Venture

Greycroft co-founder Ian Sigalow on investing $1B in this market

Comment

Greycroft, the now 17-year-old, New York- and Los Angeles-based venture firm, has grown up in more ways than one. What began with three founders has evolved into a 60-person team. What began as a $30 million fund has grown into an enterprise that is today managing more than $3 billion in assets, including two funds totaling roughly $1 billion that were announced in late April.

Like every firm, Greycroft, which targets investments from $250,000 up to $50 million, has had its ups and down with its portfolio companies. Mobile games maker Scopely said in April that it’s selling to Savvy Games Group, owned wholly by Saudi Arabia’s Public Investment Fund, for $4.9 billion. (Greycroft invested roughly $100 million into the company and owned more than 5% of the business.) Greycroft also backed the dating app Bumble — which staged a successful IPO in 2021 — and invested in Shipt, which sold to Target for $550 million in cash in 2017. Other bets have proved more problematic, including The RealReal, which staged a traditional IPO in 2019 and has since seen its market cap crater; and Bird, the scooter company that went public via a special purpose vehicle in late 2021 and is now on the verge of getting delisted from the NYSE.

To learn more about the ride, we had a wide-ranging chat with firm co-founder Ian Sigalow, who, for what it’s worth, doesn’t have a stance on Saudi Arabia-backed U.S. venture funds (though Greycroft is not among them), says Greycroft is in rarified company when it comes to its ability to write big checks and observes that anyone can play venture capitalist right now, given some of the prices in the public market — not that Greycroft is shopping there, he added.

You can hear that conversation here; in the meantime, highlights from that chat follow, edited lightly for length.

TechCrunch: You’ve raised basically two-thirds of your assets under management in the last few years. In retrospect, do you think that you invested that too quickly?

Ian Sigalow: If I could take a ‘do over’ of 2020 and 2021, we would probably look back and say [that] half of the capital deployed during that period, we would have been better off waiting. On the flip side is that the other half of the capital employed during that period, I think we will make a really strong venture return on. Time will tell [but] we built very meaningful ownership positions in a couple hundred companies going into kind of the late phase of this asset bubble and [something like] $4 billion or $5 billion of follow-on capital went into Greycroft companies in 2020, and that number grew in 2021. It was like $6 billion to $7 billion — enormous numbers.

When we started Greycroft in 2006, the entire U.S. venture capital industry was $30 billion. Our own portfolio [companies] were commanding so much capital, and you look at it and you kind of have to make a determination, [asking about] every single company, Where am I going to protect my ownership and and where am I not? The challenge in that market dynamic is that if you don’t raise the money and your competitors do, you’re really at a strategic disadvantage. So our companies had to go get capital. And for our part, because we were the largest shareholder in many of these companies, we had to invest something. And I think we deployed $250 million to $300 million in 2020 and 2021, which is a small sum relative to the $10 billion our companies raised during that period, but was still a large sum for us. And I’m very happy sitting here in 2023 that our businesses have the balance sheet they have . . . but the downside of it is that not every dollar deployed during that window is going to generate a 10x or greater return.

Big asset managers say growth at a discount is where venture is heading. Are you looking for a bigger ownership percentage in deals than in recent years?

Venture at the moment is a tale of two cities. The capital is flowing into the highest growth, best-quality companies that I’ve seen, and we’re still meeting with businesses that are going zero to $100 million of revenue in a couple of years. And those businesses can command steep valuations and a lot of mindshare and a lot of funding. It’s almost as if the party didn’t stop for those companies in 2022. Then you’ve got a second set of businesses that are growing slower, are not likely to be marquee assets for a handful of reasons, or just have something to prove before they can break out. And I think the challenge today is sorting through that list and understanding what has to change — what market unlock has to happen —  for that second set of companies to explode with growth. If you do, you’ll see the valuation and the multiple improves; if you don’t, there just isn’t capital for them.

There’s obviously a lot of great value to be had regarding publicly traded companies whose shares are down and are highly liquid. Is [shopping for these] something that Greycroft is doing in this market?

We have the ability to invest in public equities. We’ve spent time looking at quite a few names that have sold off in the public market. We have yet to make either a PIPE or standard open market purchase of a public equity yet. Of course, we own public securities because we’ve taken companies public; we continue to manage those. But I actually think it’s an interesting area to look, and it’s an area that’s open to everybody. I mean, you can go be a venture capitalist today in the public market. If you can find an undervalued business that’s got good growth prospects — because the companies with a market cap below $1 billion or $2 billion don’t trade very well, there’s not a lot of institutional coverage, their market cap is generally speaking too small for the Fidelitys of the world to take an interest in — if you get into one of those businesses early, you can you can make 10 times your money. In fact, I think 10 years from now, people will look back and say, ‘Wow, there was a 50x investment to be made, if somebody looked at  these couple of names in the public market.’

Again, you can hear the full interview here, where we also talk with Sigalow about the circular economy, flexible living and how Greycroft is thinking about AI — and where it’s placing its related bets.

More TechCrunch

Meta is once again taking on its competitors by developing a feature that borrows concepts from others — in this case, BeReal and Snapchat. The company is developing a feature…

Meta’s latest experiment copies BeReal and Snapchat’s core ideas

Welcome to Startups Weekly! We’ve been drowning in AI news this week, with Google’s I/O setting the pace. And Elon Musk rages against the machine.

Startups Weekly: It’s the dawning of the age of AI — plus,  Musk is raging against the machine

IndieBio’s Bay Area incubator is about to debut its 15th cohort of biotech startups. We took special note of a few, which were making some major, bordering on ludicrous, claims…

IndieBio’s SF incubator lineup is making some wild biotech promises

YouTube TV has announced that its multiview feature for watching four streams at once is now available on Android phones and tablets. The Android launch comes two months after YouTube…

YouTube TV’s ‘multiview’ feature is now available on Android phones and tablets

Featured Article

Two Santa Cruz students uncover security bug that could let millions do their laundry for free

CSC ServiceWorks provides laundry machines to thousands of residential homes and universities, but the company ignored requests to fix a security bug.

5 hours ago
Two Santa Cruz students uncover security bug that could let millions do their laundry for free

OpenAI’s Superalignment team, responsible for developing ways to govern and steer “superintelligent” AI systems, was promised 20% of the company’s compute resources, according to a person from that team. But…

OpenAI created a team to control ‘superintelligent’ AI — then let it wither, source says

TechCrunch Disrupt 2024 is just around the corner, and the buzz is palpable. But what if we told you there’s a chance for you to not just attend, but also…

Harness the TechCrunch Effect: Host a Side Event at Disrupt 2024

Decks are all about telling a compelling story and Goodcarbon does a good job on that front. But there’s important information missing too.

Pitch Deck Teardown: Goodcarbon’s $5.5M seed deck

Slack is making it difficult for its customers if they want the company to stop using its data for model training.

Slack under attack over sneaky AI training policy

A Texas-based company that provides health insurance and benefit plans disclosed a data breach affecting almost 2.5 million people, some of whom had their Social Security number stolen. WebTPA said…

Healthcare company WebTPA discloses breach affecting 2.5 million people

Featured Article

Microsoft dodges UK antitrust scrutiny over its Mistral AI stake

Microsoft won’t be facing antitrust scrutiny in the U.K. over its recent investment into French AI startup Mistral AI.

6 hours ago
Microsoft dodges UK antitrust scrutiny over its Mistral AI stake

Ember has partnered with HSBC in the U.K. so that the bank’s business customers can access Ember’s services from their online accounts.

Embedded finance is still trendy as accounting automation startup Ember partners with HSBC UK

Kudos uses AI to figure out consumer spending habits so it can then provide more personalized financial advice, like maximizing rewards and utilizing credit effectively.

Kudos lands $10M for an AI smart wallet that picks the best credit card for purchases

The EU’s warning comes after Microsoft failed to respond to a legally binding request for information that focused on its generative AI tools.

EU warns Microsoft it could be fined billions over missing GenAI risk info

The prospects for troubled banking-as-a-service startup Synapse have gone from bad to worse this week after a United States Trustee filed an emergency motion on Wednesday.  The trustee is asking…

A US Trustee wants troubled fintech Synapse to be liquidated via Chapter 7 bankruptcy, cites ‘gross mismanagement’

U.K.-based Seraphim Space is spinning up its 13th accelerator program, with nine participating companies working on a range of tech from propulsion to in-space manufacturing and space situational awareness. The…

Seraphim’s latest space accelerator welcomes nine companies

OpenAI has reached a deal with Reddit to use the social news site’s data for training AI models. In a blog post on OpenAI’s press relations site, the company said…

OpenAI inks deal to train AI on Reddit data

X users will now be able to discover posts from new Communities that are trending directly from an Explore tab within the section.

X pushes more users to Communities

For Mark Zuckerberg’s 40th birthday, his wife got him a photoshoot. Zuckerberg gives the camera a sly smile as he sits amid a carefully crafted re-creation of his childhood bedroom.…

Mark Zuckerberg’s makeover: Midlife crisis or carefully crafted rebrand?

Strava announced a slew of features, including AI to weed out leaderboard cheats, a new ‘family’ subscription plan, dark mode and more.

Strava taps AI to weed out leaderboard cheats, unveils ‘family’ plan, dark mode and more

We all fall down sometimes. Astronauts are no exception. You need to be in peak physical condition for space travel, but bulky space suits and lower gravity levels can be…

Astronauts fall over. Robotic limbs can help them back up.

Microsoft will launch its custom Cobalt 100 chips to customers as a public preview at its Build conference next week, TechCrunch has learned. In an analyst briefing ahead of Build,…

Microsoft’s custom Cobalt chips will come to Azure next week

What a wild week for transportation news! It was a smorgasbord of news that seemed to touch every sector and theme in transportation.

Tesla keeps cutting jobs and the feds probe Waymo

Sony Music Group has sent letters to more than 700 tech companies and music streaming services to warn them not to use its music to train AI without explicit permission.…

Sony Music warns tech companies over ‘unauthorized’ use of its content to train AI

Winston Chi, Butter’s founder and CEO, told TechCrunch that “most parties, including our investors and us, are making money” from the exit.

GrubMarket buys Butter to give its food distribution tech an AI boost

The investor lawsuit is related to Bolt securing a $30 million personal loan to Ryan Breslow, which was later defaulted on.

Bolt founder Ryan Breslow wants to settle an investor lawsuit by returning $37 million worth of shares

Meta, the parent company of Facebook, launched an enterprise version of the prominent social network in 2015. It always seemed like a stretch for a company built on a consumer…

With the end of Workplace, it’s fair to wonder if Meta was ever serious about the enterprise

X, formerly Twitter, turned TweetDeck into X Pro and pushed it behind a paywall. But there is a new column-based social media tool in town, and it’s from Instagram Threads.…

Meta Threads is testing pinned columns on the web, similar to the old TweetDeck

As part of 2024’s Accessibility Awareness Day, Google is showing off some updates to Android that should be useful to folks with mobility or vision impairments. Project Gameface allows gamers…

Google expands hands-free and eyes-free interfaces on Android

A hacker listed the data allegedly breached from Samco on a known cybercrime forum.

Hacker claims theft of India’s Samco account data