Today’s guest asked to remain anonymous due to the nature of our conversation. He gets raw and real about what it’s like to be a partner at a Venture Capital firm and answers questions like – Should you pursue a career in Venture Capital? How to tell who your real friends are. How to live an intentional, authentic life. What to do when your values come in conflict. And How to effectively make decisions.
TOPICS WE DISCUSS
00:00:00 – Intro
00:02:11 – Prioritizing Privacy Over Social Media Presence
00:03:58 – Should You Seek Fame And Recognition?
00:04:41 – How Social Media Affects Your Relationships and Mental State
00:07:20 – Boiling Life Down to Its Essentials. Essentialism By Greg McKeown
00:08:20 – Beer Friends, Wine Friends, and Whiskey Friends
00:11:21 – Living an Intentional, Authentic Life
00:12:03 – Why Sean Doesn’t Drink Alcohol
00:13:04 – The Negative Effects of Alcohol, Andrew Huberman
00:14:37 – Are Your Friends Really Your Friends? Putting Your Friendships to the Test
00:19:55 – The Perils of Venture Capital. What to Think About Before Working in VC
00:22:57 – When to Work in Venture Capital
00:23:27 – What to Think About When Picking a Career
00:24:30 – Does Venture Capital Pay Well?
00:25:42 – Defining the Life You Want and the Self Authoring Program
00:28:33 – Conflicting Goals and Making Compromises
00:30:20 – How the Compounding Effect and a Clear Vision Lead to Success
00:32:50 – Stop Judging Yourself for What You Want
00:35:13 – How to Handle Risk and Thinking in Bets
00:36:54 – Sean’s Approach to Investing, Nassim Taleb, and the Barbell Approach Towards Risk
00:39:09 – The Financially Optimal Investment Portfolio, The Psychology of Money, and Morgan Housel
00:41:16 – Staying on Top of Trends and Keeping Your Finger on The Pulse
00:44:17 – Being an Independent Thinker, Questioning Common knowledge, and Interpreting Advice
00:47:39 – Building Synergy Into Your Life
00:49:22 – Sean’s Faults, Failures, and What Makes Him Human
00:51:06 – There’s a Cost and Benefit to Everything
00:52:24 – Life Reflections and Priority Shifts as Sean Gets Older
00:55:01 – Reaching Success at a Young Age: The Work, Benefits, and Drawbacks
00:58:44 – Awareness and Getting Clear on Your Future
01:00:59 – Living Your Authentic Life
01:01:52 – Advice For People in Their 20s
01:05:00 – Why Sean Doesn’t Watch TV
01:05:35 – Your Actions Show Your Real Priorities
01:08:02 – Relationships, Having Kids, and Handling Conflict
01:11:36 – Lessons Learned Traveling the World and Being a Digital Nomad
01:14:33 – The Importance of Alone Time
01:15:17 – What Success Means to Sean
01:16:53 – Outro