When I sat down with Jeff Arnold on the Let’s Talk About It Podcast, we explored something that’s been a driving force in my life for years: how business can be a redemptive act. Not just a financial machine or a marketplace metric, but a force that genuinely shapes culture, people, and society for the better.

That’s the heart of Tree and Leaf Partners. It’s not just a firm, it’s a mindset—a calling, really. One that led me across oceans, out of the consulting world, and into the messy, beautiful, hands-on journey of entrepreneurship through acquisition.

Let me unpack that.

Why I Built Tree and Leaf Partners

Tree and Leaf Partners exists for a singular purpose: to find, acquire, and run one exceptional small business with care, conviction, and long-term vision.

Not flip it. Not roll it up. Not bleed it dry for short-term gains.

The model I follow is called entrepreneurship through acquisition (ETA), and it fits me like a glove. I’m not the guy who dreams up a startup in his garage and turns it into a unicorn. But give me something that already has roots—teams, customers, processes—and I can help it flourish into something extraordinary.

I named my company after J.R.R. Tolkien’s short story collection Tree and Leaf, particularly one story called Leaf by Niggle. It’s about a painter with a vision far greater than the time he has to complete it. He starts with a single leaf and dreams of a vast forest. That story stayed with me. Because I believe every business is someone’s canvas—an expression of vision, effort, sacrifice. But life is short. Sometimes, someone else needs to pick up the brush and carry the painting forward.

That’s where I come in.

What Is a Redemptive Acquisition?

This isn’t just about business continuity. It’s about legacy, purpose, and people.

I call myself a redemptive entrepreneur. That means I see business not only as a vehicle for profit but as a way to bring healing, order, and purpose to the world. A redemptive acquisition isn’t just about balance sheets and KPIs. It’s about:

  • Honoring what came before
  • Caring deeply for employees, customers, and suppliers
  • Expanding a founder’s original vision
  • Creating a culture worth showing up for each day

I want to lead a company where you don’t just clock in and out, but where you find dignity, belonging, and meaning in your work. I’m not trying to erase a founder’s legacy—I’m trying to steward it into its next chapter.

Who I’m Looking For

I’m not searching for 10 companies. Just one. One owner. One business. One community I can serve for decades.

That said, the right fit matters deeply. If you’re a founder or owner, here’s what I’m looking for:

The Right Owner

You’ve built something real. Maybe you’re burnt out. Maybe your priorities have shifted—family, travel, other ventures. Or maybe you just know deep down it’s time to pass the torch.

I’m looking for people who:

  • Still care about the mission, even if they can’t run it anymore
  • Want their employees taken care of
  • See more potential than they have energy left to realize
  • Are open to a partnership during the transition—not a “deal and disappear”

The Right Business

Here’s my sweet spot:

  • 3+ years of operating history
  • Over $1M in annual recurring revenue (ARR) or $2M+ EBITDA
  • Strong customer loyalty and sticky revenue
  • A mission-oriented product or service—ideally in healthcare, education, or the non-profit tech space
  • Tech-enabled operations or a software backbone that supports scale

Your company doesn’t have to be sexy. It just has to be useful, respected, and loved by the people it serves.

Why Me?

A lot of people can buy businesses. Private equity firms do it every day. So why should you hand the keys to me?

Here’s what I bring to the table:

Strategic Experience

I spent six years at IBM designing experiences for customers and employees using enterprise technology. I know how to scale things, structure operations, and lead teams through change without breaking what already works.

Intentional Leadership

I came to the U.S. for an MBA at Kellogg, but what I really gained was clarity. I’m not a zero-to-one founder. I’m a one-to-100 builder. That’s my lane. And I’m happy in it.

People-First Ethos

My Christian faith grounds everything I do. I believe every person matters, every role has dignity, and business can be a redemptive force in the world. I won’t just care for your bottom line—I’ll care for your people, your story, and your community.

Flexible Deal Structure

Some founders want to ride off into the sunset. Others want to stay involved and gradually shift out. I’m open to both. I use seller notes instead of earn-outs because I believe alignment matters more than pressure. And if you want to keep equity in the business and share in future growth, even better.

I haven’t bought the business yet—but I’ve come close. And I’ve learned a lot along the way.

The biggest thing? This process is about trust.

It’s not about finding the “perfect” business on paper. It’s about building real human relationships—having hard conversations, asking honest questions, and exploring shared values.

I’ve spoken with technical founders who are incredible at product, but exhausted from managing a growing company. I’ve met retiring CEOs who want to make sure their team lands in good hands. Each one teaches me something new about what stewardship really looks like.

This isn’t a transaction. It’s a transition.

What Makes a Great Transition

If you’re an owner reading this, you’ve probably thought about succession. Maybe you’ve even been approached by a broker or PE firm already.

Let me tell you what a great transition looks like to me:

1. Clarity on Culture

Culture can’t be faked. It’s either there or it isn’t. And when it is, it needs to be protected like the crown jewels. I care deeply about keeping the soul of a company intact.

2. Respect for the Past

You built something out of nothing. That deserves recognition. I’m not here to sweep in with a new brand, new team, and new mission. I want to build on what’s already working and enhance it with fresh energy and strategic focus.

3. Shared Vision for the Future

You don’t have to agree with every idea I have. But if we align on the big stuff—where this business is going, what it stands for, and how we treat people—we’re probably a good fit.

What’s Next?

Tree and Leaf Partners isn’t a fund with 10 targets and 20 staff. It’s just me—Andy—backed by an incredible group of experienced advisors and investors who believe in this vision.

I’m currently in the thick of the search. Every day, I’m reviewing companies, having conversations with founders, and building relationships. And while it can take 18–24 months to find the right fit, I’m committed to the long game.

If you’re a founder looking to transition—or you know someone who is—reach out. I’d love to hear your story. No pitch. No pressure. Just a conversation.

Final Thoughts: Carrying the Paintbrush

Tolkien’s character Niggle started with a leaf and dreamt of a forest. But time got the best of him. Still, someone came along, picked up the brush, and helped finish the picture.

That’s what I hope to do.

To honor what’s been started.
To help it grow into something more.
To create meaningful places where people love to come to work.

That’s what business should be about. And that’s what Tree and Leaf Partners stands for.

Full Transcript [Jeff]
Hello, and welcome to Let’s Talk About It. I’m Jeff Arnold, five-time bestselling author, publisher of the Arizona 100, and now podcast host for Let’s Talk About It, conversations with industry shapers where your story takes center stage. Hey, listen, in the heart of every industry leader lies an innovator and a visionary that has a story just waiting to be told.

And at Let’s Talk About It, we’re going to have conversations with all kinds of leaders and visionaries. Can’t wait to have you as one of our podcast guests, too. If you listen to the end, we’ll tell you how you can be a guest on a future show.

Thanks for joining us.

Hello, welcome back to another episode of Let’s Talk About It, conversations with industry shapers. Today, we have Andy Galpin on the show with Tree and Leaf Partners.

Andy, welcome to the show.

[Andy]
It’s great to be here, Jeff. Thanks so much for hosting me. I’m excited.

[Jeff]
I’m excited, too. And I had to hide this one from the ladies in the office and my wife at home because if they ever hear a British or an Australian accent, I’m irrelevant in their lives. That’s so good for you, my friend.

[Andy]
It’s dangerous. It’s dangerous.

[Jeff]
Yeah. That’s a superpower that you have already. So how about I shut up and let her listen to you.

Tell us about Tree and Leaf Partners. How are you disrupting? And we’ll just begin.

[Andy]
Awesome. So Tree and Leaf Partners is a redemptive acquisition vehicle. So we, I am a redemptive entrepreneur.

I’m looking for a small business to acquire and then run for the foreseeable future. But with a mindset of redemption in mind, that business is more than just making profits. It’s about driving change, both in culture and society.

So we like to think about business as a broader conscious effort of engaging the world. And part of leading that and being intentional about that is thinking about kind of the products and services you offer, how you engage and relate and connect with both your employees, your suppliers, your customers and all the third parties that are involved in making what you do happen. And I know from my experience that I am really gifted at scaling things, but I’m not so good at building things from scratch.

And I think some people can do both, but not everyone can. And I know I very much sit in that latter half of the table. So I’m excited about finding someone who’s built something really awesome, has a big vision for that business going forward, but knows that we’re all human beings.

We only live so long. So at some point in time, if we built a sustainable business, we’ll have to hand that over to someone else. And we want to look for people who carry our culture, our values and can build out the vision that we have in mind for that business going forward.

So that’s why I formed Tree and Leaf Partners. I named it after a collection of short stories that a British author wrote. You may be familiar with Tolkien and his Lord of the Rings trilogy, but he wrote this wonderful little short story about a painter just after he finished the trilogy or just after he finished the Hobbit before he wrote the trilogy.

And it actually took him 30 years to finish the Lord of the Rings trilogy after he’d written the Hobbit. So you can imagine his mindset going into this short story. He has this vision of this world and wants to capture it in just three short books.

And he knows he’s only got so long on this earth to do that. So he writes this wonderful little story about a painter who has that vision that’s much bigger than himself and doesn’t have time to finish that in his lifetime. And that really resonated with me and the journey that I’m going on and the painter I’m looking for, who’s looking for someone else to share that paintbrush with so I can keep building out the vision that they’ve crafted.

[Jeff]
Oh, that’s fantastic. I love that story and I love the alliteration. Is there a specific industry?

Let me ask a qualifying question. So do you seek to aggregate different pieces or is there a specific vertical or industry that you’re hyper focused on?

[Andy]
Yeah, definitely. So I bring more than just capital to the table. So obviously, I’ve got experience and I spent six years at IBM designing more meaningful experiences for our customers and employees.

So working on both the customer and employee experience, and then using large enterprise technology to make that a reality rather than leaving it as something we think is a great idea in practice. But we need to make it practical and make it real so it actually delivers value to people’s lives and solves problems for people. So I did that for six years.

That’s the experience that I bring into the table. So I’m focused on software companies and technology service companies because that lends really well to that background. And specifically in the health care and education sectors are where I spend most of my time.

And it’s really important for me that the business understands why it exists and the problem it’s solving for society. And you can find that in any industry. It’s just a little bit of a cheat to focus on health care and education because they’re so purpose driven by their nature.

[Jeff]
Yeah, no, it’s fantastic. And those are two very large verticals, right? Having been on a school board and then a school board chairman for 12 years.

Interesting. I finished 12 years in 2019. I aged, not aged off, but gotten off the board, right?

Tenured off the board. And one of our giant initiatives pre-COVID, hence the 2019 date, was how do we start curating all this content from all of our teachers so that we can expand this to an online? This is small Christian schools, right?

But there are lots of homeschooled people all over the U.S. who need, you know, the parents might not be really good at chemistry or history. And how do we give them those? And that’s something that’s scalable, right?

As a software as a service platform or a subscription platform. And the same for health care, right? I mean, from telemedicine to a dozen other ways to break that Byzantine incestuous mess that is American health care, right?

That’s fantastic. Tell us how you came up with the idea. So you’re at IBM and you’re like, I know my superpower other than my voice.

And how do I how do I leverage it? So how’s that journey?

[Andy]
It’s less of a superpower when you live in England, I’ll tell you that. But yes, certainly coming to the U.S. has helped. So for me, I really enjoyed three things about consulting and the work I did at IBM.

I really loved solving problems using technology. I love learning a lot every single day. And I loved working in and through and with people.

And that’s what I loved. But as a consultant, as a third party advisor coming in, you can give advice until you’re blue in the face. And ultimately, it’s up to the client on whether they one, accept that advice.

And two, even if they agree with it, whether they actually do anything about that and drive some change. So for me, I was getting a little restless with the lack of ownership and accountability that I could have to really drive change in these organizations and solve the problems that I thought were the most meaningful for both customers and employees working in those organizations. So that was my kind of springboard point to go, let’s do something different.

But I needed to work out what that different thing was. So for me, I came across the concept of an MBA, the Masters of Business Administration in Europe, where we don’t really care too much about the MBA, sorry, Americans. But I love the idea of rounding out that skill set and making sure I had a good foundation in business principles.

So I could lead in the best way I knew I could and had those resources available. So that’s what brought me across the pond. I spent two years at Kellogg School of Management, learning more about myself and ultimately understanding how best to lead an organization.

And that’s where I got introduced to the idea of what I’m doing now, a concept known as entrepreneurship through acquisition. So it’s a great fit for those entrepreneurs that know I’m not a zero to one founder, but I’m that one to 100 person who’s ready to get their hands dirty and help scale something that exists and is really exciting.

[Jeff]
That’s fantastic. Any recent success stories you want to share with our listeners?

[Andy]
Yeah, so we’re a little unique in terms of we’re only looking for one business. So once I find that, I get to take off my investor hat.

[Jeff]
Oh, fair enough.

[Andy]
Yeah. And I get to get hands on and into the depths of actually running and operating a business. So we haven’t acquired one yet.

It takes on average two years to go through that process. We’ve come close on a few, but sometimes it doesn’t always work out as you go through these processes.

[Jeff]
Yeah, you got to get the due diligence. And then, of course, like you said at the top, culture is so important. Culture is the reason I’ve done a lot of things wrong and right and have plenty more wrong.

But businesses that I acquired emerged together where the culture was different. Abysmal failure and businesses that were humming along that we hired somebody quickly because we needed a body. One bad hire can destroy like a cancer through your entire organization.

Right. And culture is just so important. Yeah, agreed.

And so your due diligence, even if it takes a year or two, it’s got to be right because it’s yeah.

[Andy]
Yeah, definitely. This is the next step and then the legacy of the previous owner. We want to make sure we’re respecting that and honoring that by making sure we’re the right fit for the organization and the best partner to move it forward.

But equally, this is my foreseeable future. I’m going to be investing the rest of my life into building this organization and making it a great place for everyone to come to work in. And I need to make sure that’s right for me and a good fit for my skill set.

So I’m adding the value I need to in the business.

[Jeff]
And just out of curiosity, because we’re talking about being disruptors, is your ideal target someone that is looking to exit right away or someone that’s looking like a two to five year window to exit? Because it matters, right? If they’re just looking to exit right away, it’s a cash out.

But if they’re looking to slowly take some chips off the table the next three to five to seven years, what’s your ideal target?

[Andy]
Yeah, so the nice thing about my model is we can be quite flexible on that structure depending on what the existing ownership would like to do. And I connect with a lot of founders who are perhaps very technical founders in their industry, and they loved building out the product and investing in that and creating the roadmap. But suddenly they’ve got all this burden of running a company that has suddenly got a larger and larger part of their time.

So for them, they’re not looking to leave the business, but they’re really excited about giving that administrative side to someone else. You run the company, Andy, and I’ll go back to focus on building the product that I love and I’ve invested so much time and energy. And that’s often a really good fit if someone’s ready for that type of transaction, because we can take off all the things that they don’t enjoy from their plate and focus on growing the business at a holistic level.

And they can be laser. Equally, if they’re ready to transition out and they’re looking to spend more time with the grandkids or they’re just feeling burnt out because startup life can be hard and running a business is hard. That’s OK as well, as long as they’re willing to work with us through a transition period, because I want to learn as much as I can from you as a business owner before we take over the reins and run that ourselves.

[Jeff]
Oh, that’s fantastic. Let’s pivot to your acquisition model. Again, I know you said you’re looking for the right one.

Having bought 40 different companies over the years, we never really cash someone out all the way, right? You have to have some skin in the game. And so your ideal target market is maybe looking at a one to five year window.

Again, if the culture’s right and everything’s right through a share purchase or a common trust or kind of what’s your acquisition model?

[Andy]
Yeah, we purchase a majority of the equity stake up front and we don’t do an earn out, which is simply locking an owner in for a certain amount of time and committing them to certain targets. For me, it’s very difficult to align incentives on that. If we have a target around revenue, then all the incentive is aligned to growing that revenue and not necessarily managing costs or making sure we’re selling profitable kind of products and services.

And so we don’t like using earn outs, but we’ll often use something called a seller note. So there’ll be an element of borrowing some of that kind of capital from the owner and then paying back that over a number of years, which often gives us that kind of five to seven year timeline. And then if the owner’s young and they want to stay invested in the business and be part of the growth of the business, then we’re very encouraging of rolling equity and being part of growing that business and seeing the value be created over time.

[Jeff]
Yeah, it makes complete sense. Totally get the model. Could bore our listeners with a dozen experiences from that.

All right. So let’s pivot back to the Andy story. Prior to IBM, you cross upon growing up in the wonderful country that made so much of the world freer and gave so much to the world, especially in my love of of insurance.

Right. Which, although the Chinese may have invented the concept of risk transfer, the British developed the concept of pay a premium for a thing at a little coffee shop named Lloyd’s on the docks. That’s fantastic.

Before IBM, what’s what’s your dream? What do you think you want to do before you ended there?

[Andy]
Yeah, so when I was growing up in my younger days, I really wanted to be a children’s television presenter, which is a very different thing in terms of what I was focused on. But for me, I really enjoyed engaging with that medium as a child growing up. I loved relating to people and connecting with them and making them laugh and making them smile.

So that element of my work is still present because I get to spend a lot of time investing in developing people. It’s just not in front of a television cameras.

[Jeff]
I love it. Fantastic. How can our listeners get in touch with you?

[Andy]
Yeah, so you can find me on LinkedIn, that’s the best place to follow me. I talk a lot about culture building and storytelling as well as integrating faith and work. So if people are interested in those topics or interested in what we’ve been talking about, feel free to find me on LinkedIn.

It’s Andy D. Galpin and I’m based in Dallas.

[Jeff]
Fantastic. Andy, welcome to the show. It’s been an absolute pleasure.

We’ll put your contact information in the show notes and I’m going to let them know that we have to get you back on it another year. See if you found that company. You’re still looking to watch.

So thank you so much.

[Andy]
I would love that, Jeff. Thank you so much.

[Jeff]
Hi again, Jeff Arnold here. Thank you so very much for listening to Let’s Talk About It, Conversations with Industry Shapers. Listen, if you are a successful founder, visionary, entrepreneur or know someone who is, that would be a good fit for this program, please visit or have them visit podcast.jeffarnold.com.

That’s podcast.jeffarnold.com. Two more quick ask for you, please. If you got something out of this interview, please share it and tag us on social media.

I love seeing posts and guest suggestions. And then as a quick reminder, we’re always putting out new episodes and content to make sure you don’t miss any. I would say please go ahead and subscribe to us on all your favorite social media channels.

Thanks again for listening. We’ll see you next time.

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