How to Invest in One Startup Every Day

By Matthew Milner, on Wednesday, March 16, 2022

I know someone that made 335 startup investments — last year.

That’s nuts. It means, on average, they made more than one investment every weekday.

Sure, startups can lead you to huge windfalls. And sure, their returns beat the stock market by nearly 10x. But still, one new investment every day?

Today, I’d like to explain why they’d do such a thing.

Then I’ll show you how to get the same result — with a lot less effort!

“Potential for Large Returns”

The investor I’m referring to is Tiger Global.

Tiger is a big hedge fund in New York City. And according to a recent article in Business Insider, it invested in 335 startups last year, including breakouts like Clubhouse, Hopin, and BlockFi.

Most hedge funds invest in publicly traded stocks. But as Business Insider reported, funds like Tiger are increasingly focusing on private startups.

Why? The answer is simple:

“… because of those companies' potential for large returns…

Hey, we get it…

Like you may have heard us tell you before, Facebook’s first private investor made 2,000x his money. And private investors in Airbnb earned an estimated 100,000x.

Furthermore, on average, including the winners and the losers, startups have returned 55% per year over the last 25 years. That beats the public markets by about 10x.

But still — 335 startup investment in one year?

Why not just a few… or even a dozen?

Don’t Bet It All on Black

Here’s the key: when it comes to investing in startups, diversification is key.

You can’t just bet it all on black.

To minimize your risk and maximize your potential returns, you need to build a diversified portfolio of startups over time.

But how many investments does it take to be "diversified"?

Let’s take a look…

The Odds

As legendary venture capitalist Fred Wilson from Union Square Ventures has explained, a typical venture firm invests in 25 to 50 startups per fund.

So, is 25 to 50 investments a good target for you? As it turns out, yes, it is. You see, according to Wilson, for every 10 startup investments, the result will likely be:

  • Seven that fail and return nothing.
  • Two that break even or earn a small return.
  • And one startup that earns a massive return.

And it’s with those massive winners where your profits really start to add up.

For example, imagine investing in Facebook, where you could have turned $500 into $1 million. Or in Airbnb, where every $100 could have turned into $10 million.

So, with a portfolio of 25 to 50 investments, even if just a couple of them are winners — and the rest literally go to zero — you could still be sitting on a portfolio worth millions.

Sitting on a Pile of Money

But if 25 to 50 startups is the right number, why did Tiger make 335 investments last year?

Simple. As The Financial Times reported, Tiger recently decided to pull back on its public stock investments so it could allocate more capital to startups. In fact, as reported in The Information last week, Tiger just earmarked another $1 billion for startups — and now it needs to spend it!

Tiger’s breakneck pace has helped it secure a spot in many competitive startup deals. In fact, it often gets ahead of rival investors by approaching hot startups before they start fundraising — and offering big checks with founder-friendly terms.

But here’s where it gets interesting for you

Forget about trying to force your way into a new startup deal every day. We know a way you can build a diversified portfolio of high-quality startup deals…

And at the moment, anyway, you can do it without much competition at all…

Be a Tiger

You see, because of a new set of laws called The JOBS Act, now anyone can invest in young, private startups — and anyone can get access to their potential for market-beating returns.

This is why Wayne and I launched Crowdability. Our mission is to help individual investors like you make sense of (and profit from) this market.

This market is still relatively new, which is why most people still haven’t heard about it.

That’s why there isn’t much “competition” — yet!

Ready to dive in? Here are two easy ways to get started…

Two Easy Ways to Get Started

First, take a look at our weekly “Deals” email. We send this out every Monday at 11am EST, and it contains a handful of new startup deals for you to explore.

Second, check out our free white papers like “Tips from the Pros.” These easy-to-read reports will teach you how to separate the good deals from the bad.

Happy Investing!

P.S. Over the years, we’ve created several premium services that can quickly help you build a portfolio of profitable startups, even if you have no experience at all.

To learn more, call our VIP Member Services department at 1-844-311-3191.

Best Regards,



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