Oct 7, 2021 · 1h 12m · capital-allocators
Jonathan Brolin – Edenbrook Capital (Manager Meetings, EP.14)
gold bands on the timeline = statements, start to end. Hover to read, click to jump. CC turns on captions
Former endowment CIO Ellen Ellison interviews Edenbrook Capital founder Jonathan Brolin to examine his concentrated, private-equity-style approach to investing in public micro- and small-cap companies. The conversation explores Edenbrook's disciplined research culture, collaborative governance philosophy, LP alignment, and patient risk-management framework.
How this conversation actually went
Every chapter scored 0–10 on four independent dynamics. Hover any point for the reasoning behind the score. Ted holds 9.7% of the talking time here. How this is scored →
speaking balance: gold is Ted, purple is the guest (3 minute bins)
Brolin sharply criticizes prevailing Wall Street rationalizations that investors must expand valuation parameters, asserting that overpaying for assets remains fundamentally destructive to long-term investing.
Hardest push from Ted ▶ 50:01 Host challenges guest on activist reputationEllison directly challenges Brolin on how young CEOs would naturally view him with suspicion, pressing him to explain how he proves he is not a short-term activist looking to flip their stock.
Biggest teaching moment ▶ 36:20 Step-by-step asymmetry calculation tutorialBrolin delivers a detailed mathematical explanation demonstrating how a slight price drop doubles an investment's risk/reward asymmetry from 5:1 to 11:1.
Ted holds their own ▶ 58:49 Host quotes guest's letter to probe market extremesEllison leverages Brolin's own written thesis on market excess to push him beyond standard micro-cap analysis into addressing macro late-cycle portfolio construction.
the scores for every segment, with the reasoning behind each
| Chapter | Topic | Ted as informed peer | Guest teaching | Guest disagreement | Ted pushing back | Why |
|---|---|---|---|---|---|---|
| Allocator Due Diligence and Sourcing Off-the-Run Managers | 5 | 3 | 0 | 1 | Ted Seides conducts a structured due diligence interview with Ellen Ellison about her underwriting of John Brolin. Ellison shares detailed institutional allocator insights on manager temperament, background checks, and non-mark-to-market volatility governance in a highly collaborative exchange. | |
| Baseball Philosophy and the Investment Process | 2 | 2 | 0 | 0 | Ellison prompts Brolin about the recurring baseball metaphors in his quarterly letters. Brolin elaborates extensively on how baseball's rhythm, large data sets, and long-term process mirror patient public equity compounding. | |
| Career Foundations and Designing an Unpolluted Research Culture | 3 | 3 | 1 | 1 | Brolin discusses building an unpolluted investment culture in the suburbs by avoiding daily P&L screens, morning sheets, and consensus lunches. Ellison lightly probes on his Bloomberg terminal usage, which Brolin clarifies is kept strictly as a research pull-tool with no P&L tracking. | |
| Applying a Private Equity Framework to Public Micro-Caps | 3 | 4 | 1 | 0 | Brolin outlines how Edenbrook applies a constructive private equity lens to public micro-caps, engaging with post-VC companies needing cost right-sizing without engaging in hostile activism. Ellison provides open prompts allowing Brolin to deliver an in-depth operational walkthrough. | |
| Concentrated Portfolio Management and Asymmetric Risk/Reward | 3 | 4 | 0 | 0 | Brolin articulates the mechanics of managing a high-conviction micro-cap portfolio with up to 15 percent position sizes. He breaks down numerical risk/reward asymmetries and explains how operational improvements increase upside while reducing downside risk. | |
| Sponsor Break: Ridgeline AI-Native Investment Technology | 3 | 3 | 1 | 0 | Following an ad read, Brolin details his deliberate pacing in fundraising, rejecting seed capital and asset-gathering incentives in favor of performance compounding and a hard capacity cap. Ellison validates his discipline based on their early partnership history. | |
| Collaborative Governance, Board Directorships, and Take-Private Deals | 4 | 3 | 1 | 2 | Ellison pushes Brolin on how management teams distinguish him from hostile activists, and inquires about board directorships and take-private transactions. Brolin explains the tactical drawbacks of being restricted on boards and outlines strict parameters for opportunistic take-privates. | |
| Market Cycles, Portfolio Protection, and Cash as Strategic Optionality | 4 | 4 | 3 | 1 | Ellison quotes Brolin on market excess collapsing rather than moderating and asks how he navigates cycle turns. Brolin rejects Wall Street rationalizations for expanding valuation multiples and argues against the conventional belief that holding 20 percent cash is a drag, framing it as strategic optionality. | |
| Lightning Round: Habits, Intellectual Honesty, and Life Lessons | 2 | 1 | 1 | 0 | In the closing lightning round, Ellison asks standard personal reflection questions. Brolin highlights intellectual honesty, avoiding blame shifting in team dynamics, and learning from past mistakes in an amicable, reflective finish. |