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.

Will Smith, Partner at Minds Capital, has been host of the Acquiring Minds podcast for over four years and, during that time, has had the opportunity to speak with hundreds of searchers-turned-entrepreneurs, affording him a true bird’s eye view of the ETA landscape. In this wide-ranging discussion, Will reflects on personal traits that set top-performing searchers apart; company characteristics that can stack the odds of success in a searcher’s favor, with a focus on quality of revenue; common pitfalls that can derail even the most dedicated of searchers; advice for new business owners, including the power of small gestures; and more. Whether you’re already running a search-acquired business, in the midst of a search, or still in the early days of exploring ETA, this episode distills years of hard-earned wisdom into one must-listen conversation.

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!

Last summer when, after a self-funded search, Nick Wheeler was only a few months into his new role as President at Tra-Cal, Rick and Royce had a chance to speak with him about his early experiences at the company’s helm. In that Season One episode, Nick confessed that he was “drinking from the fire hose”, but he also believed that Tra-Cal had been a high-quality acquisition and was optimistically looking ahead to the company’s future. In this conversation, Nick reflects on the journey he’s taken since last touching base with Rick and Royce fourteen months ago. Together they discuss the ongoing evolution of the company, encompassing Nick’s own transition from an early-days learning mode to a current focus on growth; hiring challenges and successes; advice to current searchers on the kinds of skills that are important for successfully running a small business; what Nick most appreciates about his current role; and more. Our hosts also look ahead to Think Big, Buy Small’s third season, launching on September 8th, in which they'll engage in many fascinating, forthcoming conversations. Tune in wherever you get your podcasts!

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!

A few years ago, Logan Leslie began his search with the goal of rolling up smaller, same-industry enterprises under the umbrella of one company. Fast forward to today and Logan is CEO of Main Street Auto, which is the parent company to over ninety auto repair shops around the country. In this engaging conversation, Logan shares why he believes the auto industry is ideal for roll-ups, along with his strategy for doing so therein; his thoughts on the importance of a cultural fit in search; how and why he’s been so successful in building the team around him; the role of sale-leaseback transactions in supercharging growth; and his reflections on the advantages of scale, to name but a few examples. Listeners may recall that Rick is generally skeptical of roll-ups. In this episode, however, we learn about the “secret sauce” in Logan’s approach that has Rick reconsidering his long-held position.

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.

Kent Weaver was an early participant in the world of search, completing a self-funded search that led to his acquisition of a healthcare company in 2002 and then, four years later, putting on his investor hat to make his first investment in search. Today, he’s one of the most experienced and highly regarded funding partners in the space, having invested in over one hundred searches, both traditional and self-funded. In this wide-ranging conversation, they discuss the qualities that Kent looks for in prospective searchers and future CEOs, including reflections on the importance of both hard and soft skills; industry and company characteristics that he screens for during diligence; the pros and cons of solo versus partnered searches, along with funded versus self-funded searches; trends in the world of ETA; and so much more. Kent is truly energized by his collaborations with searchers, and listeners will gain valuable insights from this fascinating discussion with one who has seen so much in search.

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.

William Young became CEO of Aerowave Technologies in January of 2021. While he has no regrets about his pursuit of the ETA path, his journey to the company’s helm was a difficult one. His story is distinct in that he started out in a partnered, brokered search but ended up as a solo searcher, focusing on proprietary outreach in Dallas-Fort Worth and Boston. Once he closed on Aerowave, Will was met with a number of challenges, including a seller transition that ran over a year; COVID; supply chain issues; running a technical business with very little technical expertise of his own; early culture problems; and the ever-daunting task of hiring talented salespeople. In this conversation, Will also reflects on Aerowave’s many tailwinds, his decision to implement a new enterprise resource planning system, the benefits of speaking directly with his customers, and how he views being CEO through the lenses of fatherhood. Though Will has some scars to show from his search process and early days at the company, listeners will learn a great deal from his accomplishments and his ultimate success in adapting the business to the life he wants to lead.

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.

Betsy Harbison, CEO at Softrip, successfully completed a funded search in 2021. Her story, however, is rather unique in that the business she acquired is a remote, vertical software company that was also a carve out, meaning that a crucial part of Betsy’s journey involved the daunting task of untangling Softrip from its parent company. In this episode, she considers the pros and cons of self-funded versus funded search; why she ended up buying a remote company when her search had initially focused on the Midwest; the thinking behind her decision, in purchasing the business, not to raise any debt; and the challenges she encountered in doing due diligence on a carve out, including the seller’s insistence that she not speak with employees or customers prior to close. She also shares reflections on her first years as CEO, comprising the excitement and the difficulties around not having the luxury to wait before making changes, the transition from too much product customization to a rebuilding of that core product,  and also her recent focus on an entirely new product offering. It’s a distinct story of acquisition entrepreneurship and a fascinating conversation.

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.

Not only is Zach Duprey a highly experienced commercial lender to those seeking to acquire a small business but, in helping to create a national market for these loans, he has been instrumental in dramatically changing the landscape of small business lending, revolutionizing the market for search. In this episode, Zach describes the “three legs of the stool” that he and his team consider in evaluating transaction opportunities – the underlying business, the searcher / operator, and the investors. Also discussed are the differences and similarities between commercial bankers and equity investors, in terms of their risk assessments and expectations; the relevance of different company attributes, including churn and margins; distinctions between SBA and conventional loans, particularly important to consider when purchasing a growth-oriented company; and many more practical takeaways that will well serve both funded and self-funded searchers on their journeys towards acquisition entrepreneurship.

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.

In May of 2021, after a self-funded search, Nick Vandam became CEO of MCI, a telecommunications infrastructure company based in St. Paul, Minnesota. In this episode, he shares his distinct journey, including his days at West Point; competing in triathlons on the U.S. National Team; deployment in Afghanistan; work experience at a large financial services company and then at a doomed startup; followed by graduate school and employment at Raytheon, all the while inching closer and closer to entrepreneurship through acquisition. Once headed down the ETA path, a number of challenges and opportunities presented themselves to Nick, leading him to important realizations about buying and then running a small business. Tune in for insights on the accessibility of acquisition entrepreneurship, due diligence challenges, the beauty of cigar butt businesses, leadership, and so much more.

Starting in early February, we’ll begin releasing new episodes of Think Big, Buy Small, season two. Rick and Royce are looking forward to sharing some fantastic conversations with you! Ahead of these new releases, however, we've built a bridge, of sorts, between the two seasons by checking in with season one guest, Geoff Duckworth, who was featured in the episode, “The Self-Funded Journey From Searcher To Seller.”  Listeners may recall that Geoff had not only successfully taken the ETA journey and acquired a small business, but that he then went on to sell his company. That episode ended with Geoff at a crossroads, unsure of whether the path forward should involve embarking anew down the ETA path or pursuing other alternatives. Tune in to hear what Geoff has been up to since his earlier conversation with Rick and Royce, along with his reflections on the decisions he made.

Throughout the first season, Rick and Royce have asked listeners to reach out to them with any queries they may have related to entrepreneurship through acquisition. Now, in the final episode of Season One, our hosts address many of the questions that were received. This wide-ranging discussion includes reflections on common mistakes made by first-time searchers; the merits and challenges of self-funded versus traditional searches; how real estate considerations factor into acquisition entrepreneurship; ETA in emerging markets; whether searchers need an MBA to successfully search for and then run their own company; what Rick and Royce hope listeners will take away from the first season, and more!

Despite growing up in unstable and challenging circumstances, Jerod Pierce changed the trajectory of his life by embracing educational opportunities, which helped him to thrive in a series of good jobs. He then made the decision to control his own professional destiny through acquisition entrepreneurship, purchasing Mercurio's Heating & Air Conditioning and becoming its CEO. In learning about Jerod's journey from childhood misfortune to present day fortune, listeners will not only hear insights on becoming an entrepreneur through acquisition, including our hosts' reflections on the personal traits that have contributed to Jerod's success, but they will also be inspired by the journey that Jerod has traveled.

In discussions of the entrepreneurship through acquisition journey, our attention is often drawn to the experiences of the searchers, those looking to acquire an enduringly profitable small business. However, two other crucial perspectives to consider are those of the sellers and of the brokers who they have partnered with to help sell their companies. In this episode, we meet Greg Edwards, Founder & CEO of Onsight Healthcare, and Jim Cumbee, a deeply experienced M&A advisor to business owners and Managing Director of Tennessee Valley Group. Greg has retained Jim’s firm to advise him on selling Onsight Healthcare, potentially to a searcher. Hearing their respective positions, thought processes, and insights can help acquisition entrepreneurs to not only better frame their offers but to approach the ecosystem and their transactions within it in a more thoughtful way.