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Bankwell Bank

156 Cherry St, New Canaan, CT, 06840, US

Overview

Bankwell Financial Group, Inc. is the Connecticut-based bank holding company that has the bank, Bankwell, as its subsidiary. The bank serves the banking and lending needs of businesses and consumers throughout Fairfield County. The company's stock symbol is BWFG.

Total investments
2
Lead investments
0
Investments · 12mo
1
Active investors
2

Sector focus

  • Banking
  • Financial Services
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Investment portfolio

  • Hypha

    Participated · Seed · Jun 2026

    Hypha provides an AI-native asset intelligence platform designed to unify fragmented investment data and workflows into structured, actionable insights across the asset lifecycle. The company has focused early efforts on complex, data-intensive sectors including private credit, private equity, professional services, healthcare, senior housing and multifamily real estate. Hypha has partnered with industry firms as design partners—such as MONTICELLOAM, LLC and 980Investments—to embed institutional underwriting and asset management knowledge into its intelligence layer. The team includes hires and advisors from the investment and technology sectors, including Chris Connolly as Head of Go-to-Market and Avi Mayer as a Strategic Advisor. Hypha raised $50 million in a Seed round to expand engineering, go-to-market, design and marketing teams, accelerate product development and grow its R&D presence in Tel Aviv. The company was co-founded in 2025 and is headquartered in New York City.

  • Cascading AI

    Participated · Series A · Aug 2025

    Casca is an AI-native loan origination platform that accelerates the loan application and origination process using responsible AI. Its platform automates commercial loans and claims to fund loans up to 10× faster than other fintechs and 30× faster than industry averages. Flagship customers include Live Oak Bank, Huntington National Bank, and Bankwell Bank, and several of those customers invested in the round. Casca will use the funding to scale operations, expand its team, and accelerate go-to-market to make the platform accessible to additional financial institutions. The company was founded in 2023 by banking IT experts and Stanford AI researchers and is based in San Francisco. To date Casca has raised $33 million. Cascading AI is a fintech software company that builds AI-native solutions to help banks automate manual processes in legacy systems. Its flagship product, Casca, is described as the first AI-native Loan Origination System and streamlines tasks like document collection, account setup, and compliance for commercial loan origination. The company uses artificial intelligence to reduce manual effort for banks, credit unions, and non-bank lenders. Founded in 2023 and based in San Francisco, Cascading AI plans to expand its team of AI and machine learning engineers. The startup will use funding to accelerate Casca's development, enhance AI capabilities and compliance features, and onboard a select group of new banks to scale operations. Cascading AI raised $3.9M in a February 2024 pre-seed round to support these initiatives.

Team

  • Christopher Gruseke

    President & Chief Executive Officer

    LinkedIn
  • Ryan Hildebrand

    Chief Innovation Officer

    LinkedIn