In short
Kenneth Kollasch, a certified business coach, discusses how small business owners can scale without burnout by fixing leadership decision-making and installing cohesive systems, plus current AI automation trends.
Guest background
Kenneth runs a 12-month, one-on-one program called the Small Business Flight Plan (20 clients/year). He has a 114-year franchise-family background (third-generation entrepreneur) and plays competitive tennis in local tournaments in Northwest Indiana.
Key claims
Scaling fails when “the buck stops here” and the owner touches every “cookie jar.” Burnout comes from having more demand than capacity and from not managing that imbalance proactively. His program professionalizes businesses and aims to double revenue in 12–24 months by starting with leadership diagnostics and duplicating decision-making across the org.
Notable examples
AI voice agents booking appointments and answering calls; automating social media/email; meeting systems that reduce reactive work; staff development into managers/supervisors. Free resources at kennethcoaches.com/free include assessments, workbooks, templates, checklists, software, courses, books, and PDFs.
Written by AI. May contain mistakes. Listen to the episode to check what was said.
Chapters
Tap a time to open that second in VOIntroducing Kenneth Kollasch
0:51 to 1:34
Meet Kenneth Kollasch, a business coach passionate about helping small business owners.
“Kenneth, you're a certified business coach, and you are found on the web at KennethCoaches.com.”
Kenneth's Background in Tennis
1:34 to 2:16
Kenneth shares his journey into competitive tennis and its impact on his life.
“I've gotten into it in the last three or four years.”
Understanding Small Business Challenges
2:16 to 4:00
Kenneth discusses the common struggles small business owners face in scaling.
“So, you know, if you could kind of go into the weeds on your specialty, that would be great.”
The Small Business Flight Plan
4:00 to 5:07
Kenneth explains his 12-month program designed to professionalize small businesses.
“in light of the fact that why haven't they figured that out themselves?”
Leadership in Small Business
5:07 to 7:20
Explore the significance of leadership and decision-making in business success.
“or client turnover, whatever problem they're running into.”
Dealing with Burnout
7:20 to 8:06
Kenneth shares insights on burnout among founders and its causes.
“and a business owner to do because typically they're really good at what they do.”
Trends in Business and Technology
8:06 to 12:45
Discussing the impact of AI and automation on modern business practices.
“Yeah, well, we don't want that to happen.”
Mom and Pop Businesses Today
12:45 to 14:00
Kenneth explains the challenges faced by mom and pop businesses in scaling.
“You talk about working with mom and pop businesses.”
Scaling Beyond Mom and Pop Business Models
14:00 to 17:24
Learn about the challenges of scaling small businesses and the limitations of the mom and pop approach.
“You'll know you're in a mom and pop business model.”
Free Resources for Business Owners
17:24 to 18:35
Discover valuable free resources available for small business owners to enhance productivity and leadership.
“If your goal is to grow your business, increase revenue, and build authority without gimmicks, this show is designed for you.”
Transcript
Automatic transcript. May contain errors.0:03Welcome to the Thoughtful Entrepreneur. If you're committed to growing your business by serving audiences with generosity and real expertise, you're in the right place. This is a daily 15-minute show featuring leaders who believe real impact comes from generosity, not hype, which means as a listener, you're going to get the good stuff. In fact, we created podverified.com to give thoughtful leaders like you free tools to show up better on podcast stages like this one. That includes your free podverified score, free podverified guest training, a free media kit builder, and so much more. It's the first ecosystem of its kind built by podcasters who genuinely want to help guests thrive and grow in podcasting.
0:46Visit podverified.com if you'd like to be featured as a future guest. I'm Josh Elledge. Let's get into it. With us right now, it's Kenneth Kolash. Kenneth, you're a certified business coach, and you are found on the web at KennethCoaches.com. Kenneth, it's great to have you. Yeah, we're going to have a great episode, Josh. Well, I hope so. I can tell already by our kind of our pre-interview chit-chat, you know, you're quite passionate about what you do. And you always love to begin these conversations, you know, hearing what high level leaders do for fun when they're not at work. And I understand.
1:26Tell me about your background in tennis, but you're competing in tournaments. Yeah. Imagine that. We have a life outside of our business. Who knew? Yes. I love tennis. I've gotten into it in the last three or four years. And so I'm in a tournament this weekend. And hopefully, I'm hoping that I come out in one piece that's that's my goal this weekend yeah and and who are you playing against and like how does that how did how did you get i mean go from just kind of learning tennis and now you're you know competing or you know kind of you know well i'm always attracted to the to the deep end of the pool so sometimes i jump in there a little too early but i'm i submitted it's a local tournament by us and a couple of my friends they host it that are high school coaches here in the area and i've lived here my whole life so uh the northwest indiana area hosts a tennis tournament i applied to be in the singles and the doubles division and so um we'll be off to the races i've been playing regularly with the guys i'm going to be competing against and the partner that i have for doubles so it'll be fun it'll be fun at the very least it'll be fun yeah no no question uh did the pick up pick a ball players are they if they are they annoying to deal with as a tennis oh my gosh they're taking over all of our courts and i'm so happy i'm happy that you know everybody's getting into pickleball but it is a it is a slight on us when we look over from the other side of the courts like uh you're here again the pickleballers well very cool uh kenneth tell me about the work that you do so as a business coach who are you typically working with and um I guess, you know, you're not a one size fits all coach.
3:06So, you know, if you could kind of go into the weeds on your specialty, that would be great. For sure. Yeah. Well, I run what's called a small business flight plan. It is a 12 month program, a one-on-one with me where I take small business owners. Typically they are beyond that. Those first few years in their business, they're five years in, and they're maybe still pulling all the strings, putting out all the fires, cleaning up all the messes. So they are the typical small business owner in that mom and pop stage where they're looking to scale, but it's either scary or if they doubled their business, they would probably go insane.
3:36So I help them come in. And in that program, we professionalize their business and double their revenue in 12 to 24 months without them going insane. So that is what I do. I work with 20 clients a year and it's been, it's been a blast. When you work, I mean, obviously that's a bold claim. And so some folks might hear that and, You know, again, sounds a little bit like a Hermosi offer, but that said, take me through the typical places that you start to build that scaffolding to help them get to that outcome, particularly in light of the fact that why haven't they figured that out themselves? Yeah, well, for the way the program works is we go through six steps.
4:22It's really their entire business, but it starts with leadership, which like any any great business, I compare it a lot of times to an airplane where even if the cabin is comfy and the wings are great and there's enough fuel in the tanks. But if you literally end up in Atlanta instead of Dallas, you're still upset at the end. And so naturally, we start out in their leadership suite of who are they as a business? How are they functioning? How do they make decisions? And what is the how behind why they're in business and what they're actually doing day to day? So that's typically where we start.
4:53And the reason that I come into play is because they've typically exhausted all the options of trying to just do more sales and do more marketing and get better with their product offering. and they've tried all the things, but for whatever reason, it has not come into fruition with staff turnover or client turnover, whatever problem they're running into. We come in and we actually install a full system. So it's not a Frankenstein business where there's a bunch of random parts that may be good on their own, but if it's not actually cohesive and working together, you have parts of their business that are actually limiting the other parts of their business at the same time.
5:26So yeah, it's great to come in and have really my hands in their entire business for a whole year. And it's very intense. It is not for the faint of heart. But for those that are actually in the growth stage and the scale stage, it is a really powerful system. And we do typically start every time in their leadership section of their business. When you say leadership, part of their business, and what I'm hoping is that our friend that's listening to us right now could probably get some ideas on where they could be a little bit more introspective about their own operations. So what's kind of the first step that you go through with people?
6:04And again, if you could kind of do it in a little bit of a workshop fashion here, that would be great. All right. Let's do it. So the first thing that we typically do, like anything, is we get a good diagnostic of how are you currently operating, which in the leadership section is how are you making decisions? Why are you making the decisions at the time you're making them? And who else has the capacity to make the same kind of decisions? And those three questions give us a really good insight into how you're operating as a leadership team or as the leader, the solo leader at the top of the spear of the pyramid, so to speak.
6:37And the reason we do that is because what we're trying to get at in the leadership section is not just something that's going to be great for you as the business owner, maybe as your leadership team, but it's something that's going to be scalable when you actually start bringing on managers, project managers, depending on your business model and the company that you own, actually you're getting into your sales team. We're wanting to duplicate successful principles in a duplication and decision-making that can actually trickle through the organization in a way that is actually going to yield results like as if the owner were making the decisions or as if the owner were there in the sales process or in the management team meeting, whatever it is.
7:19That is a difficult thing for an entrepreneur and a business owner to do because typically they're really good at what they do. And that's why they've built a successful business. That's why they've gotten to a million or 5 million or wherever they're at. But they've not yet actually learned how to build a business or scale a business. They're just good at the task or the offer or the service that they have. And so that's the, this is like the fork in the road where business owners either stay stuck and frustrated and eventually sell their business because they're just fed up with it. Or they figure this out sometimes with the help of a coach and they learn how to duplicate and transfer those same types of things that they intrinsically do and learn how to actually transfer that to other people in their business.
7:57And that's what separates those that do really well and accomplish the dreams of time, money, and freedom versus the ones that just get burnt out and eventually just sell their business. Yeah, well, we don't want that to happen. Can you talk a little bit more about burnout? Where does burnout come for a lot of the founders that you work with? It comes from every direction, it feels like. for, for me, I've, I'm on my fifth business now. So just for you, our friend listening, I have been there in every situation where the marketing's not going well, or the sales system is, you know, the conversion rates are horrible, or, you know, I just got a thousand decisions and only, you know, an hour to make them.
8:34And so I've been in all these places where it's typically, I have a lot more demand than I have supply. In other words, I have way more to do than I have the capacity to actually do myself. And that is where burnout comes, whether it's in your marketing, or you've got all these staff that you are contractors or you have this team now, all of a sudden they're very demanding and they're needy for what I hear from a lot of founders. Burnout can come from a lot of areas and it typically comes from not knowing how to manage the problem of, I have more demand than I have the ability to fulfill or supply.
9:08And that is a, it's a tricky situation to figure out, but it's also another aspect that we do in the leadership section of, again, how do we operate on a daily basis as a leader in a way that prevents burnout and gets in a way proactive before we even get to that stage versus just getting really good at dealing with it when it arrives.
9:31What trends are you seeing this year compared to maybe in years previously? I don't know if, you know, economic factors that you've been seeing, if there are, obviously, AI is, you know, impacting operations, the market, you know, what we can do. But, you know, I obviously, I think that AI also represents just one more thing that maybe founders feel like they're falling behind on. I know that, you know, I'm pretty fairly adept. I don't want to say obsessive, But, you know, that's a lot of the, you know, the content and stuff I kind of do outside of normal working hours is, you know, a lot of experimenting with AI.
10:13And, you know, even during working hours, you know, just setting up cool stuff. And yet, as up to date as I think that I am, it still feels like I am so far behind sometimes. times. And I think that that's just simply because, you know, we're in an era right now where there is, you know, a little bit of a maybe Moore's law kind of, you know, we're kind of shooting up there and in the tools that we have available to us. Yeah, I would say so my experience, just so everybody knows, I come from 114 year old franchise background. So I grew up as a third generation entrepreneur in this world, where the business owners, the franchisees, the consultants had a lot of things figured out.
10:53There's a lot of systems that have been tried, proven and have been installed for literally decades. And so I think my, the trend that I've noticed the most, especially with clients that are in that, um, their baby boomer clients, or they're, they're people that are at the end of their business journey. They've been in business 20 plus years is the trend that I'm seeing the difference between them and some of these new generations of entrepreneurs is the, the perspective that automation is good. Like to automate things is actually a good thing to the newer generation. And it's something that they're voraciously trying to figure out and install with AI, with finally getting into these, you know, all these different SaaS products, software products that are helping them automate different sections of their business versus the more traditional entrepreneur that maybe started their business in the 90s or in the 80s or in the early 2000s.
11:45They come from a generation where the relational touch is king and the relational one-to-one, sometimes even like one-to-few is more preferred than the automated. So I would say the trend is actually moving now, whether for good or for bad. It is the trend of how can I automate this, Kenneth? How can I automate the social media, automate my emails, automate with the AI voice agent, with people calling in on a weekend when I'm not available or even during the day, If I don't want to hire a VA, can I have AI voice agents, you know, answer the phone and book appointments and send invoices and estimates?
12:24And so I think this trend of people preferring the relational models to now preferring an automated system, that has been the trend, I think, for at least the last year and a half or so that I've noticed is a very early conversation I have with almost every client, and they're the ones bringing it up. Hmm. You talk about working with mom and pop businesses. And I think a lot of times we think, well, that's just like the crafting store in downtown Valparaiso, Indiana, right? Whereas, you know, mom and pop, you know, for even for an online business, you know, let's say you're an agency owner or a consultant.
13:05I think from what I can see, I mean, those can all stay stuck at that mom and pop phase. You mind maybe just sharing a little bit about that thinking? Of course. So mom and pop, you're right. It's so traditionally thought of as it's the restaurant down the street that there's only one of one. You know, it's the it's the taco stand. It's the food truck. It's the it's the yarn store at the end of the street corner. You know, it's it's that one of one store. and to me, the mom and pop, I have experienced this even with franchisees in the dance world that I came from where again, the franchise was many, many years old and I've worked with other companies that are kind of in the same place where the business itself is not new but the owner themselves is still kind of in a place where again, they're the ones pulling all the strings, putting out all the fires, all the decisions funnel through them and nothing happens unless the owner gets involved.
14:01That's kind of my mantra for you. You'll know you're in a mom and pop business model. If the buck stops here is still the way of doing business as the owner has their hands in all the cookie jars of the business. And so for the owner to be involved in everything is the most insane way to scale. If you had a$10 million or$100 million business that you still had to have all your hands in the cookie jars of every spot in the business, you would literally go nuts. So the mom and pop business is still, to me, that caricature of the owner touches everything every day. And if you're in that stage, whether you have a franchise that's been around forever, or you've got, again, the local, you know, one of one stores, street corner store down in local Valparaiso, then either way, it's, it's kind of like the operating system of a mom and pop business owner looks like that.
14:53And that's, that's what I kind of consider as the mom and pop. Your website, KennethCoaches.com, you have a lot of free resources here. Do you mind sharing for a friend that's listening, maybe some things that you'd recommend? And by the way, this, can I just say, you know, I've interviewed over 2 ,500 folks. I teach media training and skills. I love the fact when guests come and they've got a lot of resources to offer. You do. Unfortunately, a lot of guests are like, well, you can book a call with me or you join my newsletter. And I'm like, anyway, you've got a lot here. Do you mind maybe highlighting a few of these things that folks can find?
15:37Yeah, absolutely. And the reason that there's a lot is because there's a different starting point for everybody. So if you go to kennethcoaches.com slash free, what Josh is talking about is there's over a dozen resources on there that are free, free forever. They're not, you know, the bait and switch. Hey, it's free until you log in and then boom, gotcha. It's free, free forever. And the idea is there's things on there that are for you as the owner to assist you in becoming a better owner. In other words, it's building you up as the owner to be more productive, more organized, make better decisions, you know, sooner rather than later.
16:09And then there's also resources on there that go into actually helping you work on your business because working on yourself is great and becoming a better owner is always amazing. But then there's also four or five resources on there that are designed to actually come into your business and help you install a meeting system that gets proactive instead of reactive. Or there is a productivity system that is on there for your staff and learning how to professionally develop your staff into leaders and managers and supervisors, et cetera. us. So there's a bunch of resources. I don't there's for every person that goes on there, find the one that is the best fit for you to start with.
16:45And of course, I guess I will throw out the book a call. If you have questions, you don't know where to start, you know, you can always talk to me. But yeah, if you go to kind of coaches.com slash free, there's over a dozen on there. And they're there there on purpose as a market for you to start wherever you need to start. Kenneth Colash, your website is kennethcoaches.com. If you go to kennethcoaches.com slash free, you get all the free stuff, assessments, workbooks, templates, checklists, software, courses, books, PDFs, all kinds of good stuff. Kenneth, it's been a great conversation. Thank you so much for joining us.
17:18My pleasure, Josh.
17:22Thanks for listening to The Thoughtful Entrepreneur. If your goal is to grow your business, increase revenue, and build authority without gimmicks, this show is designed for you. Each episode gives you practical insight from leaders who have turned trust and credibility into real business results. If you value short, thoughtful conversations that respect your time, make sure you're subscribed. We publish daily 15-minute episodes focused on growth that actually compounds. And if you're interested in being a guest or you want to turn podcast appearances into measurable business growth, visit podverified.com.
17:58You can start for free with your Podverified score along with free podcast guest training and a free media kit builder. These tools are built to help you get booked on better shows, deliver stronger interviews, and convert audience trust into revenue. No more desperate sales. You truly can enjoy all the business you like by generously sharing your wisdom. Everything we offer is built by podcasters for guests with a focus on trust, organic growth, and long-term business success. Thanks again for spending your time with us. I'll see you next time.
From the publisher
In a recent episode of The Thoughtful Entrepreneur Podcast, host Josh Elledge sat down with Kenneth Kollasch, Owner and Certified Business Coach at Kenneth Coaches, to examine how seasoned business owners can escape the operational friction of the "mom-and-pop" stage. Kenneth, a business growth architect specializing in 12-month transformation frameworks, details how founders who have been in business for five years or more can double revenue and build scalable operational infrastructure without risking personal burnout. This conversation delivers an actionable operational guide for entrepreneurs, agency owners, and service leaders looking to diagnose their leadership operating system, transfer decision-making authority to middle management, and install cohesive business systems that drive sustainable enterprise valuation.
The Small Business Scale-Up Framework: Systematizing Leadership, Delegation, and Automation
The primary operational constraint preventing established small businesses from breaking through revenue plateaus is owner-centric decision-making. Kenneth Kollasch explains that many business owners remain stuck in the "mom-and-pop" phase—regardless of gross revenue or headcount—because every critical process, client issue, and strategic choice funnels directly through them. To transition from owner dependency to scalable enterprise, founders must execute a comprehensive leadership audit, documenting their decision-making frameworks so team members can act autonomously. Installing a structured leadership suite before scaling sales and marketing ensures that the company's operational capacity expands in tandem with pipeline demand, preventing customer fulfillment breakdowns and eliminating the owner as the primary business bottleneck.
Preventing founder burnout requires a proactive alignment of operational supply and market demand, supported by clear delegation channels rather than sheer hustle. Burnout is rarely caused by hard work alone; it stems from working without leverage in an environment dominated by constant firefighting and undocumented processes. Business leaders can eliminate daily operational chaos by installing predictable meeting cadences, developing middle-tier managers, and implementing the "Small Business Flight Plan" framework to balance capacity. By training team leaders to own specific business outcomes, founders free up cognitive bandwidth, shifting their daily focus from reactive crisis management to high-leverage strategic vision, key partnership development, and long-term enterprise growth.
Furthermore, accelerating modern business growth demands an intentional integration of artificial intelligence and workflow automation that enhances, rather than replaces, human relationship-building. While younger entrepreneurs routinely leverage automated scheduling, software-driven invoicing, and AI-powered customer service agents, mature business owners often struggle to balance digital efficiency with personal touch. The solution lies in identifying low-value, repetitive administrative tasks and delegating them to modern software engines while reserving human interactions for high-stakes sales conversations, strategic client onboarding, and team development. When disciplined leadership documentation, proactive management delegation, and targeted workflow automation are synthesized into a single operational architecture, founders eliminate growth plateaus, protect personal well-being, and predictably multiply enterprise valuation.
About Kenneth Kollasch
Kenneth Kollasch is the Owner of Kenneth Coaches, a certified business coach, and an expert in small business scale-up architecture. Based in Valparaiso, Indiana, Kenneth draws from years of hands-on entrepreneurial experience to help established business owners professionalize their operations and double revenue. He is the creator of the signature 12-month Small Business Flight Plan program, a structured coaching methodology designed to help founders build self-sustaining companies, develop strong leadership teams, and achieve long-term time and financial freedom.
About Kenneth Coaches
Kenneth Coaches is an elite business coaching practice and executive consultancy engineered to help small business owners and service-based entrepreneurs scale past operational bottlenecks. The firm specializes in delivering comprehensive leadership diagnostics, operational systems design, manager development playbooks, and strategic growth coaching. Through structured frameworks and resources like the Small Business Flight Plan, Kenneth Coaches enables business leaders to eliminate owner dependency, install predictable systems, and maximize enterprise equity.
Links Mentioned in This Episode
- Kenneth Coaches Official Website: kennethcoaches.com
- Kenneth Kollasch on LinkedIn: linkedin.com/in/kennethkollasch
Key Episode Highlights
- Escaping the Mom-and-Pop Operational Trap: Identifying owner-centric bottlenecks and establishing scalable systems that operate independently of founder intervention.
- The Small Business Flight Plan Framework: Deploying a 6-step growth blueprint that starts with leadership development and progresses through team execution and financial control.
- Diagnosing Your Leadership Operating System: Documenting decision-making frameworks to transfer authority to middle management and build organizational autonomy.
- Proactive Founder Burnout Prevention: Balancing operational supply with market demand to replace daily firefighting with predictable management rhythms.
- Strategic AI and Workflow Automation Integration: Automating repetitive administrative processes while preserving high-touch human relationships across sales and client onboarding.
Conclusion
The conversation with Kenneth Kollasch reinforces that transitioning from an owner-dependent business into a scalable enterprise requires an intentional focus on leadership systems and operational leverage. By standardizing internal decision-making frameworks, empowering key managers, and integrating modern automation, business leaders can transform an overwhelming daily operation into a highly profitable, self-sustaining corporate asset.
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