Sydney, Yasmin and Shalanda
The Check Writers Room
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 collecti...
Where to listen?
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Episodes
The Room with Storytelling, Optimization, & Enterprises 10.07.2026 40:22
The conversation delves into the involvement of corporations in the startup ecosystem and the ways in which startups can benefit from working with corporations. It emphasizes the importance of long-term vision and partnership building for startups, highlighting the need to look beyond short-term gains and focus on sustainable growth. Takeaways Corporations as Startup Partners Long-Term Vision for...
The Room with IPOs, DevOps, and Founders 25.06.2026 46:03
The conversation covers a range of topics including IPO valuations, LP and private market impact, investment strategies, university endowments, and the impact of DevOps and AI on the software sector. It delves into the challenges and opportunities faced by investors, LPs, and organizations in the current market landscape. The conversation delves into the challenges of technical debt in enterprise...
The Room with William Crowder 18.06.2026 39:06
The conversation with William Crowder delves into the challenges and opportunities in the venture capital industry. It explores the cyclical nature of venture capital, the impact of technology and innovation, and the opportunities in regulatory technology. William shares insights on navigating downturns, the importance of adapting to industry changes, and the need for a deeper understanding of the...
The Room with AI and Investor Strategy 11.06.2026 56:56
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...
The Room with Way Up 04.06.2026 9:58
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 ho...
The Room with Continuation Vehicles and Echocardiograms 21.05.2026 32:53
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 Lifec...
The Room with Takedowns, Stealth Mode, & Women in AI 14.05.2026 35:38
The conversation covers two primary themes: influencer marketing and go-to-market strategy, and the role of women in AI and technology. The first theme explores the impact of influencer marketing and the effectiveness of go-to-market strategies, while the second theme delves into the importance of women's involvement in AI and technology. The discussion provides valuable insights into these two ke...
The Room with Automation Resilience & Tech-Enabled Services 07.05.2026 36:06
The conversation delves into the topics of AI and automation resilience, as well as the emergence of tech-enabled services for the aging population. The discussion explores the need for downtime in AI systems and the importance of resilience in the face of automation. It also highlights the significance of tech-enabled services for the aging population, focusing on a specific company that addresse...
The Room with Introspection, Consumer Deals & Real Estate 30.04.2026 34:51
The conversation delves into introspection and accountability in investing, highlighting the challenges and considerations in consumer deals, and discussing real estate as an alternative asset class. The speakers explore the impact of Mark Andreessen's perspective on introspection, mental models in evaluating consumer deals, and the dynamics of the rental market. They also touch on the significanc...
The Room with Fund Cycles & the Future of SaaS 23.04.2026 36:33
The conversation delves into the challenges and shifts in the tech and venture capital landscape, focusing on fund cycles, founder access to capital, the impact on software sectors, and the uncertainty in vertical SaaS companies. The discussion also explores the importance of building a brand, the scrutiny on enterprise revenue, and the investment strategy in uncertain times. Takeaways Challenges...
The Room with Moonshot Moves in Sports, Space & Retail Investing 16.04.2026 38:57
The conversation covers a range of topics, including investment in women's sports, challenges in broadcasting women's sports, Robin Hood Ventures and the democratization of venture, and investment in deep tech with a focus on Sumeria Space. The discussion delves into economic levers, opportunities for female athletes, profitability, revenue potential, lack of exposure, market capitalization, valua...
The Room With Paternity Leave & Maternal Health Investments 09.04.2026 35:57
The conversation covers a range of topics including the importance of paternity leave, AI in healthcare, investment in maternal health, and personal reflections on joy. The discussion delves into the impact of paternity leave on workplace productivity, long-term career potential, and earnings. It also explores the challenges and opportunities in AI healthcare, the significance of value-based care...
The Room With Bridge Rounds & Layoffs 01.04.2026 38:02
The podcast episode features a discussion on bridge rounds and their impact, a review of a specific deal (Wiggle Room), and an exploration of the impact of layoffs in the tech industry. The hosts introduce their mission and purpose at the beginning of the episode, setting the stage for the subsequent discussions. Takeaways Bridge rounds as a trend Impact of layoffs in tech
Welcome to the Check Writers Room! 01.04.2026 0:27
The Check Writer's Room introduces a new voice in the VC industry, offering unique perspectives on the rapidly changing landscape. Takeaways New voice in VC Rapid industry transformation Chapters 00:00 Introduction to CheckWriter's Room
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