Is there a way to invest in the PayPal Mafia's public companies from my own brokerage?

I'm Chris, one of the co-founders of Autopilot. The PayPal Mafia is one of the great stories in Silicon Valley history, and people ask how to invest in it.

You can't invest in a group of people. You can invest in the public companies they built, funded or advised. Here's the Portfolio that does that.

One thing first, because we're an SEC-registered investment adviser and I have to say it. Autopilot is the app. The actual investment advice comes from Autopilot Advisers, LLC. If you want the full legal version of anything in here, it's on our disclaimer page.

1) The story

Two startups founded in the late 1990s, Confinity and X.com, merged in 2000 into what became PayPal. The people behind it went on to found and back an unusual number of important companies. The group got nicknamed the PayPal Mafia, and it includes people like Elon Musk and Peter Thiel.

That's the story. The investing question is which of those companies trade publicly.

2) The Portfolio

PayPal Mafia is created and managed by The Rabbit Hole, an independent Pilot.

Its description says it holds public companies the group has been associated with through founding, investing, or advising, and in some cases companies that later acquired them. So it's a technology Portfolio organized around a network of people rather than a sector.

None of the people involved have anything to do with the Portfolio or with Autopilot.

3) What that means in practice

For those unaware, a lot of the group's most famous companies are private or were acquired, which means they can't be bought in a brokerage account. The Portfolio holds what's public.

And because it's organized around a network, it can end up concentrated in large technology companies. If you already own a broad index fund, check the overlap.

4) The risk, said plainly

I want to be honest with you. A great origin story doesn't make a great Portfolio. What matters is what it holds, how concentrated it is, and how it's done in a bad stretch.

The Rabbit Hole runs several other story-driven Portfolios, covered in The Rabbit Hole's Portfolios on Autopilot.

5) How following works

Pick the Portfolio, connect the brokerage you already use, and allocate money. You give Autopilot Advisers limited authority to send orders to the account you already have. When the Portfolio changes, we send them and your broker fills them. The money stays put.

A flat cash subscription, not a percentage of your balance. Per our Form CRS dated February 2026, Basic Tier has no Base Advisory and Licensing Fee, and Premium Tier is $29.99 to $199.99 a quarter or $99.99 to $699.99 a year. Pilot subscriptions are separate and add on for each Pilot you subscribe to. Because it's a flat dollar amount, it's a bigger share of a small account than a big one, so do the math at your balance.

TLDR: The PayPal Mafia Portfolio holds public companies founded, funded, or advised by PayPal's alumni, and some that acquired them. It holds only what trades publicly, and it can be concentrated in large tech, so check the overlap with what you own.

Frequently asked questions

How to invest in PayPal Mafia companies

You can invest in the public companies the group founded, funded, or advised. The PayPal Mafia Portfolio on Autopilot, from The Rabbit Hole, holds those companies. Many of the group's best-known ventures are private and can't be bought.

PayPal Mafia portfolio

A Portfolio created and managed by The Rabbit Hole, an independent Pilot, holding public companies associated with PayPal's alumni through founding, investing, or advising, plus some companies that acquired them.

Can I follow a PayPal Mafia portfolio in my brokerage account?

Yes. Pick it in the app, connect the brokerage you already use, and allocate money. When the Portfolio changes, Autopilot Advisers sends the orders and your broker fills them.

Start Investing

Since Autopilot Advisers is an SEC-registered investment adviser, we have to put disclaimers on stuff like this. They're below, and the full version is on our disclaimer page.

Disclosures

© Autopilot Holdings Corporation 2026 — All rights reserved. “Autopilot” refers to Autopilot Holdings Corporation and its wholly-owned, and separately managed subsidiaries, including Autopilot Advisers, LLC, an SEC-registered investment adviser. All investing is subject to investment risks, including possible loss of the principal invested, and past performance is not indicative of future results. View our Customer Relationship Summary and other important information at joinautopilot.com/disclaimer.

This information is provided by Autopilot for educational and illustrative purposes only and is not a recommendation, an offer to sell or the solicitation to buy any security. Autopilot relies on information from various sources believed to be reliable, including information from Clients, Pilots and other third parties, but cannot guarantee the accuracy or completeness of that information. Autopilot does not provide tax or legal advice and you are encouraged to consult with professionals before making investment decisions.

Autopilot is not affiliated with, sponsored, or endorsed by the companies listed, described, or featured on its site. Company logos or trademarks used do not imply endorsement and are the property of their respective owners.

Investing involves risk, including the possible loss of principal. Past performance does not guarantee future results. You should carefully consider your investment objectives, risk tolerance, and time horizon before investing through Autopilot.

Autopilot Advisers, LLC is an SEC-registered investment adviser. Registration as an investment adviser does not imply a certain level of skill or training. Additional information about Autopilot is available in our Form ADV Part 2A, available at adviserinfo.sec.gov or joinautopilot.com/adv.

Autopilot provides limited investment advisory services focused on Portfolio selection and suitability assessment. Our services are not intended to replace comprehensive financial planning. We recommend consulting with a qualified financial advisor regarding your complete financial situation.

This content is provided for educational and informational purposes only. It does not constitute investment, legal, or tax advice and should not be relied upon as the basis for any investment decision. You should consult with qualified professionals regarding your specific circumstances.

Autopilot does not provide tax, legal, or accounting advice. You should consult with qualified tax and legal professionals regarding your specific circumstances.

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Third-Party Pilot Portfolios are created and managed by independent third parties who are not affiliated with Autopilot, are not acting as your investment adviser, and owe you no fiduciary duty. Third-Party Pilots receive a share of the fees attributable to their Portfolios, which creates conflicts of interest for them and for Autopilot, and they may trade the same securities their Portfolios hold. Autopilot may convert a Third-Party Pilot Portfolio to an Autopilot Portfolio at any time.

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