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Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS]

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Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS]

Invest Like the Best with Patrick O'Shaughnessy

6 DAYS AGO
Invest Like the Best with Patrick O'Shaughnessy

Invest Like the Best with Patrick O'Shaughnessy

6 DAYS AGO
OverviewShownoteHighlightsTranscriptChaptersPins

Shownote

Ric Elias - The Art of Living Well - [Invest Like The Best, CLASSICS] Welcome to this classic episode. Classics are my favorite episodes from the past 10 years, published once a month. These are N of 1 conversations with N of 1 people. Ric Elias is the C...

Highlights

This conversation dives into the profound intersection of personal transformation, leadership, and purpose-driven growth, exploring how life-altering experiences can reshape one’s values and ambitions. Far from a conventional business narrative, it traces a journey marked by resilience, introspection, and the pursuit of meaning beyond material success.
03:15
Ric Elias's personal dream is internal well-being and lifelong satisfaction.
05:38
They raised $2 million with a flawed business plan but persevered through hustle and reinvention.
24:46
We'd rather pay more and never re-trade — keeping your word is essential in business.
25:31
Energy is more important than time—invest it where it returns value
31:22
Crisis reveals true connection to self and appreciation for daily experiences
38:02
The plane crash taught me to let go of ego and live with purpose.
42:38
Committed to moving Puerto Ricans back, creating employment, and paying U.S. salaries.
47:14
The team reaches game seven of the finals after being considered an easy opponent
50:32
Firing a free-agent for bad behavior to protect team culture
52:29
Leadership starts with personal leadership and owning your imperfections.
57:30
At Harvard, I realized I could compete at any level.
59:39
Ric realized he wanted to make his parents proud and do business ethically like his grandfather
1:01:58
They've stopped compounding capital and instead use it in Puerto Rico for meaningful pursuits.
1:09:24
One should be confident in one variable and have visibility on the other to manage investment risk.
1:12:36
The North Star is to give consumers all health-related answers, connectivity, and access through a personal health agent powered by AI.
1:14:33
Growth should be sustainable; unsustainable speed leads to burnout.
1:21:49
AI will disrupt all aspects of work and life in unpredictable ways

Chapters

Welcome to Invest Like the Best
00:00
Meet Ric Elias
02:00
Chasing the Big Dream
02:49
Understanding Red Ventures: Origin and Evolution
05:38
Operational Success and Company Culture
10:25
Reflections on Money and Personal Well-being
25:30
The Difference between Good and Well
28:49
The Hudson River Plane Crash Experience
32:55
Reconnecting with Puerto Rico and Reviving the Basketball Team
42:37
Underdogs to Champions
45:07
How to Build Trust and Culture
48:09
Reflections on Leadership
52:29
The Role of Confidence and Courage
56:12
The Value of Family and Friendships
59:38
The Pursuit of Purpose Over Profit
1:01:57
Recruitment and Company Culture
1:06:52
Reflecting on Success
1:10:07
The Importance of Pace and Speed
1:14:33
Other Business Philosophies
1:16:23
The Kindest Thing
1:23:17

Transcript

Patrick O'Shaughnessy: Here's a puzzle. What do OpenAI, Cursor, Perplexity, Vercel, Plaid, and hundreds of other winning companies all have in common? The answer is that they're powered by today's sponsor, WorkOS. If you're building software for enterprise...