Featured Article

How Chicago is changing who raises early-stage venture capital

The city has tripled the portion of seed and angel dollars flowing to underrepresented founders

Comment

Image Credits: Nigel Sussman (opens in a new window)

For those of us who cover the venture capital industry, two narratives are ubiquitous: There’s the story of how much capital has been invested of late; you’ve seen the data — 2020 and 2021 set nearly every record around the world for private-market investment.

The other story that pops up, again and again, is the one noting slim or negative progress in venture capitalists investing in more diverse founders. The pervasive nature of the latter story makes it all the more exasperating to report on. The data neatly showcase this massive problem; why haven’t things changed?


The Exchange explores startups, markets and money.

Read it every morning on TechCrunch+ or get The Exchange newsletter every Saturday.


But there’s some cause for cautious optimism. The Exchange has been collecting data on the Midwest venture capital scene lately, with a special focus on the Chicago area. Thanks to data from M25, a venture capital firm with a Midwest geographic focus, Crunchbase data collected by Chicago-based P33, and interviews with a number of local investors and founders, a tale emerges that it is possible to change the ratio when it comes to venture investment.

Easy? No. Possible? Yes. And worth doing? Definitely.

To better understand what’s going on in Chicago and the larger Midwest, we spoke with Desiree Vargas Wrigley, the executive director of TechRise, a P33 project; Stella Ashaolu, the founder and CEO of WeSolv and the co-founder of Fifth Star Funds; and Kristen Sonday, a co-founder at Paladin and a partner at LongJump.

Let’s start with M25 data on how they are finding it possible to invest in more diverse founders in their region, and then narrow our lens to how Chicago’s numbers are shifting. Then, we’ll bring in notes from active players that are working to keep the industry changing.

State of the Chicago (Midwest) union

M25 invests around the Midwest but is based in Chicago. The firm released an update to its regular diversity report series recently, which piqued our curiosity. Why? Because the firm doesn’t just report investments — it provides a look into how those investments came to be.

Per the investing group, the Midwest is 75% white, 10% Black or African American, 8% Hispanic or Latinx, and 3% Asian. In contrast, M25’s intro calls since October 2020 were with 64% white founders, 12% with Black or African American founders, 17% with Asian founders, and 3% with Hispanic or Latinx founders. Similarly, M25 had 12% of its intro calls with all-female teams, ahead of the U.S. average of 6% of investment dollars.

The result of the work to chat with more diverse folks is that the firm is investing in an increasingly diverse set of founders. M25’s 2016 and 2019 funds invested in 33% underrepresented founders, for example. But if we look just at its 2019 fund, that figure rises to 45%.

All this is to say that it is possible to invest in folks who aren’t former captains of the Stanford lacrosse team. And other investors who put capital to work in Chicago are having similar impacts. Crunchbase data collected by P33 and TechRise – using Crunchbase News data methodology, which Alex helped forge in years past – indicates that the percentage of angel and seed capital that is flowing to Black and Latinx founders in Chicago is rapidly rising.

Per Crunchbase data, here’s the rundown:

  • 2019: $13.6 million, or 5.8% of total
  • 2020: $17.7 million, or 8.6% of total
  • 2021: $38.3 million, or 13.0% of total

The data begs the obvious question: What happened in 2019 and 2020 that led to such a dramatic change in the ratio? We got on the phone to find out.

2020’s turning point

Desiree Vargas Wrigley was clear on what caused a turning point after 2019: It was “the result of the murder of George Floyd.” In its aftermath, many Americans started wondering how they could make things better while becoming increasingly aware of the challenges faced by minorities in the U.S.

For entrepreneurs like Vargas Wrigley, the question was: “How can I use my experience as a founder who’s overcome some of these challenges to help support other founders of color?”

Her ability to contribute was “a motivating factor” for Vargas Wrigley to step into her role at P33. Talking to her peers running other initiatives in Chicago, she found out that they shared similar motives and backgrounds.

“The founder community actually has driven a lot of [the change we’ve seen in Chicago investing], and we’ve fortunately been supported by some of the old guard or the existing institutions that recognize that maybe we have some good ideas and some vision around how to solve this.”

But no one is making change alone. One key word emerged from our conversations with Chicago founders-turned-funders: collaboration. The common thread is that overlooked founders need capital, connections, and community, and it takes a village to provide them with what they need.

Complementary efforts

“I think what we’re realizing here in Chicago is that there doesn’t need to be a duplication of efforts,” Stella Ashaolu said. “It just needs to be efforts to fight in the right places, and we need to support each other. I don’t see it as competition, because the problem is so stark and so huge that we each play a very important role, and have a unique approach to solving this challenge.”

In the case of Fifth Star Funds, which Ashaolu co-founded, this unique approach consists of providing underrepresented founders with a replacement for the “friends and family” capital they don’t have, thanks to checks that are majority-funded by individual donations.

Meanwhile, LongJump recently raised $5 million for its first-check founder-led fund – and its co-founder, Kristen Sonday, is convinced that the pool of talent is deep enough for it. It’s just a matter of putting in the work, she said.

“We have received hundreds of applications thus far, and we think that we’re just scratching the surface. A lot of the founders that we have found or talk to are building really incredible revenue-generating businesses, although they don’t have to be [to be of interest to us]. And they’re so under the radar in Chicago that no one else in the VC world really knows about them,” Sonday said. Consider this a response to the concept of the alleged “diverse founder pipeline problem” in the venture game.

Along the way, each of these initiatives has come up with tailored processes aimed at reducing bias that can be caused by pattern matching, instead taking into account success factors that tend to be overlooked, such as grit.

Will these factors correlate with success further down the line? There are reasons to think so, but it will also be worth tracking.

Sonday herself is well aware that getting the first checks to more diverse founders is not the entire effort. She said that it is “exciting to us to be able to surface new founders and make introductions to that ecosystem so they can get later-stage funding, they can get access to resources, etc., that they might not have had otherwise,” adding that, for her, “one part of the excitement of being as proactive as we are is that we are surfacing founders to bring into the ecosystem that no one knew” but are actively building.

TechRise also helps uncover these founders thanks to its pitching competitions, where winners typically get $25,000 in non-dilutive funding.

“We ended up distributing just under a million dollars,” Vargas Wrigley said. “Those founders went on to raise an additional $10.6 million in just seven and a half months – so [we’re seeing] a great multiple on the investment.” In other words, TechRise is changing the narrative on what funding-ready entrepreneurs look like while helping start a flywheel for them.

With that in mind, the key measure will be how these founders perform beyond the early stage: How many of them go on to raise more funding? How fast? And does this lead to exits? It is too early to tell, but we will be here to report when the time comes. To that end, we’ll track the data to see how the city’s progress in diversifying its seed and angel funding translates to later-stage activity as the year progresses. And if we do see it, then Chicago will have proved that change really is possible.

More TechCrunch

Featured Article

Fairgen ‘boosts’ survey results using synthetic data and AI-generated responses

The Israeli startup has raised $5.5M for its platform that uses “statistical AI” to generate synthetic data that it says is as good as the real thing.

2 mins ago
Fairgen ‘boosts’ survey results using synthetic data and AI-generated responses

Hydrow, the at-home rowing machine, announced Thursday that it has acquired a majority stake in Speede Fitness, the company behind the AI-enabled strength training machine. The rowing startup also announced…

Rowing startup Hydrow acquires a majority stake in Speede Fitness as their CEO steps down

Call centers are embracing automation. There’s debate as to whether that’s a good thing, but it’s happening — and quite possibly accelerating. According to research firm TechSci Research, the global…

Retell AI lets companies build ‘voice agents’ to answer phone calls

TikTok is starting to automatically label AI-generated content that was made on other platforms, the company announced on Thursday. With this change, if a creator posts content on TikTok that…

TikTok will automatically label AI-generated content created on platforms like DALL·E 3

India’s mobile payments regulator is likely to extend the deadline for imposing market share caps on the popular UPI payments rail by one to two years, sources familiar with the…

India weighs delaying caps on UPI market share in win for PhonePe, Google Pay

Line Man Wongnai, an on-demand food delivery service in Thailand, is considering an initial public offering on a Thai exchange or the U.S. in 2025.

Thai food delivery app Line Man Wongnai weighs IPO in Thailand, US in 2025

The problem is not the media, but the message.

Apple’s ‘Crush’ ad is disgusting

Ever wonder why conversational AI like ChatGPT says “Sorry, I can’t do that” or some other polite refusal? OpenAI is offering a limited look at the reasoning behind its own…

OpenAI offers a peek behind the curtain of its AI’s secret instructions

The federal government agency responsible for granting patents and trademarks is alerting thousands of filers whose private addresses were exposed following a second data spill in as many years. The…

US Patent and Trademark Office confirms another leak of filers’ address data

As part of an investigation into people involved in the pro-independence movement in Catalonia, the Spanish police obtained information from the encrypted services Wire and Proton, which helped the authorities…

Encrypted services Apple, Proton and Wire helped Spanish police identify activist

Match Group, the company that owns several dating apps, including Tinder and Hinge, released its first-quarter earnings report on Tuesday, which shows that Tinder’s paying user base has decreased for…

Match looks to Hinge as Tinder fails

Private social networking is making a comeback. Gratitude Plus, a startup that aims to shift social media in a more positive direction, is expanding its wellness-focused, personal reflections journal to…

Gratitude Plus makes social networking positive, private and personal

With venture totals slipping year-over-year in key markets like the United States, and concern that venture firms themselves are struggling to raise more capital, founders might be worried. After all,…

Can AI help founders fundraise more quickly and easily?

Google has found a way to bring a variation of its clever “Circle to Search” gesture to iPhone users. The new interaction, launched in January, allows Android users to search…

Google brings a variation on ‘Circle to Search’ to iPhone users

A new sculpture going live on Wednesday in the Flatiron South Public Plaza in New York is not your typical artwork. It combines technology, sociology, anthropology and art to let…

Always-on video portal lets people in NYC and Dublin interact in real time

Apple’s iPad event had a lot to like. New iPads with new chips and new sizes, a new Apple Pencil, and even some software updates. If you are a big…

TechCrunch Minute: When did iPads get as expensive as MacBooks?

Autonomous, AI-based players are coming to a gaming experience near you, and a new startup, Altera, is joining the fray to build this new guard of AI agents. The company announced…

Bye-bye bots: Altera’s game-playing AI agents get backing from Eric Schmidt

Google DeepMind has taken the wraps off a new version of AlphaFold, their transformative machine learning model that predicts the shape and behavior of proteins. AlphaFold 3 is not only…

Google DeepMind debuts huge AlphaFold update and free proteomics-as-a-service web app

Uber plans to deliver more perks to Uber One members, like member-exclusive events, in a bid to gain more revenue through subscriptions.  “You will see more member-exclusives coming up where…

Uber promises member exclusives as Uber One passes $1B run-rate

We’ve all seen them. The inspector with a clipboard, walking around a building, ticking off the last time the fire extinguishers were checked, or if all the lights are working.…

Checkfirst raises $1.5M pre-seed to apply AI to remote inspections and audits

Close to a decade ago, brothers Aviv and Matteo Shapira co-founded a company, Replay, that created a video format for 360-degree replays — the sorts of replays that have become…

Controversial drone company Xtend leans into defense with new $40 million round

Usually, when something starts to rot, it gets pitched in the trash. But Joanne Rodriguez wants to turn the concept of rot on its head by growing fungus on trash…

Mycocycle uses mushrooms to upcycle old tires and construction waste

Monzo has raised another £150 million ($190 million), as the challenger bank looks to expand its presence internationally — particularly in the U.S. The new round comes just two months…

UK challenger bank Monzo nabs another $190M as US expansion beckons

iRobot has announced the successor to longtime CEO, Colin Angle. Gary Cohen, who previous held chief executive role at Timex and Qualitor Automotive, will be heading up the company, marking a major…

iRobot names former Timex head Gary Cohen as CEO

Reddit — now a publicly-traded company with more scrutiny on revenue growth — is putting a big focus on boosting its international audience, starting with francophones. In their first-ever earnings…

Reddit tests automatic, whole-site translation into French using LLM-based AI

Mushrooms continue to be a big area for alternative proteins. Canada-based Maia Farms recently raised $1.7 million to develop a blend of mushroom and plant-based protein using biomass fermentation. There’s…

Meati Foods bites into another $100M amid growth to 7,000 retail locations

Cleaning the outside of buildings is a dirty job, and it’s also dangerous. Lucid Bots came on the scene in 2018 with its Sherpa line of drones to clean windows…

Lucid Bots secures $9M for drones to clean more than your windows

High interest rates and financial pressures make it more important than ever for finance teams to have a better handle on their cash flow, and several startups are hoping to…

Israeli startup Panax raises a $10M Series A for its AI-driven cash flow management platform

The European Union has deepened the investigation of Elon Musk-owned social network, X, that it opened back in December under the bloc’s online governance and content moderation rulebook, the Digital Services Act…

EU grills Elon Musk’s X about content moderation and deepfake risks

For the founders of Atlan, a data governance startup, data has always been at the heart of what they do, even before they launched the company. In fact, co-founders Prukalpa…

Atlan scores $105M for its data control plane, as LLMs boost importance of data