Startups

As fundraising gets harder, founders should ask investors for a flat round

Comment

Two balls in maze; startups flat rounds fundraising investors
Image Credits: Martin Barraud (opens in a new window) / Getty Images

Matt Cohen

Contributor

Matt Cohen, founder and managing partner of Ripple Ventures, was the founding investor of Turnstyle Solutions, which was acquired by Yelp in 2017.

More posts from Matt Cohen

With the economic downturn and associated uncertainty, startup founders at every stage have been rushing to shore up their balance sheets and extend runways.

I’ve been recommending that founders plan to have at least two years of runway in the bank (ideally three). However, if you were in the process of raising a round or just embarking on your next fundraising circuit, that can be a tall order.

Founders of such companies are faced with a tough decision: waiting it out and hoping the six to 18 months of runway they’ve got can last them through a potentially protracted downturn or securing extra runway via a down or flat funding round.

I lived and invested through the 2008 crisis, and I’ve been trying to share the lessons I learned through that struggle with my portfolio companies, some of which I want to share with you.

One of the biggest lessons I’ve learned is: Err on the side of caution and secure the financing you need to be considered “alive” as a company, even if that means taking a flat or down round.

I’m telling every founder I meet to talk to their existing investors first about where the company balance sheet stands, and what they need to be confident that their company will survive the next several quarters. This can be a tough pill to swallow, but it’s an important (albeit difficult) conversation to have.

As an investor, I’ve had to accept the write downs and dilution associated with down and flat rounds, but as everyone would agree, it’s far better than taking a complete write off. For founders, this is a challenging message to deliver to investors, but your ability to do it maturely, rationally and wisely will show investors that you’re committed, smart and grounded in reality.

Macroeconomic cycles happen and are completely out of everyones control. But the founders who can get in front of these tough conversations will be the ones to reach the next milestone, albeit on a less attractive path, and remain alive to see their mission through.

Startups who have raised a Series A are currently the most exposed to this dynamic, as they’ve watched their Series B opportunities essentially evaporate over the last few months. We are about to see the rise of the Series A+ or Series A2 round, or whatever other creative packaging founders come up with for intermediary bridge rounds.

Their valuations will predictably not be what they were at the Series A, so existing investors are poised to take a step back when founders take this path. However, the best investors will make the most out of these situations.

Instead of delaying this conversation, I highly encourage startups in this situation to approach their investors now and secure their Series A2 round to shore up their balance sheets. It’s better to go to the well once and get what you need to see this volatility through.

Running off those reserves with a slimmed down, scrappy team can not only keep the company alive but unlock higher margins, maintain revenue streams and position the company well for a Series B when conditions are more favorable. Remember, if you don’t ask investors for support now, someone else in their portfolio will, and it might lower your chances of getting funded when you actually need it.

So don’t be afraid to approach your current investors (and even new ones) with the prospect of a flat round. In fact, if you don’t have the ability to achieve “always alive” status over the next few months, you should be out there trying to secure a flat intermediary funding round.

Don’t be afraid to disappoint your investors! They are living in the same world as you and understand what you’re up against. They want to see you succeed, even if it means they’ll have to wait a bit longer than they anticipated. We are entering the age of Series A2, A+ and Axyz rounds, so lean into it, and do what it takes to see your company and vision through to the next cycle.

More TechCrunch

The AI industry moves faster than the rest of the technology sector, which means it outpaces the federal government by several orders of magnitude.

Senate study proposes ‘at least’ $32B yearly for AI programs

The FBI along with a coalition of international law enforcement agencies seized the notorious cybercrime forum BreachForums on Wednesday.  For years, BreachForums has been a popular English-language forum for hackers…

FBI seizes hacking forum BreachForums — again

The announcement signifies a significant shake-up in the streaming giant’s advertising approach.

Netflix to take on Google and Amazon by building its own ad server

It’s tough to say that a $100 billion business finds itself at a critical juncture, but that’s the case with Amazon Web Services, the cloud arm of Amazon, and the…

Matt Garman taking over as CEO with AWS at crossroads

Back in February, Google paused its AI-powered chatbot Gemini’s ability to generate images of people after users complained of historical inaccuracies. Told to depict “a Roman legion,” for example, Gemini would show…

Google still hasn’t fixed Gemini’s biased image generator

A feature Google demoed at its I/O confab yesterday, using its generative AI technology to scan voice calls in real time for conversational patterns associated with financial scams, has sent…

Google’s call-scanning AI could dial up censorship by default, privacy experts warn

Google’s going all in on AI — and it wants you to know it. During the company’s keynote at its I/O developer conference on Tuesday, Google mentioned “AI” more than…

The top AI announcements from Google I/O

Uber is taking a shuttle product it developed for commuters in India and Egypt and converting it for an American audience. The ride-hail and delivery giant announced Wednesday at its…

Uber has a new way to solve the concert traffic problem

Here are quick hits of the biggest news from the keynote as they are announced.

Google I/O 2024: Here’s everything Google just announced

Google is preparing to launch a new system to help address the problem of malware on Android. Its new live threat detection service leverages Google Play Protect’s on-device AI to…

Google takes aim at Android malware with an AI-powered live threat detection service

Users will be able to access the AR content by first searching for a location in Google Maps.

Google Maps is getting geospatial AR content later this year

The heat pump startup unveiled its first products and revealed details about performance, pricing and availability.

Quilt heat pump sports sleek design from veterans of Apple, Tesla and Nest

The space is available from the launcher and can be locked as a second layer of authentication.

Google’s new Private Space feature is like Incognito Mode for Android

Gemini, the company’s family of generative AI models, will enhance the smart TV operating system so it can generate descriptions for movies and TV shows.

Google TV to launch AI-generated movie descriptions

When triggered, the AI-powered feature will automatically lock the device down.

Android’s new Theft Detection Lock helps deter smartphone snatch and grabs

The company said it is increasing the on-device capability of its Google Play Protect system to detect fraudulent apps trying to breach sensitive permissions.

Google adds live threat detection and screen-sharing protection to Android

This latest release, one of many announcements from the Google I/O 2024 developer conference, focuses on improved battery life and other performance improvements, like more efficient workout tracking.

Wear OS 5 hits developer preview, offering better battery life

For years, Sammy Faycurry has been hearing from his registered dietitian (RD) mom and sister about how poorly many Americans eat and their struggles with delivering nutritional counseling. Although nearly…

Dietitian startup Fay has been booming from Ozempic patients and emerges from stealth with $25M from General Catalyst, Forerunner

Apple is bringing new accessibility features to iPads and iPhones, designed to cater to a diverse range of user needs.

Apple announces new accessibility features for iPhone and iPad users

TechCrunch Disrupt, our flagship startup event held annually in San Francisco, is back on October 28-30 — and you can expect a bustling crowd of thousands of startup enthusiasts. Exciting…

Startup Blueprint: TC Disrupt 2024 Builders Stage agenda sneak peek!

Mike Krieger, one of the co-founders of Instagram and, more recently, the co-founder of personalized news app Artifact (which TechCrunch corporate parent Yahoo recently acquired), is joining Anthropic as the…

Anthropic hires Instagram co-founder as head of product

Seven orgs so far have signed on to standardize the way data is collected and shared.

Venture orgs form alliance to standardize data collection

As cloud adoption continues to surge toward the $1 trillion mark in annual spend, we’re seeing a wave of enterprise startups gaining traction with customers and investors for tools to…

Alkira connects with $100M for a solution that connects your clouds

Charging has long been the Achilles’ heel of electric vehicles. One startup thinks it has a better way for apartment dwelling EV drivers to charge overnight.

Orange Charger thinks a $750 outlet will solve EV charging for apartment dwellers

So did investors laugh them out of the room when they explained how they wanted to replace Quickbooks? Kind of.

Embedded accounting startup Layer secures $2.3M toward goal of replacing QuickBooks

While an increasing number of companies are investing in AI, many are struggling to get AI-powered projects into production — much less delivering meaningful ROI. The challenges are many. But…

Weka raises $140M as the AI boom bolsters data platforms

PayHOA, a previously bootstrapped Kentucky-based startup that offers software for self-managed homeowner associations (HOAs), is an example of how real-world problems can translate into opportunity. It just raised a $27.5…

Meet PayHOA, a profitable and once-bootstrapped SaaS startup that just landed a $27.5M Series A

Restaurant365, which offers a restaurant management suite, has raised a hot $175M from ICONIQ Growth, KKR and L Catterton.

Restaurant365 orders in $175M at $1B+ valuation to supersize its food service software stack 

Venture firm Shilling has launched a €50M fund to support growth-stage startups in its own portfolio and to invest in startups everywhere else. 

Portuguese VC firm Shilling launches €50M opportunity fund to back growth-stage startups

Chang She, previously the VP of engineering at Tubi and a Cloudera veteran, has years of experience building data tooling and infrastructure. But when She began working in the AI…

LanceDB, which counts Midjourney as a customer, is building databases for multimodal AI