Tag Archives: All In Podcast

From $10 Billion to Zero — Late Stage Ice Age

“…if you’re a Series C stage startup, you’re a late stage startup, with let’s call it a pre-AI model, the spigot is just turned off completely.”

David Sacks

The year was 2021, and late stage startups never had it so good.


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Tiger Global was ripping $100 million checks into everything in sight. Not wanting to be left behind, other big hedge funds dumped cash out of helicopters, buying everything in sight.

The bet: that buying into a startup that would IPO soon was a sure thing.

The price would go up in those last few years in the private markets. The hedge fund would take home princely gains, and all would be right with the world.

Cue that record scratch sound effect…

“The game done changed.”
“The game the same. Just got more fierce.”

The Wire

Funding for late stage startups no longer exists. Period.

Think I’m exaggerating? Look at this chart from Crunchbase:

Series C funding has dropped from $10 billion to effectively zero in April. OpenAI might be the only company that can actually raise.

Many of the biggest late stage investors are no longer investing. Period.

I haven’t seen Tiger in a late stage deal in a long time. Same goes for the other big funds.

In general, I see almost no late stage deals. What few I do see, may fail.

I hear that even if Tiger invested a fortune in your company, you cannot get them on the phone. Whoever led the investment may be gone.

I cannot verify that, and it may not be true, so take it with a grain of salt.

When I do see the big hedge funds in a deal today (rare), it’s always early stage. I think they’ll make the same mistakes there too.

But what about all that dry powder?

VC funds are sitting on billions they have raised but not deployed. Surely startups can grab a little of that, right?

Not so fast.

“This idea that there’s tons of dry powder sitting out there, I think is a myth. Or maybe it’s there but there’s no willingness to deploy it.”

David Sacks

The Limited Partners who put money into the VC fund may be telling it to pull back. Or maybe they’re not even meeting their commitments at all.

Get to breakeven and live to fight (and raise) another day. That’s the best choice for late stage companies today — and most early stage companies too!

You cannot count on fundraising right now. If you do count on it, you could quickly cease to exist.

For late stage companies making tens or hundreds of millions in revenue, getting to breakeven should be no problem. But many refuse to do it.

“What steps were taken to cut costs before you just went to the investors to pony up more money?

David Sacks

That’s the question every investor is asking!

I don’t do late stage. But when one of my companies isn’t meeting targets and is running out of money, I want to know what they did to cut burn.

If they didn’t do enough, I question the founder’s leadership. And I close the checkbook.

“Management has told you they’re incapable of running this business, this concern, in a thoughtful way.”

Jason Calacanis

Or in other words, this company is going to be a 0 anyway. No sense putting more money in.

Sound harsh? Yeah, it is.

So’s business, sometimes.

What do you think of today’s funding market? Leave a comment and let us know!

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Down Rounds Everywhere

From Seed to $10M ARR

VC Whiners

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The Magic of Milestone-Based Funding

There’s a law in Silicon Valley as basic as F = ma: milestone-based funding. It’s why you can’t raise $100 million on day 1. It’s also why my positions in my strongest companies are many times larger than my weakest ones, as if by magic.


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…You show incremental progress. We’re engaged in milestone-based investing where the amount of money you raise and the valuation you’re able to get scales with the amount of proof you have delivered to investors about the company.”

David Sacks, All In Podcast #43

Milestone-based funding means that you don’t get all the money your company will ever need at once. Instead, you get a little now, go accomplish some stuff, and come back for more.

In venture’s early days, a company was financed once, and it either sunk or swam. Milestone based funding lets investors allocate their capital more efficiently.

The most successful companies need more money to grow. Meanwhile, throwing good money after bad rarely gets you anywhere.

Let’s see how this works in practice by looking at two companies in my portfolio.

A Tale of Two Startups

I invested in both Company A and Company B within weeks of each other in the spring of 2021. With high hopes, I sent in my wires and envisioned a wonderful future for both.

Well, I was half right.

Company B has increased revenue 6-fold since then. It’s expanding to new markets and signing up customers like crazy.

For Company A, the picture isn’t nearly as rosy.

Revenue hasn’t grown at all and burn is heavy. Raising more money is impossible and bankruptcy is a very real possibility.

How Milestone-Based Funding Played Out

My initial investment in both these companies was exactly the same amount. But now, my investment in Company B is almost 6 times as large.

The reason is very simple: I doubled down in Company B and did not reinvest in Company A.

Company B recently raised a much larger round at the same price as before. With amazing progress, I was happy to 6x my investment.

Add in a little dilution from this round, and my position in Company B is nearly 6 times bigger than my position in A.

If Company B continues to perform well, I’ll be putting in even more. That, plus increases in valuation, may eventually make my investment in B dozens or hundreds of times larger.

What This Means for Founders

Raise an amount appropriate to where your company is at today.

If you have only a couple of customers, you’re probably looking at around $500,000 in pre-seed. If you have $250,000 ARR, you may be able to raise a $2 million seed round.

Then, keep those investors updated on your progress. Remember, there’s more money where that came from!

Milestone-based funding is a brutal system, but it’s necessary.

I’d love to help Company A with another check. I love what they do and I want to see them succeed.

But I just can’t justify it when other startups are performing better.

What questions do you have about fundraising? Leave a comment at the bottom and let me know!

More on tech:

Is SBF Laundering Money As We Speak?

Zero to One

Why I Just Invested in Rilla, the Killer App for Outside Sales

Note: Shout-out to Fathom.fm for finding that David Sacks quote in seconds. Making audio searchable really is the future! Delighted to be an investor in this great startup.

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Photo: “David Sacks” by jdlasica is licensed under CC BY 2.0.