Invest Like the Best with Patrick O'Shaughnessy
Invest Like the Best with Patrick O'Shaughnessy

Jared Kushner - The Mechanic - [Invest Like the Best, EP.403]

My guest today is Jared Kushner. Jared has lived more lives than just about anyone I know his age. He ran Kushner companies for years, investing in real estate in and around New York City. He owned the New York Observer. He was a senior advisor to President Trump in his first term. He now runs Affin

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Episode Summary

Executive Summary: Patrick O'Shaughnessy interviews Jared Kushner about his path from New York real estate to the White House and Affinity Partners, centering on his philosophy of negotiation, trust, and problem-solving across business and geopolitics. The episode ties together the Abraham Accords, COVID response, prison reform, and a global investing framework built around macro trends, people, and long-term compounding.

Main Topics: Mindset and resilience (Priority: 5/5): Kushner frames setbacks as training, using gratitude and radical acceptance to stay constructive. New York real estate apprenticeship (Priority: 5/5): Early deals taught him capital structure, negotiation, and how to create value under pressure. Middle East diplomacy and the Abraham Accords (Priority: 5/5): He argues listening, trust, and mutual economic interests enabled breakthroughs in a chaotic region. Operation Warp Speed and crisis execution (Priority: 4/5): He describes COVID response as a small-team, high-urgency effort to solve bottlenecks fast. Affinity Partners and investment philosophy (Priority: 5/5): Affinity seeks global platforms using macro trends, great people, moats, and asymmetric upside. Trump, government, and bureaucracy (Priority: 4/5): He portrays Trump as pragmatic and argues government needs clearer incentives and less bloat. Family, legacy, and values (Priority: 3/5): He credits family for shaping his work ethic, humility, and focus on being a role model.

Key Arguments: Setbacks are 'training'—he says challenges reveal what God is preparing him for. Listening outperforms imposing: counterparties tell you their priorities if you pay attention. New York real estate taught asymmetric risk, capital structure, and long-horizon dealmaking. The Abraham Accords worked by shifting from old grievances to future economic interests. Operation Warp Speed succeeded by moving supply, manufacturing, and decisions at crisis speed. Affinity bets on macro trends, exceptional people, moats, and why-it’s-us differentiation.

Data Points: 666 Fifth Avenue purchase price: $1.8 billion - Kushner cites the 2007 acquisition as the largest price ever paid for a single asset in the U.S. at the time. 666 retail income thesis: $12 to $15 million - Initial annual retail income he believed could be marked up dramatically. 666 retail upside thesis: $50 to $60 million - Projected future retail income after lease mark-to-market. 666 retail valuation thesis: north of a billion - He thought the retail component alone could be worth over $1 billion after the condominium unlock. Capital partner sale: $525 million - Carlisle Group and the Chira family bought 50% of 666’s retail for this amount. 200 Lafayette sale price: about $160 million - Kushner says the renovated building was sold about a year later. 200 Lafayette floor size: 17,200 feet - He cited this as the floor plate size when discussing the deal with Avi Shemesh. 6 years: six very, very tough years - He describes his early career as years of constant pressure and adversity. Operation Warp Speed vaccine spending: $12 billion - The program’s manufacturing budget he references. Operation Warp Speed vaccine manufacturing: $2 billion - He describes the specific vaccine manufacturing allocation he was deciding on. Testing sites ramp: about 400 testing sites - He says they were going to scale from nothing in 4 or 5 days. Swab inventory: 1.2 million swabs - A bottleneck discovered during the testing rollout. Private-sector testing rollout: 3, 4 or 5 days - He describes the expected time to get the 400 testing sites up. Recidivism without programs: 45% - He cites the rate for inmates who did not use the prison programs. Recidivism with programs: 12% or so - He cites the rate for inmates who did use the programs. Affirmed fund capital raised: $1.5 billion extra capital - He says Affinity extended its investment period and raised more capital before the election. Affinity investment period: to 2029 - He says the fund’s investment period was extended. Publicly confirmed LPs: PIF, Lunate, QIA - He names Saudi, Abu Dhabi, and Qatar institutions as major limited partners. Brazil leverage: just over five times cashflow - He describes the financing used in the Brazil restaurant investment. Brazil interest rates: 2% to 14% - He cites the rate move that drove investors away and created opportunity. Phoenix ownership: 4.9% - Initial stake acquired in the Israeli insurer/investment platform. Phoenix fixed price option: 37.5 shekels - The option strike he secured in the Phoenix investment. Phoenix share price: over 50 - He says Phoenix later traded above 50 shekels. Phoenix total ownership target: 10% - He says the firm is going to own 10% of Phoenix. Middle East conflict casualty estimate: 500,000 people - He references Syria’s civil war toll during his first Middle East trip. ISIS territory: the size of Ohio - He uses this comparison to describe ISIS’s caliphate at the time. ISIS population: 8 million people - He says ISIS governed over this many people ruthlessly. Iran oil sales under Trump: about 100,000 barrels a day - He compares this with the Trump-era sanctions result. Iran oil sales under Obama exit: 2.6 million barrels of oil a day - He contrasts Trump’s exit with Obama’s. Iran oil sales under Biden: over 2 million barrels of oil a day - He says sanctions enforcement slackened and sales rebounded.

Pivotal Quotes: "I look at setbacks or things that don't go the way you want them to go in life. And when that happens, I think through what is God trying to teach me? What is God training me for?" — Jared Kushner: He explains the origin of his 'thank you for this training' mindset. "The price today matters a lot less than what you think something's going to be." — Jared Kushner: He describes his long-term investing approach and focus on future value. "The goal was to create the vaccines for whoever wanted them and then to figure out how to prioritize them towards the cohorts that were at the highest risk." — Jared Kushner: He clarifies the intent behind Operation Warp Speed and vaccine distribution.

Implications: The open question is whether Kushner’s trust-based, cross-border model scales in a more fragmented world; investors and policymakers should watch how he turns access into durable outcomes.

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