Think Big, Buy Small

It's always fascinating to hear the journey of someone who doesn't have a conventional MBA background but still finds their way to ETA, identifies high-quality acquisition opportunities, and then successfully buys and operates a small business. In this episode, we meet Tom Allsworth, who was in the Merchant Marine Academy and the Marines Corps, followed by some work experience at home and abroad, before acquiring Pacific Opportunities, a company that helps adults who experience intellectual or developmental disabilities to find and maintain employment. In 2024, he closed on a second acquisition, Trellis, to further expand his service offerings. In this conversation, Tom reflects on the process of finding and acquiring Pacific Opportunities, including why he considered himself to be “the luckiest guy in the world”; the magic in the multiples, but also how the multiple can change depending on which factors are included in one’s calculations; stroke-of-pen risk in government funded services; leadership, company culture, and building organizations with meaningful community impact; and more. Tom’s story is both inspiring and instructive – a compelling reminder that there’s no single path into ETA, and that diverse experiences can be powerful assets on the road to becoming an acquisition entrepreneur.

Jeff Homer is the founder of Ensemble Performing Arts, an organization that provides back-of-house support to music schools, allowing teachers to focus on what’s most important to them, excellence in music education. Though there are now over seventy music schools under Ensemble’s umbrella, it all began with Jeff’s acquisition of a single school in Colorado, initially meant as a side hustle that would allow him to both work at his day job in a family office and to pursue his passion for music. What he discovered along the way, as he began to roll up more music schools around the country, is that many of these founders are immensely talented musicians but are far less interested in, and have not been trained to carry out, the administrative burden that goes hand-in-hand with music school operations. In this conversation, Rick and Royce ask Jeff for his thoughts on the value of lower market roll-ups and why he believes music schools to be high-quality businesses. They also discuss the perils of part-time search, and those rare instances when it just might work; why, in hiring, Jeff selects for senior leaders who have an affinity for music; his approach to financing the many acquisitions he's made; why Jeff decided against rebranding the schools that he acquired; his vision of the future for Ensemble; and more. Listeners will gain insights on not only creating value in a roll-up but also on finding creative niches in the marketplace to roll-up. It’s a fascinating conversation!

At the end of each episode, Rick and Royce ask listeners to reach out with any questions they may have related to entrepreneurship through acquisition. In response, we’ve heard from people at all stages of their entrepreneurship through acquisition journeys, along with other stakeholders in search. Now, in the final episode of Season Two, our hosts address many of the queries that were received. This wide-ranging discussion includes reflections on how undergraduates can begin to think about the ETA path; traits of successful acquisition entrepreneurs – and whether they’re innate or can be learned; insights on financial modeling and valuation; whether franchises are appealing acquisition targets; mistakes to be avoided in due diligence; trade-offs for investors considering traditional versus self-funded opportunities; artificial intelligence, and more. Rick and Royce also share their thoughts on whether there are ETA-related topics on which they disagree – and they look ahead to Season Three!

In the last three years, Adriana Garcia Ceja graduated from Harvard Business School, became a mother and, after a funded search, acquired an aging life care management business called ElderTree. Many would-be CEOs set out on their searches primarily wanting to experience the joys of operating a small business, while being more agnostic about what the company does. This was not the case for Adriana, who from the outset wanted to acquire either an addiction recovery center or a company in the elder care space, searching for a business that she believed contributed to the greater good. In this discussion, she reflects on how the mission-driven aspect of her search was instrumental in fundraising conversations; the experience of closing on a business while being thirteen weeks pregnant; how and why the ETA career path can align so well for women; the merits and potential downsides of having an MBA while searching; her future plans for the company; and more. Tune in to learn about Adriana’s distinct journey and why she’s now so well positioned for both personal and professional success.

Connor McCarthy and Caroline Matthews are not only a married couple and new parents, but they’re also funded searchers turned co-CEOs at Canyonlands Camps. The outdoor recreation industry is little explored in the world of search and their ETA journey is also distinct in that, through the acquisition of summer camps and travel programs, they’ve taken ownership of business-to-consumer businesses, which constitute only a minority of search targets. In this conversation, the pair reflect on the experiences of buying and then operating businesses with a spouse; how they approached investors with their unique thesis; the characteristics that they look for in acquisition opportunities; and the extra complexities involved in the buyer-seller relationship, particularly in cases where multiple generations of one family have been involved in camp operations. They also share steps they’re taking to upgrade facilities and professionalize their camps; how they’re thinking about repeat customers and the progression of programming; along with thoughts on the advantages that have now come with being preferred buyers in the space, ones with a reputation of honoring family legacies. This is an episode about human relationships in ETA, and listeners will learn a great deal from the journey that Connor and Caroline are on.

Sam Rosati is a former searcher turned active equity investor in self-funded searches and, given his experiences, an important focus of this conversation is on the evolution of the self-funded market. It used to be the case that self-funded searchers had to create their investor base from scratch, out of pure networking. Now, however, a path is emerging where a searcher can reach out to a recurring investor in self-funded searches, like Sam, and that investor can then make further introductions, helping searchers who started their ETA journeys with few contacts to more easily find pools of equity to back their deals. Sam discusses how searchers find him, including through his SMBootcamp; his thoughts on when self-funded searchers should start reaching out to investors, along with strategies for building relationships with them; the qualities he looks for in searchers and in the businesses they’re looking to acquire; why he finds this to be such an attractive asset class, and more. Listen to learn about this next chapter in search and the many opportunities it brings for self-funded searchers.

In May of 2024, after a self-funded search, Brian Seeling became CEO of PGM Service, a Florida-based company that focuses on maintenance, service, and repair of commercial food equipment. His journey to become an acquisition entrepreneur is distinct in that he first worked as a software engineer, was then involved in startup life for a number of years, and only recently embarked on the ETA path. In this episode, Brian reflects on the decision to pursue ETA, including his experiences of entrepreneurship through startup versus through acquisition; how implementation of a preventative maintenance service is empowering him to turn an episodic revenue business into a recurring revenue business; his thoughts on Rick and Royce’s suggestion to focus on synergies and cross-selling opportunities via the acquisition of a cold-side business; and more! Brian bought a company in which there are “many ways to win”, an important attribute in assessing acquisition opportunities, and listeners will learn a great deal from Brian’s accomplishments in the ETA space.

After a brokered search, Jenn Braus became CEO at Systems Design West, a company that provides customized ambulance billing, emergency medical services billing, and accounting services to fire and rescue organizations, and one that Rick and Royce believe is “the perfect recurring revenue business.” In this episode, we learn about the beauty of recurring revenue (and how it differs from repeating revenue), and also about the many other attributes of SDW that made the business an awesome acquisition, along with one red flag that gave Jenn pause in her journey towards becoming an acquisition entrepreneur. Furthermore, they discuss why Jenn disliked the search process but loves being CEO; her experience of a very short transition period; the benefits of medium customer switching costs; why SDW was a great fit for Jenn, both professionally and personally; and how walking the ETA path allowed Jenn to create for herself the world in which she wants to live.