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

Copilot, Microsoft’s brand of generative AI, will soon be far more deeply integrated into the Windows 11 experience.

Microsoft wants to make Windows an AI operating system, launches Copilot+ PCs

OpenAI is removing one of the voices used by ChatGPT. Users found that it sounded similar to Scarlett Johansson, the company announced on Monday, and Johansson herself released a statement…

Scarlett Johansson says that OpenAI approached her to use her voice

Hello and welcome back to TechCrunch Space. For those who haven’t heard, the first crewed launch of Boeing’s Starliner capsule has been pushed back yet again to no earlier than…

TechCrunch Space: Star(side)liner

When I attended Automate in Chicago a few weeks back, multiple people thanked me for TechCrunch’s semi-regular robotics job report. It’s always edifying to get that feedback in person. While…

These 81 robotics companies are hiring

The top vehicle safety regulator in the U.S. has launched a formal probe into an April crash involving the all-electric VinFast VF8 SUV that claimed the lives of a family…

VinFast crash that killed family of four now under federal investigation

When putting a video portal in a public park in the middle of New York City, some inappropriate behavior will likely occur. The Portal, the vision of Lithuanian artist and…

NYC-Dublin real-time video portal reopens with some fixes to prevent inappropriate behavior

Longtime New York-based seed investor, Contour Venture Partners, is making progress on its latest flagship fund after lowering its target. The firm closed on $42 million, raised from 64 backers,…

Contour Venture Partners, an early investor in Datadog and Movable Ink, lowers the target for its fifth fund

Meta’s Oversight Board has now extended its scope to include the company’s newest platform, Instagram Threads, and has begun hearing cases from Threads.

Meta’s Oversight Board takes its first Threads case

The company says it’s refocusing and prioritizing fewer initiatives that will have the biggest impact on customers and add value to the business.

SeekOut, a recruiting startup last valued at $1.2 billion, lays off 30% of its workforce

The U.K.’s self-proclaimed “world-leading” regulations for self-driving cars are now official, after the Automated Vehicles (AV) Act received royal assent — the final rubber stamp any legislation must go through…

UK’s autonomous vehicle legislation becomes law, paving the way for first driverless cars by 2026

ChatGPT, OpenAI’s text-generating AI chatbot, has taken the world by storm. What started as a tool to hyper-charge productivity through writing essays and code with short text prompts has evolved…

ChatGPT: Everything you need to know about the AI-powered chatbot

SoLo Funds CEO Travis Holoway: “Regulators seem driven by press releases when they should be motivated by true consumer protection and empowering equitable solutions.”

Fintech lender SoLo Funds is being sued again by the government over its lending practices

Hard tech startups generate a lot of buzz, but there’s a growing cohort of companies building digital tools squarely focused on making hard tech development faster, more efficient and —…

Rollup wants to be the hardware engineer’s workhorse

TechCrunch Disrupt 2024 is not just about groundbreaking innovations, insightful panels, and visionary speakers — it’s also about listening to YOU, the audience, and what you feel is top of…

Disrupt Audience Choice vote closes Friday

Google says the new SDK would help Google expand on its core mission of connecting the right audience to the right content at the right time.

Google is launching a new Android feature to drive users back into their installed apps

Jolla has taken the official wraps off the first version of its personal server-based AI assistant in the making. The reborn startup is building a privacy-focused AI device — aka…

Jolla debuts privacy-focused AI hardware

The ChatGPT mobile app’s net revenue first jumped 22% on the day of the GPT-4o launch and continued to grow in the following days.

ChatGPT’s mobile app revenue saw its biggest spike yet following GPT-4o launch

Dating app maker Bumble has acquired Geneva, an online platform built around forming real-world groups and clubs. The company said that the deal is designed to help it expand its…

Bumble buys community building app Geneva to expand further into friendships

CyberArk — one of the army of larger security companies founded out of Israel — is acquiring Venafi, a specialist in machine identity, for $1.54 billion. 

CyberArk snaps up Venafi for $1.54B to ramp up in machine-to-machine security

Founder-market fit is one of the most crucial factors in a startup’s success, and operators (someone involved in the day-to-day operations of a startup) turned founders have an almost unfair advantage…

OpenseedVC, which backs operators in Africa and Europe starting their companies, reaches first close of $10M fund

A Singapore High Court has effectively approved Pine Labs’ request to shift its operations to India.

Pine Labs gets Singapore court approval to shift base to India

The AI Safety Institute, a U.K. body that aims to assess and address risks in AI platforms, has said it will open a second location in San Francisco. 

UK opens office in San Francisco to tackle AI risk

Companies are always looking for an edge, and searching for ways to encourage their employees to innovate. One way to do that is by running an internal hackathon around a…

Why companies are turning to internal hackathons

Featured Article

I’m rooting for Melinda French Gates to fix tech’s broken ‘brilliant jerk’ culture

Women in tech still face a shocking level of mistreatment at work. Melinda French Gates is one of the few working to change that.

1 day ago
I’m rooting for Melinda French Gates to fix tech’s  broken ‘brilliant jerk’ culture

Blue Origin has successfully completed its NS-25 mission, resuming crewed flights for the first time in nearly two years. The mission brought six tourist crew members to the edge of…

Blue Origin successfully launches its first crewed mission since 2022

Creative Artists Agency (CAA), one of the top entertainment and sports talent agencies, is hoping to be at the forefront of AI protection services for celebrities in Hollywood. With many…

Hollywood agency CAA aims to help stars manage their own AI likenesses

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’

Welcome back to TechCrunch’s Week in Review. This week had two major events from OpenAI and Google. OpenAI’s spring update event saw the reveal of its new model, GPT-4o, which…

OpenAI and Google lay out their competing AI visions

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