Venture

‘Graceful way out’: Investors propose some struggling founders close shop and return funding

Comment

a pallet of $100 bills cash
Image Credits: Getty Images

A growing number of investors have begun suggesting that certain venture-backed startups that have yet to find so-called product-market fit throw in the towel.

Their argument is that some startups simply raised too much, at valuations into which they will never grow, and that clean, well-planned exits are better for everyone than messy ones. After all, the money could be invested in something more impactful. Importantly, the founders’ time could also be focused on more productive endeavors, greatly improving their mental and emotional well-being.

It’s a reasonable proposal. Working on something that isn’t working can be soul-crushing. Still, we’re not sure many founders would give up on their companies right now for a long list of reasons. Among them: Fundraising is tight, so raising money for another startup is not a no-brainer. It’s a lousy job market, and most founders feel an obligation to take care of their employees. Some very strong companies have been born of pivots, including Slack, whose team initially sought to make a game called “Tiny Speck.”

Not last, if investors gave founders too much money in recent years — and more than $10 million for a company without product-market fit sounds like too much money — that’s really their own fault (it could be argued).

Wanting to explore the issue further, we reached out today to renowned operator and investor Gokul Rajaram, who last night observed in a tweet that “[m]any founders who raised large amounts of money ($10m+) in 2020-21 but subsequently realized they don’t have [product-market fit], are going through an excruciating psychological journey right now.”

Rajaram, who sits on the boards of Pinterest and Coinbase, added on Twitter that an early shut-down can be a “graceful way out” for stressed-out founders, so we asked him whether it’s also practical considering the current market.

He made the case for why it is in an email conversation, edited lightly here for length:

TC: VCs aren’t letting their own investors off the hook by shrinking the amount they have raised, yet they want founders to give back some of their funding. Do you see a connection?

Rajaram: That’s a great question. I don’t think the two behaviors are connected, at least not yet. Now, if you were to tell me VCs were starting to return capital to LPs, I could see some parallels. VCs would return capital to LPs because they don’t see attractive investment opportunities that are good fits with their mandate, fund size, [and so forth]. Founders who return money are doing so because they cannot find business ideas that are a good fit with their skills, team, customer focus, etc.

Do you think pivots are overrated or that there are only so many times a company can pivot before it’s clear that there is something off with the team itself?

Many great companies were formed from pivots. Twitter (Odeo) and Slack (Tiny Speck) are two examples of amazing products and businesses that were created as the result of pivots. In my experience, most founders, when they realize the initial idea doesn’t have legs, try at least one pivot, either solving a different problem for the same set of customers, or using their prior knowledge, life experiences and skills to solve a different problem.

Each pivot does take a psychic toll on the company, and I don’t think a company can do more than, say, two pivots before employees start wondering if there is a method to the madness and start losing trust in the founders. If it’s a two-person company that hasn’t raised much money, they can keep pivoting infinitely. The more the people — and capital — involved, the harder it is to do pivot after pivot.

How much is a reasonable amount of money to burn through on the path to finding product-market fit? In response to your tweet, a lot of people noted their astonishment that companies without product-market fit were given so much funding in the first place.

In general, the rule of thumb has been that your seed round should be used to find [product-market fit]. So that’s $2 million to $3 million in capital in reasonable times. What happened is that during 2020-21, some companies thought or wrongly assumed they had [product-market fit], maybe because of a COVID-induced behavioral change.

Second, there was FOMO/excess capital chasing “hot” deals. So during those two years, we went away from the fundraising stage gates that have been the norm for several years.

It’s so much cheaper and easier to find [product-market] due to no-code tools — I strongly believe that for 95% of software products out there, you can figure it out without writing a line of code. That’s a discussion for another time.

Aside from perhaps some immediate relief, what are the advantages to a founder who throws in the towel and gives back some of the money they’ve raised? Is the argument that they will win the trust and respect of investors and so improve their odds of raising money in the future?

That’s exactly right on the trust point. I do believe you win your investors’ trust because investors are more confident that the entrepreneur is able to clearly think through whether they are multiplying value with the time they are spending. Time is the ultimate currency for an entrepreneur. If they are unable to convert time into increased equity value, at some point, the company needs to wind down or be sold.

I haven’t been involved in return-of-capital scenarios prior to this cycle. I do know one company that returned 70% of its capital during the 2001 cycle after everything shut down, and one of the co-founders was able to raise a successful round a few years later, but I’m unclear if it was correlation or causality. All that said, investors are clear-eyed about [the] sunk-cost fallacy, and I don’t think [one’s] funding odds change based on whether you return capital or not.

Do you think that going all the way — running out of runway — hurts a founder’s chances of raising funding for another company later?

Not at all. If there’s one thing investors love, it’s an entrepreneur whose prior startup wasn’t super successful — whether the entrepreneur ran out of money or returned money is immaterial to the calculus — but still has the hunger to build something huge and ideally related to the first company.

Returning money should not be seen as a shortcut to raising your next round of funding, but instead escaping the psychological toll that endless pivoting takes on founders and other stakeholders.

Whether and when a company shuts down used to be a board decision, wasn’t it? I wonder if VCs gave up so many of their rights as they were issuing checks in 2020 and 2021 that they can’t shut down companies as easily as was previously possible.

If there is something unethical going on — such as founders drawing crazy salaries — investors and board members have a fiduciary responsibility to step in and stop it. However, if it’s simply founders putting themselves, their professional lives, on the line, and making bets — in other words, pivots — most investors will let them keep fighting till the entrepreneurs themselves decide to give up. After all, an entrepreneur only has one company, while the investor has a portfolio.

What more investors could do better is to offer a safe space to entrepreneurs, to let them know that it’s OK to return money or shut down the company; that the option is entirely theirs, but that it’s an option available to them; that they are not letting anyone down by doing so. It’s not a scarlet letter on the entrepreneur in any way.

Do you think there’s more pressure on founders to give back money based on the conversations you’re having with other investors?

It’s self-imposed pressure by the entrepreneur. The larger the round an entrepreneur has raised, the higher the expectations. I think companies will have a few choices over the next few months:

  • If they don’t have [product-market fit] and have not raised much money, they’ll have no choice but to exit since the company is out of cash.
  • If they don’t have [product-market fit] but have raised a lot of money, they can try pivoting once or twice, but after that, everyone is tired. Likely exits in this scenario could be an acquire-hire, wind down, or small acquisition.
  • If they have [product-market fit] and raised a lot of money, but the valuation is inconsistent with the traction, the company might need to do a down round.

Jeff Richards from GGV had an excellent post stating that the companies with highest employee [net promoter scores] were those that raised a down round. Isn’t that interesting? There is a palpable sense of relief once you no longer have the Damocles’ sword of your crazy valuation hanging over you. I think that’s the other conversation investors need to have with entrepreneurs: it’s OK to take a down round. It’s not the end of the world.

I imagine many founders don’t want to give back capital because in this current market, that means more people might struggle to support their families. Any advice to founders on this front?

I’m a firm believer that companies have a duty, an obligation, to treat their employees well. And I think making a decision early to shut down the company means that there is more severance that can be given to employees. The longer you wait, the less cash there is to help employees through a transition period.

More TechCrunch

Expedia says Rathi Murthy and Sreenivas Rachamadugu, respectively its CTO and senior vice president of core services product & engineering, are no longer employed at the travel booking company. In…

Expedia says two execs dismissed after ‘violation of company policy’

When Jeffrey Wang posted to X asking if anyone wanted to go in on an order of fancy-but-affordable office nap pods, he didn’t expect the post to go viral.

With AI startups booming, nap pods and Silicon Valley hustle culture are back

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

A new crop of early-stage startups — along with some recent VC investments — illustrates a niche emerging in the autonomous vehicle technology sector. Unlike the companies bringing robotaxis to…

VCs and the military are fueling self-driving startups that don’t need roads

When the founders of Sagetap, Sahil Khanna and Kevin Hughes, started working at early-stage enterprise software startups, they were surprised to find that the companies they worked at were trying…

Deal Dive: Sagetap looks to bring enterprise software sales into the 21st century

Keeping up with an industry as fast-moving as AI is a tall order. So until an AI can do it for you, here’s a handy roundup of recent stories in the world…

This Week in AI: OpenAI moves away from safety

After Apple loosened its App Store guidelines to permit game emulators, the retro game emulator Delta — an app 10 years in the making — hit the top of the…

Adobe comes after indie game emulator Delta for copying its logo

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 borrows from BeReal’s 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.

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

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.

1 day 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