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Venture Capital Episodes

Venture capital (VC) is a form of private equity financing in which investors provide capital to early-stage, high-growth-potential startups and emerging companies in exchange for an equity ownership stake. Venture capital firms typically raise pooled funds from limited partners — such as institutional investors, family offices, pension funds, and high-net-worth individuals — and deploy that capital across a portfolio of companies, understanding that while many investments may fail, a small number of outsized successes can generate exceptional returns for the entire fund. VC funding generally flows in stages, from pre-seed and seed rounds that help founders validate an idea and build a product, through Series A, B, and C rounds that fuel scaling, market expansion, and operational growth. Beyond capital, venture capitalists often provide significant strategic value to their portfolio companies through mentorship, industry connections, board participation, and operational guidance. The asset class is inherently high-risk and illiquid — investments are typically locked up for seven to ten years — but it plays a critical role in the broader economy by funding innovation, driving job creation, and bringing transformative technologies and business models to market that traditional lenders would be unwilling to finance.
238
July 8, 2026

Why Great Technology Isn't Enough Anymore | Shayna Davis

In this episode of Family Office Investing Podcast & Investor Insights | Arthur's Round Table, Arthur sits down with Shayna Davis, founder of Executive Signals Group, for a fascinating discussion about a blind spot that exists inside many of today's fastest-growing technology companies. Great technology is no longer enough. In an era where artificial intelligence is accelerating innovation and investors are evaluating more opportunities than ever before, Shayna argues that companies ...
Guest: Shayna Davis
232
May 30, 2026

How Founders Become Investable | Tyrus Shivers on Capital Raising, AI & Going Public

In this episode of Arthur’s Round Table, Tyrus Shivers shares his journey from military service and government contracting to entrepreneurship, capital raising, and building Legacy Wealth Capital Group. Tyrus explains why many founders struggle to raise capital—not because they lack good ideas, but because they have not yet built investable businesses. The conversation explores what it takes to move from operator to owner, from hustle to infrastructure, and from startup founder to capital-...
Guest: Tyrus Shivers
228
May 11, 2026

Democratizing Venture Capital with Nicole Guerrieri. PopVenture & The Future of Investing

In this episode of Arthur’s Round Table, entrepreneur and PopVenture founder Nicole Guerrieri shares her journey from building a fast-growing Inc. 500 company to reimagining the venture capital system itself. The conversation explores venture capital structure, interval funds, startup diligence, investor access, liquidity, and how technology could democratize private market investing for everyday Americans. ________________________________________ 🎯 What You’ll Learn • Why traditional venture capital excludes most investors • How interval funds can provide liquidity for private market investing • The hidden incentives inside venture capital structures • Why transparency and diligence matter in startup investing • How PopVenture combines venture investing with media and technology • The future of democratized investing and private market access • How AI and diligence software could reshape venture capital
218
April 8, 2026

Family Office Capital Allocation Strategy | Investor Insights & Deal Flow

In this episode of Arthur’s Round Table, we delve into the nuanced world of family office capital allocation, examining how these sophisticated investors navigate the complexities of private markets. We explore strategies in private equity, venture capital, and real estate, uncovering how elite allocators evaluate opportunities, manage risk, and construct resilient, long-term portfolios amidst a constantly evolving investment landscape. The Strategic Advantage of Family Office Capital Allocatio...
212
March 8, 2026

Venture Capital Investment Strategy & Deal Flow with Andrew Romans

In this episode of Arthur’s Round Table, venture capitalist Andrew Romans shares deep insights into venture capital investment strategy, deal flow, and how top funds generate returns. From early-stage investing and portfolio construction to secondaries and SPVs, this conversation breaks down how capital is deployed, managed, and optimized in today’s venture ecosystem.
Guest: Andrew Romans
201
Jan. 17, 2026

From Venezuela to Venture Capital: Alicia Castillo Holley's

In this episode of Arthur's Round, welcomes Alicia Castillo Holley, a seasoned investor and entrepreneur with a unique background. Alicia shares her journey from Venezuela to becoming a prominent figure in venture capital, emphasizing the importance of education and knowledge sharing. She discusses her early entrepreneurial experiences, including selling cakes in college, and how these shaped her understanding of money and value. Alicia highlights her passion for using venture capital to create ...
301
Jan. 1, 2026

I like scrappy, hungry founders. A conversation with Shaler Houser.

In this conversation, Shay shares his journey from a successful telecommunications entrepreneur to a venture capital manager focused on supporting startups in South Carolina. He discusses the challenges he faced, including bankruptcy and addiction, and how these experiences shaped his current work with U-Turn Health, a company dedicated to helping families affected by addiction. Shay emphasizes the importance of storytelling in business and the need for a supportive community for entrepreneurs. ...
225
Dec. 9, 2025

From Entrepreneur to Investment Banker: Jason Kirby's Journey

In this episode, Jason Kirby shares his journey as a serial entrepreneur and investment banker, discussing the lessons learned from his various startups and the challenges faced in the business landscape. He emphasizes the importance of unbiased advice for founders and introduces his company, Thunder, which aims to provide investment banking services tailored for early-stage companies. The conversation also delves into the complexities of family office investments, the impact of AI on business v...