Akshay Ramachandran is a retired family office investor. In his last role, Akshay was the sole analyst at a New York-based single family office, reporting directly to the portfolio manager. Together they analyzed over 60 industries using a simple strategy: buy and hold great businesses run by great management teams. In this episode, he explains his biggest winner and covers the whole story.

TIMESTAMPS
0:00 Intro
1:43 Defining retirement: cost of living vs net worth
3:04 Immigrant upbringing & discovering value investing
4:40 From NYU to Wall Street & joining a family office
7:58 Learning to analyze businesses & six key questions
10:33 Carvana deep dive: customer experience, lending & unit economics
17:03 Filtering noise, short reports & thinking in 10-year terms
22:21 Studying great long-term hedge funds & idea sourcing via 13F filings
25:17 Sponsor: Capitalpad - a marketplace for small business deals
26:19 What really matters: returns, time horizon & simple return math
36:16 When to sell: being wrong, better opportunities & thesis playing out
43:21 Leaving Wall Street for Buddhism & moving back to India
48:41 Enlightenment, meditation & inner transformation
55:21 Blending investing with spirituality, Substack & what’s next

Sponsored by CapitalPad:
https://capitalpad.com/ - A deal-by-deal private equity investing platform

Discuss investment ideas with Akshay: https://substack.com/@realreturns

Follow Mikk/PrivateEquityGuy on Twitter: ⁠⁠https://x.com/PrivatEquityGuy

This podcast is for informational purposes only and should not be relied upon as a basis for investment decisions.

How I Retired at 30 as a Family Office Investor (Here Are the Investments I've Made)

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