Nick Telson-Sillett. Angel Investing, Being Creative and Getting Wiser

Episode - 17

Nick Telson-Sillett. Angel Investing, Being Creative and Getting Wiser

 
 
 

Nick Telson-Sillett. He isn't just the famous host of "Pitch Deck," a go-to podcast for angel investing insights; he's a real-deal entrepreneur who, after selling his own company five years ago, decided to give back. Through Horseplay Ventures, he supports up-and-coming startups, and with his new software company, Trumpet, he's still in the game. Eloquent and open-hearted, Nick's here to share with us his personal wisdom and the lessons he's picked up from his numerous podcast guests.

What We Discussed:

00:00:00: Introduction to Nick Telson-Sillett

00:01:07: Discussing Money and Happiness

00:01:45: Discussing Angel Investing

00:02:06: Discussing Important Lessons Learned After Exit

00:02:55: Discussing Legacy

00:03:05: Discussing the Moment of Selling the Company and Identity After Exiting the Company

00:04:45: Discussing the Struggle of Finding New Purpose

00:05:05: Discussing Evolution of Purpose

00:07:33: Discussing New Business Ventures

00:09:20: Discussing Motivations

00:10:19: Discussing the Reason for Starting the First Business

00:13:04: Discussing the Strategy of Selling the First Business

00:17:14: Discussing Regrets for Selling

00:18:04: Discussing Future Plans for Trumpet

00:19:30: Discussing Motivations for Trumpet

00:22:40: The origin of the Fidgetc podcast

00:27:29: New purpose post-exit: Trumpet and podcast

00:29:18: Current fulfilment level

 

00:31:01: Reflections on wealth and value of time

00:32:50: Importance of small joyful activities

00:35:14: Regaining health post-exit

00:38:22: Importance of solitude

00:40:40: Mental health considerations post-exit

00:42:31: Past struggles with mental health during Design my Night.

00:43:04: Discussing Stress Management

00:43:37: Post Exit Feelings and Finding Purpose

00:44:51: Personal Goals and Making an Impact

00:46:43: Perspective on Angel Investing

00:53:41: Lessons from Being an Angel Investor

00:59:34: Influence of Entrepreneurial Parents

01:01:48: Choosing the Right Surroundings and Friendships

01:03:32: New Wave of Friends and Personal Connections

01:05:00: Energy from different groups

01:06:09: Thoughts on Spirituality

01:07:30: Approach to Meditation and Inner Peace

01:11:52: Conclusion and Thanks


 
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Matt Matros. Battling Demons and Building Post-Exit Dreams

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Dan Reich. After 4 Exits, I Have No Desire to Retire