The Midwest doesn’t brag about its achievements. That’s part of the brand: realistic, a little wary of hype, and more inclined to discuss hospital margins than lofty goals. On a gray weekday, however, you start to hear a different kind of conversation in Chicago’s Fulton Market, where “coastal capital” sounds more like an optional add-on than a necessity, as you pass the silent glass offices and coffee shops crowded with people using acronyms.
One major explanation is straightforward: despite the market becoming more selective, checks have gotten bigger. The average size of digital health deals increased in 2025 compared to 2024, indicating that investors were placing larger but fewer bets, concentrating on businesses they thought could withstand the scrutiny and procurement cycles. In the end, this dynamic—focusing funds and elevating expectations—favors locations where startups can test in actual health systems without having to spend a year trying to get noticed.
| Field | Important information |
|---|---|
| Topic | Record-Breaking VC Deals in Midwest Health Tech Startups (2025–early 2026) |
| Geography in focus | Chicago, St. Louis, Madison/Milwaukee corridor, Ann Arbor, Columbus |
| “Record” signal | WashU-linked startups reported $1.7B in private-sector investment over the past year (Jan 2026) (WashU Medicine) |
| Mega-deal example | Strive Health raised a combined $550M (Series D equity + debt), Sept 2025 (Strive Health) |
| Fund formation | Venture Investors Health Fund closed $80M Fund VII (Sept 2025) (ventureinvestors.com) |
| Chicago university spinout capital | Harper Court Ventures launched a $25M UChicago-focused fund (May 2025) (University of Chicago News) |
| Market context | Digital health checks got bigger in 2025 (average deal size cited at $28.1M, up from $20.4M in 2024) (MedTech Dive) |
| One authentic reference website | Washington University School of Medicine coverage of the $1.7B figure |
Due in large part to Washington University’s continued operation as a deal-making machine masquerading as a university, St. Louis has emerged as the Midwest’s most underappreciated power move. Startups based on WashU’s findings raised a record $1.7 billion in private-sector investment in the previous year, the university announced in January 2026. In a region that people still refer to as “emerging,” the number is almost comically high, and it suggests something deeper: investors seem to think that translational science—actual diagnostics, therapeutics, and medical devices—still sells, even after the easy-money era is over.
Strive Health raised a total of $550 million in September 2025, consisting of $300 million in Series D equity and $250 million in debt financing. The company boasted about the growth of its value-based kidney care model and tech investments in its mega-round, which made many VCs sit up and take notice. “Kidney care” doesn’t exactly scream adventure in the abstract. In reality, it’s a huge expense center with quantifiable results, which is great news for investors who are sick of ambiguous engagement metrics. Perhaps this is what “health tech” looks like after a hangover: more proof, more reimbursement math, less wellness jargon.
Madison, on the other hand, is a place where the money is frequently stubborn but rarely loud. As a healthcare-only backer with strong connections to university spinouts, Venture Investors Health Fund closed its seventh fund at $80 million in September 2025. $80 million doesn’t seem like a Silicon Valley flex at first glance. However, it reads like infrastructure—patient capital, moving steadily, trying to turn research into reimbursable reality—in an area centered on repeat operators, close-knit clinical networks, and quietly ambitious engineers. Whether more generalist funds can duplicate that level of local diligence without residing close to the labs is still up in the air.
Chicago is unique in that it is simultaneously funding expanded digital health and creating a pipeline for more unusual, earlier wagers. With the stated goal of supporting dozens of startups over a few years, Harper Court Ventures established a $25 million fund in 2025 that is specifically targeted at deep tech, including life sciences and artificial intelligence, and is concentrated on University of Chicago spinouts. The Midwest’s clue is that it wants to do more than simply adopt the strategies of the coast. In order to make early-stage research appear fundable before it encounters the typical “prove it” wall, it seeks to integrate it with academia.
In the meantime, Columbus is acting in a typical manner: pragmatist, incremental, and oddly successful. The local company, HealthPlan Data Solutions, raised a $15 million growth investment led by MK Capital to advance pharmacy benefit oversight technology. This may seem like a bureaucratic area, but the amount of money that leaks through claims and PBM complexity is staggering. It’s like watching a city fix a bridge when you watch this segment of the market expand: it’s not glamorous, but everyone depends on it, and once it’s done, it’s hard to say it didn’t matter.
When you combine all of this—WashU’s $1.7 billion surge, Strive’s $550 million, Wisconsin’s consistent fund formation, the Chicago university-to-venture pipeline, and the Columbus “make it work” deals—a pattern becomes apparent that would be difficult to overlook if you only follow news stories from San Francisco. A specific type of health technology is being sold in the Midwest because it is near hospitals, regulators, and the implementation process. That closeness can be monotonous. Additionally, it can be a benefit that is clearly visible in the size of a wire transfer.
There is a sense that density—more specialized funding, more reliable pilots, more university intellectual property moving with purpose—will be more important in the region’s “record-breaking” moment than a single blockbuster. Naturally, the risk remains the same: results don’t always align with pitch decks, procurement is political, and healthcare adoption is slow. However, the Midwest doesn’t seem to be requesting permission for once. It sounds like terms are being negotiated.
