Ian Rickwood, Founder and CEO of Henley Group, has quietly deployed $4B+ across US and Europe, built and sold food chains, and is now rolling up US car washes using AI-driven site selection. We also dive into what great operator partners look like, how to handle bad deals, and what it’s really like to build a serious firm with your spouse and kids. TIMESTAMPS: 0:00 “Don’t give up” Ian’s core lesson on entrepreneurship and resilience 0:34 Who is Ian Rickwood and what is Henley Group? 1:04 The...
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Ian Rickwood, Founder and CEO of Henley Group, has quietly deployed $4B+ across US and Europe, built and sold food chains, and is now rolling up US car washes using AI-driven site selection. We also dive into what great operator partners look like, how to handle bad deals, and what it’s really like to build a serious firm with your spouse and kids. TIMESTAMPS: 0:00 “Don’t give up” Ian’s core lesson on entrepreneurship and resilience 0:34 Who is Ian Rickwood and what is Henley Group? 1:04 The...
4 Portfolio Companies and The Gritty Playbook of Value Investing | Reggie Pryor Jr.
HoldCo Builders
1 hour 3 minutes
3 weeks ago
4 Portfolio Companies and The Gritty Playbook of Value Investing | Reggie Pryor Jr.
Value-driven investor and turnaround specialist Reggie Prior Jr. (Founder, Prior LLC) breaks down his simple but relentless playbook: buy what others overlook and rebuild it into a durable cash flow machine. We go from his first mentor (textile legend Jimmy Gibbs) to reading Graham & Dodd, using collateral to get started, and why he rarely sells, preferring to borrow against assets instead. Sponsors: This episode is sponsored by CapitalPad, the marketplace that connects acquisition entre...
HoldCo Builders
Ian Rickwood, Founder and CEO of Henley Group, has quietly deployed $4B+ across US and Europe, built and sold food chains, and is now rolling up US car washes using AI-driven site selection. We also dive into what great operator partners look like, how to handle bad deals, and what it’s really like to build a serious firm with your spouse and kids. TIMESTAMPS: 0:00 “Don’t give up” Ian’s core lesson on entrepreneurship and resilience 0:34 Who is Ian Rickwood and what is Henley Group? 1:04 The...
