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Chicago Capital

Chicago Capital

Written by: Matt Castellini
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The Chicago Capital Podcast explores the startup and Venture Capital ecosystem in the Windy City. Each episode will feature a prominent founder, Venture Capitalist, or Angel investor who plays an integral part in the city's entrepreneurial story. Join host Matt Castellini as he chats with guests about their career journey, their perspective on a particular market, and their thoughts on the Chicago VC and startup scene.© 2025 Matt Castellini Economics Leadership Management & Leadership Personal Finance
Episodes
  • Madelyn Rutter @ TechNexus
    Oct 25 2022

    Madelyn Rutter is the Director of Collaboration at TechNexus.

    She supports the Venture Collaborative with everything founder and partner success. That means growth, incubation, marketing, branding, and community, and helping corporate innovators achieve their goals by inspiring them to connect with the right entrepreneurs at the right time.

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    34 mins
  • S5E2: Rich Lee @ New Era ADR
    Oct 14 2022

    Rich is the CEO and Co-Founder of New Era ADR, a VC-backed technology company saving precious time and money for individuals and businesses, bringing long-desired yet never-before-seen certainty and predictability to the legal dispute process, up to 90% reductions in time and cost, and revolutionizing how disputes are resolved in the U.S.

    Previously, he served on executive teams of two VC-backed technology companies that he helped build and scale through rapid growth and one acquisition so far. Before that, he led market development in Asian markets for two companies.

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    35 mins
  • Season 5, Episode 1: Anuraag Tripathi @ Manifest
    Oct 5 2022

    Manifest enables seamless 401(k) transfers - maximizing retirement outcomes by reducing rollover administrative hurdles. Their team is building the infrastructure to digitize retirement transfers.

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    25 mins
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