Chicago Capital

Matt Castellini
  • 4.9 (32)
  • INVESTING

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.

  1. 10/25/2022

    Madelyn Rutter @ TechNexus

    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.

    34 min

  2. 10/14/2022

    S5E2: Rich Lee @ New Era ADR

    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.

    35 min

  3. 10/05/2022

    Season 5, Episode 1: Anuraag Tripathi @ Manifest

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

    25 min

  4. 08/12/2022

    S4E19: Tommy Flaim @ Fox & Robin

    Fox & Robin is an activewear brand that creates top quality products for all levels of activity, whether you're doing high intensity training or, well...not. As a Benefit Corporation, they are committed to conducting business in an ethical and transparent manner.

    26 min

  5. 07/07/2022

    S4E18: Ira Weiss @ Hyde Park Venture Partners on the Current Market Downturn

    Ira Weiss is the General Partner at Hyde Park Venture Partners, an early-stage venture capital firm focused on high-growth, mid-continent technology startups. Ira is also a Clinical Professor of Entrepreneurship and Accounting at The University of Chicago, Booth School of Business. In this episode, we discussed the current market downturn and it's impact on  early-stage investing.

    36 min

  6. 06/15/2022

    S4E17: Jessica Schultz @ Amplify

    Amplify offers end-to-end strategy, solution design and tactical execution of your optimal revenue solution. Strategy: Refining your Go-To-Market (GTM) strategy based on your industry, customer profile, value prop and competitive positionPlatform: Combining best in class processes, tools, and analytics to achieve and measure resultsTalent & Enablement: Designing the optimal talent and enablement strategy for scalable growthChannels: Implementing a targeted channel partner strategy to expand your pipeline

    33 min

  7. 06/01/2022

    S4E16: Raj Datta @ oak9

    oak9.io is the security leader for all things cloud native. Their platform finds, analyzes and automatically remediates cloud infrastructure security and compliance issues in real-time, continuously learning and monitoring infrastructure as code (IaC) as changes occur - the only cloud native security solution supporting devsecops throughout the entire development cycle. oak9 bridges the gap between dev and security, ensuring dev workloads and architecture are secure by design, while giving security teams complete visibility into the changes dev teams are making day over day, sprint over sprint. oak9 has raised capital from some of the top VC's in the world, including Menlo Ventures.  For more leanings on Infrastructure-as-code, please see: Red Hat primer on IACPrimer on DevOpsCloud PrimerPrimer on Hashicorp

    30 min

  8. 05/13/2022

    S4E15: Connor Ryan @ Bridge Investments

    With a background rooted in private equity and venture capital, Connor takes a data-driven approach to investing, but also enjoys observing cultural shifts in consumer behavior and applying those learnings to new investment themes. Connor works closely with management teams to gain insights and improve performance and enjoys the challenge of understanding complex businesses. Connor is a University of Notre Dame graduate and earned his MBA from the Kellogg School of Management. Bridge is a Chicago-based early stage venture fund with a split focus on SaaS and Consumer Brands across a diverse set of end markets. Select portfolio companies include InGoodTaste, EarlyBird, Mack Weldon, Simple Mills, Jiobit, PartySlate, Interior Define, haku, and ConverseNow

    42 min
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4.9
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About

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.

Information

  • Creator
    Matt Castellini
  • Years Active
    2021 - 2022
  • Episodes
    85
  • Rating
    Clean
  • Copyright
    © 2025 Matt Castellini