Couverture de The Check Writers Room

The Check Writers Room

The Check Writers Room

De : Sydney Yasmin and Shalanda
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The Check Writers Room is a groundbreaking podcast where the real power brokers of venture capital talk shop—unfiltered.

Hosted by three Black female General Partners—Sydney Thomas (Symphonic Capital), Shalanda Armstrong (100KM Ventures), and Yasmin Cruz Ferrine (Visible Hands VC)—the show pulls back the curtain on how venture capital actually works. From how investment decisions get made to why deals get a yes or a no, The Check Writers Room delivers candid, practical insights founders rarely hear out loud.

This isn’t aspirational advice. It’s lived experience from investors who have collectively raised and deployed over $50M, invested in hundreds of companies, and supported thousands of founders across tech, fintech, consumer, and enterprise. Each episode breaks down real market dynamics, exposes the unspoken rules of fundraising, and offers founders actionable guidance grounded in today’s realities—not outdated Silicon Valley playbooks.

Designed for founders, operators, and ecosystem builders—especially the next generation of Gen Z and Millennial entrepreneurs—the show fills critical knowledge gaps by democratizing access to venture capital insight, networks, and decision-making frameworks that have traditionally been gatekept.

With biweekly episodes, an interactive “Ask a VC” segment driven by real founder questions, and appearances from trusted peers and ecosystem leaders, The Check Writers Room is more than a podcast—it’s a masterclass and a community for builders serious about building enduring companies.

2026 Sydney, Yasmin and Shalanda Direction Economie Management et direction
Épisodes
  • The Room with AI and Investor Strategy

    The Room with AI and Investor Strategy
    Jun 11 2026

    The conversation covers the acquisition of Everlane by Shein, the impact of AI on venture investing, and the challenges of evaluating startups and founders. Dr. Amisha Miller provides insights on the use of AI in venture investing and its potential biases. The discussion also delves into the implications of systematic barriers and biases in the evaluation of startups and founders. The conversation delves into the use of AI in evaluating potential and the challenges of incorporating AI into the investment process. It also explores the systemic aspects of venture capital and the need for structural change. The discussion touches on the limitations of AI in predicting outliers and the importance of context in decision-making.

    Takeaways

    • Acquisition of Everlane by Shein
    • Impact of AI on venture investing
    • Challenges of evaluating startups and founders Structuring evaluation of potential can help address human evaluation biases in VC.
    • AI may be less biased than humans in evaluating gender and race, but its ability to predict outliers and contrarian thinking is uncertain.
    • The systemic aspects of venture capital require a shift in focus from resource seekers to changing the system.
    • The use of AI in evaluating potential and the investment process requires careful consideration and a one-step-ahead approach.

    Chapters

    • 00:00 Systematic Barriers and Biases in Evaluation
    • 51:02 The Limitations of AI in Contextual Understanding
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    57 min
  • The Room with Way Up

    The Room with Way Up
    Jun 4 2026

    The episode features all three hosts in person and can be accessed by clicking the link here. The hosts speak about Venture Capitalism and founding a business with Angela Yee and Stacey Tisdale on their Wealth Wednesdays segment of Way Up with Angela Yee. The episode is a special one and promises a dynamic and enjoyable experience for the listeners.

    Takeaways

    • Podcast episode features all three hosts in person
    • Access the episode by clicking here.
    • Sharable episode link: https://youtu.be/5lhPEMH3-qs?si=O3871cPaYFcSdfKn

    Chapters

    • 00:00 Introduction to Special Episode
    • 01:14 Teaser 1
    • 03:57 Teaser 2
    • 05:44 Teaser 3
    • 07:17 Teaser 4
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    10 min
  • The Room with Continuation Vehicles and Echocardiograms

    The Room with Continuation Vehicles and Echocardiograms
    May 21 2026

    The conversation covers a range of topics including venture capital and fund management, investment in healthcare technology, discussion on health-tech companies, healthcare technology and hospital sales cycles, fund management and distribution challenges, and personal joy and inspiration.

    Takeaways

    • Venture Capital and Fund Management
    • Healthcare Technology and AI
    • Investment Strategy and Fund Lifecycle

    Chapters

    • 0:00 Fund Management and Continuation Vehicles
    • 12:55 Would You Write the Check?: iCardio
    • 27:34 Personal Joy and Inspiration
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    33 min
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