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Money & Investments

How the Ex-Goldman CEO actually invests his own money

My First Million

Hosted by Unknown

58 min episode
9 min read
5 key ideas
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The ex-Goldman Sachs CEO manages his own money on an iPad with no team, no Bloomberg terminal — just phone calls and the conviction that nobody knows anything.

In Brief

The ex-Goldman Sachs CEO manages his own money on an iPad with no team, no Bloomberg terminal — just phone calls and the conviction that nobody knows anything.

Key Ideas

1.

Solo iPad trading replaces team infrastructure

The Goldman CEO day-trades on an iPad using phone calls — no team, no Bloomberg terminal.

2.

Confidence outweighs cash in crisis

Buffett's $5B crisis investment took 5 minutes; Goldman needed confidence, not cash.

3.

Government job opened unexpected CEO door

Blankfein became CEO because his predecessor got a government job — pure structural luck.

4.

Career ambitions limited to three paragraphs

Goldman partners told every new hire: cap your career at 3 of 9 obituary paragraphs.

5.

Greatest achievers crave immediate critical feedback

The most successful people you'll ever meet ask 'how did I do?' right after their biggest speeches.

Why does it matter? Because the ex-Goldman CEO has been in the room — and the room is full of people asking 'how did I do?'

Lloyd Blankfein ran Goldman Sachs for over a decade, sat across from Buffett during the 2008 crisis, and now trades daily on an iPad with no team and no Bloomberg terminal. His actual verdict: the experts don't know, the geniuses are mostly myth, and the luck that put him in the CEO chair came down to a single government appointment.

• Nobody knows anything in markets — being at the center of global finance just confirms it with certainty instead of leaving you to wonder • Blankfein became Goldman's CEO because his predecessor got nominated as Treasury Secretary. Remove that one event and his story doesn't exist • In winner-take-all fields, first and second are separated by one golf stroke — but the second-best actor may be waiting tables • The most powerful people you'll ever meet ask "how did I do?" right after their biggest speeches

Being at the center of global finance doesn't give you a better read — it just makes you certain that nobody has one

The smartest thing about running Goldman Sachs isn't a sharper read on the market. It's certainty that the read doesn't exist.

Sam opened by admitting his portfolio is basically an index — he knows he doesn't know anything about investing. Blankfein's response: "Nobody, nobody knows anything." Then the line that actually stings: "Because I'm so on the inside unlike a lot of people — I know nobody knows anything, whereas everybody else just wonders."

Everyone outside the room assumes the people inside have better information or sharper instincts about where things are heading. What the inside actually offers is lived confirmation that nobody does. Markets aren't opaque because information is scarce. The future is genuinely unknowable — and forty years at the center of global capital buys you only one thing: earlier, firmer acceptance of that.

If you're hunting for the expert who really knows — the insider, the ex-Fed official, the analyst with the proprietary model — stop. Blankfein trades on an iPad, calls a few people, watches markets like background music. He's 98% in equities, mostly single stocks in tech, energy, and financial services. But he holds none of it with conviction about what's coming. "I'll stop being bullish on big tech when it stops going up." That's not a thesis. That's humility dressed as momentum.

Blankfein became Goldman's CEO because his predecessor got a government job — skill alone could never have manufactured that

He didn't get the chair because he was the transcendent investor or the sharpest banker in the building. He got it because Hank Paulson got nominated as Treasury Secretary. "Had he not been that, maybe he would have lasted five more years in the job and maybe I would have been too old at that point." One phone call from Washington. That's the full origin story.

The broader frame: "You could be the fastest runner in the world, but the Olympics are once every four years — and if you peak in the wrong year, you'll never medal even though you were the [best], you know." The timing is structural, entirely outside your control.

He's not falsely humble about the entry bar: "I wouldn't exaggerate the skill set required — it's not beyond the grasp of many of your listeners." Elite positions require excellence. They just don't reliably deliver it. Prepare obsessively. But luck creates the window. Skill only determines whether you climb through it when it opens.

One stroke separates the golf tournament winner from six people tied for second — in Hollywood, that gap means one waits tables

"The difference between somebody who's really, really good and somebody who can't make it is not that great."

The golf example: one winner by one stroke, six people tied one stroke behind. Nearly invisible margin of victory. Then flip to actors: the great one gets every part she wants in Hollywood; the second-best may be waiting tables at night. Minor league baseball closes the argument — roughly 2% of players who get a minor league contract ever make a living as a professional. The rest were elite athletes. Just not quite enough, or not at the right moment.

The point isn't the skill gap. It's the reward structure. Winner-take-all markets allocate everything to first and near-nothing to the runner-up regardless of how close the actual performance was. This means marginal improvement in competitive fields isn't incremental — it's discontinuous. The compounding isn't in the gap between first and second. It's in how the rewards are distributed once you get there.

Buffett's $5 billion Goldman investment took five minutes — because what Goldman needed wasn't cash, it was Buffett's name on it

Goldman had the money. That's what rewires the whole Buffett story.

During the 2008 crisis, Buffett offered $5 billion in preferred stock. No due diligence. Blankfein tried to walk him through every concern first. Buffett's response: "Lloyd, I know you well enough to know that you worry enough for the both of us." On the scale of the bet: "If it all goes bad, that's not even a bad hurricane on the East Coast." Done in minutes. The side commitment — Goldman wouldn't sell shares before Buffett did — wasn't put in writing. Just a verbal pledge.

"The money was irrelevant to us. We had the money. What we didn't have was the confidence of the world." Other institutions were failing or in distress. Goldman wasn't — but asserting stability in a panic only makes people more nervous. What Buffett was selling was his conviction, publicly attached to Goldman's balance sheet, at a moment when confidence was the actual scarce resource. Capital was just the vehicle for transmitting it.

When your organization faces a credibility collapse, the asset you need isn't capital. It's a credible third party whose public backing transmits trust. Find that first.

After the 2008 losses, Goldman's traders were too gun-shy to take risk — so Blankfein had to push them back into it

Post-2008, every instinct inside Goldman was pointing the wrong direction. Partners were meeting, throwing around ideas, and talking themselves out of every single one. Blankfein's read in the room: "What the hell? Why aren't we trying some stuff? Let's get after it."

"You'd think a risk manager is always trying to repress people from taking risk," he said. "Sometimes a good risk manager has to promote the idea that people take risk — because that's what you're there for." If you legislate risk out of the system to guard against a 100-year storm, "you're also going to forego the 99 years in between when there was growth."

Over-correction after failure isn't caution — it's a different kind of recklessness. The best traders, in his framing, are the ones who bounce back, who look at new information rather than the past. After any serious setback, someone needs to audit whether the team has swung into paralysis. If they have, the risk manager's actual job — counterintuitively — is to push them back toward the fire.

World leaders finish their speeches and ask 'how did I do?' — and the genius you're intimidated by almost certainly doesn't exist

"There are very, very few geniuses in the world. I don't know if I've ever met one." Blankfein has met Elon Musk — the one person he genuinely can't see the world through the eyes of. That's one. The rest, at the highest levels of power and money, he can trace. He can't always do what they do, but he can see how they got there.

What he's watched repeatedly is the post-speech moment: "They say, 'How did I do?' — they want affirmation, they're insecure, and their kids don't always like them." The monuments of certainty we've built around elite achievement are running on the same fuel as everyone else. "Sometimes the most successful people that you know are driven by insecurity and their flaws."

Blankfein himself inherited anxiety from his father, passed it to his kids, and spent forty years running a risk machine partly because anxiety made him good at anticipating what could go wrong. The flaws weren't the obstacle. They were the engine. Stop waiting to feel qualified. The people you're comparing yourself to don't, either.

Goldman told every new partner: cap your career at 3 of 9 obituary paragraphs — and Blankfein admits he blew past it

Goldman Sachs — the most ambitious firm on Wall Street — institutionally told every new partner not to let Goldman be the whole story.

When Blankfein made partner, a senior banker delivered the rules of the road: clean on taxes, stay away from anything that would today be called #MeToo activity, build a charitable foundation. Then the last item: "If you live the kind of life that earns a nine-paragraph obituary — make it so no more than three of those paragraphs are about Goldman."

Blankfein is candid about what happened: "That may be the best advice, but it's not going to be the case for me — because I stayed too long." He wrote a memoir. Goldman is in the subtitle. He's not going to comply. But he retired with "enough gas in the tank" to actually use the time — courses, cosmology, history, curiosity outside of markets.

The useful version of the test runs forward, not backward. If you kept going on your current trajectory, what would your nine paragraphs look like today? Work dominating the story isn't inevitable — but it is a design flaw, and it doesn't get easier to fix by waiting.

The people closest to the room have stopped pretending the game is knowable — and that turns out to be the actual edge

What Blankfein keeps returning to is that certainty is inversely correlated with proximity. He trades on an iPad, calls a few people, watches the market like background music. Not because he has an edge. Because he's made peace with not having one.

The investors and leaders carrying the loudest conviction are often furthest from the actual data. The closer you get to the room, the less you pretend that information or access makes the future legible.

That's either the most deflating thing you'll hear this week — or the most freeing. The game was never about knowing. It was always about showing up anyway.


Topics: investing, Goldman Sachs, CEO, wealth psychology, risk management, luck vs skill, winner-take-all, 2008 financial crisis, Warren Buffett, day trading, career design, insecurity and success, financial history

Frequently Asked Questions

How does the ex-Goldman CEO manage his investment portfolio?
The ex-Goldman Sachs CEO manages his portfolio entirely from an iPad with no team and no Bloomberg terminal, relying instead on phone calls and personal conviction. This stripped-down approach challenges conventional wisdom about how successful investing operates. Rather than depending on extensive infrastructure, research teams, and sophisticated trading platforms, he trusts his own judgment and direct communication with partners. His methodology suggests that in markets where information is widely available, success depends more on conviction and decision-making ability than on the tools or team size at one's disposal.
What is the ex-Goldman CEO's investment philosophy?
The ex-Goldman CEO operates on the conviction that nobody knows anything—markets are fundamentally unpredictable. This contrasts with the conventional approach of accumulating more data and larger teams. When Warren Buffett made a $5 billion crisis investment in just five minutes, Goldman needed confidence, not cash. This illustrates the CEO's core belief that success requires decisive personal conviction rather than elaborate research or capital advantages. By trusting his judgment and acting decisively, he demonstrates that in markets where information is widely distributed, confidence and decisiveness matter more than resources or infrastructure.
How did the ex-Goldman CEO reach his position?
The ex-Goldman CEO became leader largely through structural luck rather than a predetermined path to leadership. His predecessor left to take a government job, creating an unexpected vacancy that the CEO was positioned to fill. This highlights how even at the highest levels of finance, career advancement depends partly on timing and circumstances beyond individual control. Rather than following a meritocratic climb, his ascent demonstrates that organizational leadership often opens through external events and opportunities that have little to do with capability or planning. His rise underscores the important role of chance in shaping top careers.
What do the most successful people do immediately after major speeches?
The most successful people share an unexpected habit: immediately after delivering major speeches, they ask 'how did I do?' This self-evaluation reflects a growth mindset and relentless focus on improvement, even at the highest levels of achievement. Rather than basking in applause or assuming success, these leaders prioritize honest self-assessment. This practice suggests that continuous improvement and critical self-reflection separate the most successful from the merely accomplished. The habit demonstrates that peak performance depends not just on execution, but on the discipline to honestly evaluate and refine that execution immediately after high-stakes moments.

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