Check out today’s featured companies who have recently raised a round of funding, and be sure to check out the full list of past healthcare IT fundings.
Flip Hits 300M Automated Call Milestone, Raises $20M to Scale Enterprise Vertical AI
- Funding Round Co-Led by Next Coast Ventures and Ridge Ventures; Total Funding Reaches $31M
- Investment Underscores Flip’s Massive Scale: Trusted by Hundreds of Enterprise Customers; Brands Powered by Flip Include Under Armour, Tory Burch, and Newell Brands
- Outperforming Generalist Omnichannel Agents, Flip has Become the Standard for High-Stakes Voice Interactions in Retail E-Commerce, Healthcare, and Transportation
Flip, the AI solution that automates customer service calls for enterprise brands, today announced a $20 million Series A funding round co-led by Next Coast Ventures and Ridge Ventures. The investment recognizes Flip’s dominance in the customer experience market, where its technology has now handled more than 300 million calls across hundreds of brands.
The round comes as the enterprise AI market reaches a critical inflection point. While billions of dollars have poured into general-purpose horizontal AI agents, enterprises are finding that these broad models often struggle with the complexity required to deliver results in production.
Flip’s Series A marks an ongoing shift toward vertical AI—specialized systems built on deep industry workflows that outperform generalist models. The company will use the capital to accelerate product development and expand its engineering and go-to-market teams in New York, Los Angeles, and the UK to meet surging demand.
Data Point Capital also participated in the round, alongside ScOp Venture Capital, Bullpen Capital, Forum Ventures, and a group of angel investors. This brings Flip’s total funding to $31 million, supporting operations that now extend across North America, the UK, and Australia/New Zealand.
“Customer service is one of the obvious AI opportunities in enterprise, and the vertical approach is emerging as the winning way to do it—maybe not yet in funding, but in traction and customer love. It’s just the only way the technology can deliver on its promise for brands,” said Brian Schiff, Co-Founder and CEO at Flip…
Full release here, originally announced January 13th, 2026.
Cardamom Announces Investment by Valspring Capital to Support Rapid Growth
Cardamom, a minority-owned, technology-forward health IT professional services company specializing in data, analytics, AI, and applications, announced a minority investment from Valspring Capital. Cardamom will use this investment to expand its advisory and EHR-related services while boosting its momentum in providing industry-leading managed services.
Founded in 2021 by health IT leaders who have worked with hundreds of healthcare systems across the U.S., this marks Cardamom’s second round of investment, following a 2024 joint investment from HealthX Ventures and the Wisconsin Economic Development Corporation.
“We’re excited to add another incredible partner into Cardamom that brings a wealth of experience and resources to help us keep improving as we grow,” said Cardamom CEO Vivek Swaminathan. “As healthcare organizations continue to face financial, operational, and clinical challenges, this investment amplifies our ability to bring meaningful results to our customers while continuing to cultivate our inclusive, award-winning culture.”
With this investment, Valspring’s Co-Founder and Managing Partner, Yumin Choi, will join Cardamom’s board of directors. Choi has been a healthcare investor for nearly 20 years and was previously a Partner at Bain Capital Ventures before starting Valspring. Having worked with many comparable healthcare organizations, he and the rest of the Valspring team are a great cultural fit and are fully devoted to Cardamom’s dual mission.
“We are so excited for the opportunity to work with Cardamom. Their innovative approach to professional services and focus on long-term partnerships and tangible outcomes for customers is something we don’t see a lot of in the industry,” said Choi…
Full release here, originally announced January 12th, 2026.
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