In this episode of The LAB Podcast, we sit down with Mason Myers, Founder of Greybull Stewardship, to explore how his firm consistently generates outsized returns in the pre-middle market—companies below $25M enterprise value and under $5M EBITDA.
Where most investors see risk, Greybull sees opportunity: strong business models with proven product–market fit, but lacking the execution muscle to scale. Mason walks us through their business-model-first investment strategy, their differentiated sourcing approach, and the operating frameworks that help small companies become true mid-market platforms.
We explore Greybull’s eight-step strategy process, how they reduce development risk during diligence, why their hold periods extend 7–10 years, and how they bring functional expertise to companies too small to build that capability internally.
Mason also shares a standout case study: a continuing-education business they helped transform from $1.4M to $6M EBITDA, shifting from in-person workshops to online subscriptions, expanding recurring revenue from 0% to 90%.
This is a masterclass in value creation for small companies with big potential.------The opinions referenced are as of the date of the publication and are subject to change without notice. This material is for informational use only and should not be considered investment advice. This is not an offer to sell, or a solicitation of an offer to purchase any fund managed by Greybull. Such an offer will be made only by an Offering Memorandum, a copy of which is available to qualifying potential investors upon request. Greybull is an investment adviser registered with the U.S. Securities and Exchange Commission. Registration does not imply a certain level of skill or training. More information about Greybull's investment advisory services can be found in its Form ADV Part 2 which is available upon request. The opinion expressed are those of Greybull.