looking ahead: The future of Operator Equity 
00:22:15: Reflections on the impact of ego in business 
00:23:04: The notion of fleeting success and the value of the journey 
00:23:43: The struggle of self-identity post exit 
00:26:13: The evolution of thoughts about money and wealth 
00:28:24: The challenges and fears related to sudden wealth 
00:31:06: Caution around extending financial security to others 
00:31:45: Uncertainty in defining personal success after exit 
00:33:22: The impact of financial success on personal relationship 
00:35:45: Thoughts on sense of purpose post business exit 
00:37:55: Avoiding guilt through conscious actions in business 
00:39:56: Managing imposter syndrome and motivation 
00:43:02: Expectations and understanding of success from parents' perspective
 00:43:55: Discussion about stepping down and operator equity 
00:44:23: Thoughts on raising future children and entrepreneurship 
00:45:35: Talks on operator equity and investments 
00:47:24: Inquiry over work-life balance 
00:48:42: Question on personal legacy 
00:49:50: Conclusion and best wishes for future projects