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Patrick O’Shaughnessy - Creating on Principle - [Invest Like the Best, EP.455]

Overview

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Patrick O’Shaughnessy - Creating on Principle - [Invest Like the Best, EP.455]

Invest Like the Best with Patrick O'Shaughnessy

Jan 20
Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

Jan 20
OverviewShownoteHighlightsTranscriptChaptersPins

Shownote

This week is a special episode. Only David Senra could get me to be on the other side of the mic. Because I don’t plan on being interviewed often, I wanted to share this conversation, which I so enjoyed, with our audience. It went in a very different dir...

Highlights

In this deeply reflective conversation, the host steps into the role of guest, engaging in a rich dialogue that transcends typical discussions of investing or media. Instead, the focus turns to the personal principles that shape a meaningful life and creative work.
05:16
Championing others brings more gratification than personal accolades
09:44
Patrick’s tweet calling the Founders Podcast excellent led to a major audience shift.
16:05
One should find a principle rather than a goal.
31:17
You can break from the given path and start anew
33:05
Bruce Springsteen's autobiography deeply resonated with the speaker on work and identity
37:34
People should use insights from others' lives to forge their own paths, not blindly follow or be deterred by base rates.
41:31
Creating things that reflect oneself is the most sustainable form of creation.
43:54
Chasing money, power, and fame can be a trap—seek abiding joy instead
54:48
True fulfillment comes not from fame but from serving others and facing inner pain.
57:23
Money follows as an act of service when you love what you do
1:07:06
Jesse Beirutti is an influential, principled investor worth watching
1:11:11
Jeremy's profile on Josh Kushner included crucial Holocaust family history that deepened the narrative.
1:17:35
A fight with Bill Gates elevated Oracle's profile and product visibility
1:21:13
People can't resist a magazine cover—it's the ultimate form of spotlight.
1:24:41
Put your work out in the world and let people find you
1:28:20
Learning by doing makes one better at something
1:31:00
Growth without goals: success emerged from following passion, not planning it.
1:33:15
Sam Hinkie said the speaker was 'red on the color wheel'
1:42:27
A great leader is someone others want to follow.
1:45:10
The reward for great work is more work.
1:48:14
The reward for great work is more work.
1:57:43
Sam Hinkie believed the first song from the podcast was a sign from God.
1:59:15
The small set of people I'd do anything for is my prized possession
2:04:42
Tim's introduction led to meeting my wife on my first night at Notre Dame.

Chapters

Welcome to Invest Like The Best
00:00
Intro
04:26
The Joy of Championing Undiscovered Talent
05:14
How One Tweet Changed David's Life
07:33
The Upanishads Passage That Shaped Patrick's Worldview
10:16
Growth Without Goals
15:32
Why Media and Investing Are the Same Thing
17:24
The Search for True Understanding
33:05
The Daniel Ek Dinner That Launched David’s Podcast
35:36
Making Your Own Recipe From the Ingredients of Great Lives
39:02
The Privilege of a Lifetime Is Being Who You Are
43:46
Bruce Springsteen
52:06
Clean Fuel vs Dirty Fuel: The Source of Your Ambition
57:23
The Unfair Advantage of Podcasting
1:01:43
Relationships Run the World
1:04:12
The Origin Story of Invest Like the Best
1:11:10
Building Colossus: Why Start a Magazine in 2025
1:12:45
People Are More Interested in People Than Anything Else
1:18:42
Hiring Through Output
1:22:12
Learn, Build, Share, Repeat
1:26:23
The Daisy Chain: How Reading Books Led to Everything
1:30:01
Red on the Color Wheel: Sam Hinkie's Observation
1:33:15
Finding Your Superpower and Becoming More Yourself
1:40:17
Repetition Doesn't Spoil the Prayer: Teaching as Leadership
1:45:06
Life's Work: A Lifelong Quest to Build Something for Others
1:48:11
The Ten Roles Game and What Matters Most
1:52:00
Husband, Father, Grandfather
1:59:12
The Kindest Thing
2:01:52

Transcript

Patrick O'Shaughnessy: Here's an interesting question to think about. If your finance team suddenly had an extra week every month, what would you have them work on? Most CFOs don't know because their finance teams are grinding it out on lost expense report...