Why It’s Worth The Entrepreneurial Risk, with Maria Callahan
22 Jul 2026 · 22 min
In this Multiplier Mindset Podcast episode, host Dan Sullivan interviews Maria Callahan, a former public‑accounting CPA who founded a tax‑advisory firm in Delaware, Ohio. Maria recounts her early exposure to business, her decision to leave a corporate accounting job during COVID, and how the Strategic Coach Signature Session catalyzed a radical shift in her mindset and operations. She describes moving from a "credentialed‑professional" identity to an "entrepreneur with a specialty in accounting," emphasizing the importance of choosing the right clients, pruning unfit work, and building systems that eliminate the seasonal panic of tax‑season deadlines. Maria explains the Coach time system (free, focus, buffer days) that freed her schedule, the Experience Transformer tool for post‑season reflection, and a hiring framework that blends Kolbe assessments, impact filters, and a 4x4 casting model to secure "right‑fit" team members. She shares concrete results – completing tax work by April 6, taking a 21‑day cruise, and aiming for a 10× firm growth by 2028‑29. Throughout, she highlights mindset shifts (from living in the gap to celebrating wins), the value of peer groups, and the universal applicability of entrepreneurial principles across credentialed professions.
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Hi, this is Dan Sullivan. I'd like to welcome you to the Multiplier Mindset Podcast. On today's episode of Multiplier Mindset, we have Maria Callahan, and Maria is from Delaware, Ohio. I'm an Ohio boy, so I appreciate where it is that she lives. This is really interesting. She's in a profession, accounting profession, and the professions— and when I talk about professions I'm talking about where there's unusually long preparation to get credentialed. You have to be credentialed. And that could be a doctor, it could be a dentist, it could be an accountant, it could be a lawyer, it could be an engineer, it could be an architect. And what I've noticed is that you get sort of hardwired that there's a way to do accounting. And the big thing, and this is true of almost every accountant that we've had in Strategic Coach since we began the workshop program, even before the workshop program. We're in our 37th year of Strategic Coach. I remember once I had a lawyer in Strategic Coach, and this relates totally to what Maria shared in her interview with us. I said, are you a lawyer, or are you an entrepreneur who has a specialty in law? So in Maria's case, you're an accountant. Are you an accountant, or are you an entrepreneur? And you have to learn the basics of your profession, or you don't get credentialed. But once Once you get credentialed, you switch over from being an accountant to being an entrepreneur. The joy of entrepreneurs is that they can just focus on what they love doing. They can just focus on what they're really good at. They can focus just on the type of clients and customers that they love working with. Maria's is almost a teaching video for Strategic Coach Entrepreneurs. Because it takes a risk. You think, well, I have to know everything. I have to be able to do everything because the clients will demand that. And if we don't provide everything, then the clients and customers aren't going to be happy with what we do. But Maria doesn't want everybody. Maria wants just certain clients and customers that she really clicks with. And then she's built a team around what she uniquely does with her clients. But the one thing she talks about, which is so similar, taxes. And I've known accountants who are incredibly good accountants and they fear April because in the United States you have a tax deadline with the government and you never ever want to be in a position where you haven't gotten your customers' clients' taxes done by the end of April. You just can't do that. I had an accountant who was in the program. This was back in the 1990s. And he was finished with tax season by February 1st every year. He took all of February off, but all the taxes from the year, and that's their business taxes, that's their personal taxes. So when you have a constraint where something outside of you has to be done by a certain date, and everybody in the industry experiences the pressure and in some cases panic of not getting something done by a certain date in the calendar, that's your constraint that you can look at and say, well, this year, 50% of our clients, we're gonna get it done way before the tax deadline. And then you just keep working at it. And as you're solving that one big problem, everything in your company changes, everything in your accounting firm actually changes. And I just love this interview. I'd like to send this to everybody that we have, not just the accountants, but all the entrepreneurs. That you can take the biggest pressure point in your profession, in your industry, and you can work with it. And gradually you move it back where when they're panicking and they're working 18-hour days and they're working weekends to get something done, you keep working with that and you keep improving the specialized teamwork. But more than that, you start changing your client base, your customer base. You keep looking for the ones who are happy to get their taxes out of the way, to get everything that's really necessary out of the way. But the big thing is Maria has gotten to her unique ability, our time system of free focus and buffer days, and she's building a team. Who, not how, you know, I don't do that part of the business. I don't do this. I don't do this. This is what I always do. And that's the great breakthrough with Strategic Coach of constantly saying, Yeah, I know this is the way it operates in our industry, but this is not the way I'm going to operate as an entrepreneur who has a specialty in accounting. So I just want to thank Maria for this great testimony. This is a great, great teaching video for us.
My name is Maria Callahan. I own a tax advisory business. I'm in year 3 of the Signature Session. So I read Who Not How and was like, oh, I think I filled out my application the day I read the book in a sitting, filled out my application that day. And I was like, I've been missing the whole point. When did I realize I was an entrepreneur? Well, my parents owned a business and I started working as a little kid in their business, filing papers because we had papers back then, you know, filing paper documents and taking phone call messages because people still got phone calls. Then fast forward, you know, in my career in public accounting, I worked for people, kept changing jobs, never realized why I wasn't happy. And then COVID happened and I was bored randomly one day. And I sat around the kitchen island with my husband and I told him, I was like, I think I'm just going to start an accounting firm for fun, extra money. I'm bored. Everything's closed. What else am I supposed to do? 6 months later, he sat me down and he's like, Maria, you have a choice to make. You can either leave your job that you have, or you need to get rid of some of your clients because this isn't sustainable. And so I took the leap, left my job, and never looked back. And it was just an incredible journey of— I don't know how it came to be at that point, but that's just how it unfolded. So I started my adult career, let's say, wanting to be a doctor, went into pre-med, First class and I was like, this is boring. And so I stopped and I took business classes and my very first accounting test, I got over 100% on the test and a professor pulled a small group of us aside and was like, you guys should all be CPAs. I don't even think I knew what a CPA was at that point. I was young. I'm like, a what? He's like an accountant. I'm like, oh, okay. What do they do? And I was like, all right. It was just, it came so easily to me and it was fun. And then. You know, I ended up liking taxes because it was interesting and it was always changing, and I wanted to understand something that could help people actually save money. And then I read this book called Tax-Free Wealth by Tom Wheelwright, and it changed my whole perspective about taxes. And you'll see a lot of my life is all about books, right? I read this book and I'm like, oh, that's really interesting. And I went down this path of— I was like, I need to learn how to do this and learn how to make that impact. And here we are. So I've had a couple pivotal moments over the course of the business, and one really big moment for me was when I realized that I needed to be intentional about our clients and not everyone is right for us, and I'm not the right person for everybody. And once I had that mindset shift of, hey, it's not just about my unique ability and putting me in the skill set, it's about finding the right clients for us. And that was a really pivotal change. And it led me to prune a good chunk of our clients at one point in time. It led me to change and not offer certain service offerings anymore because it was detracting us from what we were really good at. Things were different because I was less stressed. I had more time, the opposite of what I thought I needed. I thought I needed more. And by getting less, I was able to have time to sit down and actually think about the firm I wanted to build, to think about the direction I wanted us to go in and to think about who was going on this journey with me. By having less, we've done more. It's been a less stressful, busy season. We were able to be done with the heavy lifting of tax season by April 6th. We were able to go out as a firm and have a glass of wine on April 15th at 1 o'clock. I knew people that were still working until 7 PM that day and I'm like, y'all are crazy. I'm like, you need to learn better processes and like accountability for your clients. It's made me happier and I have time again. Well, I'd say Strategic Coach has been such a pivotal part of my life in the last 3 years. My husband and I moved, we were relocated for the Army. I moved to a new city. I didn't know anyone and I looked forward to going and seeing my coach. I'm in with Coach Gina and my group because they were my people. And I was like, someone actually understands me. There are other people that think like I do. I was like, I'm not the weirdo in the room now that people are like, why aren't you just content with where you are? And I'm like, you don't I understand, I'm just not wired that way. They're like that, and we would have so much fun. So just getting to connect with my group and make real friendships that'll go with me really for the rest of my life, it's amazing. And then on the content side, like, the time system, like, that was the biggest impact I made pretty much instantly. I was taking meetings 5 days a week. You can imagine I got nothing done, didn't know why I was getting nothing done. And someone was like, I'm sitting here listening to Gina explain the time system and I'm like, there is no way I can do all my meetings in 2 days. Well, it's like trying on new clothes. You just have to give it a go and see if it fits. So I tried and I was like, huh, I don't know what I'm supposed to do on a buffer day because that was really confusing for me. But I was like, okay, having 2 days of client meetings is a lot better. And now I'm figuring out the buffer day. So like, that was a huge change for me because my free days were never free. I was checking email, I was constantly connected, and I've learned to respect those. I went through this busy season with not working a single Sunday, something I never thought was possible. My next goal is no Saturdays, so it's gonna happen. The time system is every day should have like a classification: free, focus, or buffer. My focus days are my money-making activities. My buffer days are my setup days and my other stuff days. And my free days are 24 hours without work. Which something else I didn't think was possible when I started. And after I joined Coach, I was able to take 21 days off to go on a transatlantic cruise out to Europe and stay in London after. And it was amazing. And I was like, this is possible. So now life is really different for me. When I first started and I did my activity inventory, I needed 4 pages to write down everything I was doing. 4 pages. It's silly. And none of them were things I liked. They were all like competent and incompetent. And I'm now down to under 1 page. So I'm actually enjoying the work that I'm doing on a daily basis when I work. I went through all of tax season with 1 day off a week, something I never thought was possible. I have not worked a weekend in the off-season. Or I've always managed to have one day off in the offseason. I have worked weekends in the offseason, but that's changing. I've been able to go on vacations, set up the team to support and structure me like we have systems and processes and structure. And one of the things that's so fun for me about coaches, it's all different industries. So I get to learn from other people who have different experiences I do, but similar challenges. And so that's really helpful because we learn so much from each other. And I have time, you know, my husband and I go camping. We love to travel. All I ever wanted when I started the business was to have my freedom of time. And I know Dan likes to talk about like, you lose one of those freedoms along the way. And that's what inevitably led me down this path. I did. I lost my freedom of time. So I'd say words of wisdom to anyone struggling with their time is you're not going to get this time back. You have to prioritize balance or Coach Gina always tells us this: I either take the free days or my body will make me take them for you. So you're going to take them. It's just how do I want to spend them? Do I want to spend them in the hospital? Not really. I'd prefer to spend them in Alaska or somewhere else, like, really cool. The more you think that you can't do something, the more you just continue to live that belief, like, until you can change your mindset to see that there's a better way. And you have to have someone help and guide you through that path. And you can't do everything yourself. DIY doesn't work well for any of us. 3 most expensive letters in the English language. I've broken a lot of things trying to do it myself. It is much better to get help from someone. So how does my accounting industry fit into Coach? It fits because it's still a business. At the end of the day, I'm running a business just like the person with a manufacturing plant, just like the doctor's office. We're all struggling with the same things. Not enough resources, whatever the resources is, whether it's money, people, time, it's still a resource.. And the beauty of it is I've done many masterminds with accountants. We all think the same or similarly. I like being in a group of people where they experience things different than I do, because if you never challenge your belief system, how will you ever step outside of it? And for the accountants out there, man, like my goal is to get to where tax season's a blip on the radar and there is no difference between tax season and the regular season. We just work our normal. Work throughout the year, and it's possible. Anything's possible. Our team is currently 5, including myself. You don't hire during tax season, at least that's not something I've ever tried to do. So we're in the process of looking to fill another 1 to 2 roles in the off-season, so that'd take us up to about 7. We use technology a lot as a team member as well, like we develop a lot of systems, processes, and things to make The Firm Efficient, Effective, a lot of different tools and resources there. Our big goals are trying to hit our 10x objective by— let's see, what year is it? It's '26. Forgive me, I don't know what year it is. So it's '26. I'd say '28, '29 is roughly my timeline. I don't like too much pressure because I want to be very strategic and intentional about how we hit our 10x goal because I took any client at one point in time, and I now go through a predefined sales process to find the right client for us because it's a better long-term partnership. So to get to your right fit client, for me, it was a lot of looking at what was stressful, what was causing the staff and me undue stress, and what was creating us to not be the firm that I wanted us to be. Why were we having to work on September 15th when we should have been done with stuff in August? What was causing that to happen and identifying those root causes. But the reality of it is, is it comes down to— I found that the right fit client for us is someone who wants to learn, is willing to take action, isn't looking for an easy button to save taxes. They want to do the work. They know that it's work. They understand that they have to be present and talk to me. They can't just submit things. I can't do it for them. They have a business. I only work with entrepreneurs. So it's really cool. We speak the same language. Every client that I have is an entrepreneur. We all go through the same pains and they know that I understand what they're feeling and they understand what I'm feeling. So it's a good fit for us. But I tell someone else, who's your ideal client? Look at your best clients, start writing down their characteristics. You have so much data in your systems, and if you don't know how to access it, just start simple in a spreadsheet. It's so much fun for me. I love working with entrepreneurs. So how you find the right fit team member is my new focus. Actually, it's ironic that you ask me that. So I did my Experience Transformer after tax season. I do every major tax season ends and I do my Experience Transformer. I have my team fill them out and I was like, I need to develop a hiring process and a way to find the right fit team member. And so I was looking at what I did with my sales process and trying to come up with parity between them of like, okay, I know what my ideal client is. How do I determine my ideal team member? Okay. And then how do I use some of that same material that I have in context to help develop the content for the hiring process? So that's under the works now because it is the hardest thing. So advice I'd give to looking for your right fit team members, get clear on what it is that you need. So before I hire, I do an impact filter on the role and then I do my 4x4 casting. So it's clear to me how they win and then each person gets their How to win blueprint. That's the whole point. I mean, so that was a really big aha moment for me is I was like, everyone wants to know how to win. No one takes a job wanting to fail. I think the biggest thing to look through is don't just hire someone because you like them. I think that's the trap we all fall into. Oh, I like them. They feel like they're like me. Yeah, but should they be like me in that role? And I know that's where Kolby can come in, whether it's the Kolby C analysis, like we get Kolby A after everyone's hired. But this time around, I'm looking at trying to integrate that before, you know, what should their Kolbe be for this role? Then once I narrow it down, because I have some prescreening criteria that I'm working on developing to like basically see how serious someone is so they self-select out. And then once I'm down to like my top 2 candidates, I want to get their Kolbe-A so I can compare it to the Kolbe-C and see how they work. I don't know if that will help me. I am just learning how I go, but I'm trying to develop a process. So when we have a prospect come to us, they have to fill out a questionnaire. If they don't fill out the questionnaire, they don't get to continue on forward. After they fill out the questionnaire, they have to upload documents. If they don't do that, they don't continue on forward. If they meet our criteria when they do those two things, then they get to meet with me and discuss the potential to work with us. And it saves me a ton of time. So the Experience Transformer is my favorite tool. Because it's reflecting back on any experience. So for me, I just did mine on this past tax season. It was January through April 15th. What went well? What didn't? What can I learn from it? What are my key outcomes to change to make it better? And the 4x4 casting is the one I'm learning the most from as far as like everyone wants to be a hero. No one wants to drive you nuts in this form. Tells them what drives you nuts, what makes them win. Everyone wants to win. And once you accept that no one's intentionally underperforming at their job, no one wants that. And I liked the shift from hiring to casting. Like, that was a big mindset for me of like, I don't just want employees, I want people who want to be in their role and it's the right role for them. And if it's not, how do I get it? So the Kolbe profile tells us how we naturally operate. Like, I'm 6, 3, 8, 3. So I have a very low follow-through, which is a challenge for me sometimes. And I have to remind myself, like, it's not your excuse to not do things. It's just something I have to be aware of because my 8 is a quick start, which is my, hey, let's go do this. This is a good idea. Let's go try this out. The 6 is my fact finder. And that's how much you like the details. I like enough details to understand something, but I don't want inundated with details or it'll drive me nuts. And then the implementer is not me. I'm not an engineer. I'm a 3. It says in there I should not take apart small objects and reassemble them. And I was like, I think that's very true. And it tells me a lot about my team. You know, I think that's what's super cool about it. My team, every single one of them's taken a Kolbe A analysis so I can understand them. They can understand me. And then a lot of my clients take it. I get it for them too, because I found that most entrepreneurs have some combination of either a high Quick Starter or a high Follow Through, and then paired with, you know, some moderate Fact Finder. So it's fascinating. It's just really interesting. I think the other big growth piece for me within Strategic Coach was understanding how much I lived in the gap and never realizing that I was always chasing the horizon and never celebrating my wins. And the first change I made, even before I started going to Signature Session, because I had some context to it before, is every night before bed, my husband and I go through our 3 wins that day. And some days we're grasping, right? Like, you're like, oh, this day was rough. My win is that I had a good dinner. And other days you're like, I had so many wins. And just having that positive focus and having a word to use when I'm just going down a rabbit hole of gapping out and just not accepting where I've been and taking time to celebrate my wins has just been huge for me. Cause I feel like all of us as entrepreneurs, we're so success-driven and motivated that we get through something and we're like, wow, okay, done. What's next? And we don't take time to celebrate that we just did this really great thing that 2 years ago we didn't think was possible.
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