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Relentless-The Podcast

YOUCAN Youth Services

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YOUCAN Youth Services is proud to present the Relentless Podcast. Host Kyle Dubé welcomes a wide variety of guests who have all needed to be relentless in their lives to get to where they are today, or who have experienced a relentless pressure in their lives that has had an impact on their journey. This includes people who have been relentless in their professional endeavors, personal pursuits, entertainment aspirations, success in sports, battling addictions, fighting illness, suffering th ...
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Redesign Your Business to Work for You—Not the Other Way Around. Hey there, I’m Ryan Tansom, and I know firsthand how overwhelming it can feel to be stuck in the grind of running a business. In 2009, I jumped into my family’s $21 million company when it was losing nearly $1 million a year. Over five years, we turned it around and sold it for eight figures—but the journey left me with more questions than answers. The stress, the massive tax bill, and the lack of clarity on how our decisions a ...
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show series
 
You’ve probably heard that business valuation is more art than science. But what if the art is just smoke and mirrors—and the science has been hiding in plain sight all along? Watch on YouTube In this episode, I’m joined by Graham Stephen and Kyle McCulloch, the team behind Bizval, a company that’s quietly building a tool that may completely disrup…
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What happens when the business you built no longer protects you from the parts of yourself you've been avoiding? Alex McClafferty co-founded and sold WP Curve to GoDaddy—but it wasn’t until after the exit that he found himself face-to-face with an identity crisis, emotional collapse, and a brutal confrontation with his shadow self. Watch on YouTube…
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What really happens when an entrepreneur sells their business? For John Rood, it was the start of a deeply personal reckoning with identity, purpose, risk, and time. In this episode, we go beyond the typical exit story and talk about what it actually feels like to step away from the company you built—and what comes next when you’re no longer busy, …
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This episode is fire. Elliott Holland is a straight shooter who has seen hundreds of deals from every angle—searcher, investor, operator, and QofE provider. In this conversation, we cut through the noise to talk about what’s really going on in the acquisition market, why most self-funded searchers fail, and how owners can actually position their bu…
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Most business owners are exhausted by marketing that feels like a black box—random tactics, disconnected agencies, and no clear ROI. Kim Clark knows that pain—and she’s built the solution. As the former head of sales and marketing at ITR Economics, Kim helped transform the business from a founder-led consulting firm into a scalable company that exi…
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This episode sets the bar. Pat Hobby, my former business partner, is one of the best CFOs I’ve ever worked with. He’s not just a CPA or an operator—he brings an investor mindset and decades of experience managing financials with the purpose of building long-term value. In this conversation, we break down exactly what a business owner should expect …
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Many owner-operators begin their journey driven by the vision of personal and financial independence, only to find themselves entrenched in the daily operations, unable to step away without fear of chaos. In this episode, I talk with Rob Dube, co-founder of ImageOne and visionary behind The 10 Disciplines for Managing and Maximizing Your Energy™, a…
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Today I'm talking with Shannon Susko, a serial entrepreneur who developed the 3HAG (3-Year Highly Achievable Goal) and Metronomics frameworks. What sets Shannon's approach apart is how directly it connects your strategic plan and execution rhythms to clear, measurable financial outcomes. It's an operating system built specifically for business owne…
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SBA loans have always been a key tool for financing business acquisitions, but recent changes have opened up new opportunities for both buyers and sellers. If you're thinking about selling your business, acquiring one, or financing a transition, these updates could have a major impact on your strategy. Watch on YouTube In this episode, I sit down w…
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The economy is shifting fast, and if you’re a middle-market business owner, the moves you make today will define your future—whether that’s navigating capital markets, securing financing, or making critical reinvestment decisions. Watch on YouTube In this Quarterly Economic & M&A Update, I bring together three powerhouse guests to give you real-tim…
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Scaling a business isn’t just about increasing revenue—it’s about building the right leadership team to support that growth. Too often, business owners get stuck because their team isn’t structured for the future, leaving them to fill the gaps instead of leading strategically. Watch on YouTube In this episode, I sit down with Rick Rittmaster and Mi…
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More revenue, more employees, and more complexity can actually pull you deeper into the day-to-day grind—unless your business is structured the right way. Watch on YouTube In this episode, I sit down with Nick Bradley, a business growth strategist and private equity veteran who has worked on billion-dollar deals and now helps business owners scale …
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Many business owners dream of building a company that thrives without them, but few understand what it takes to make that a reality—especially when facing a leadership crisis. In this episode, I sit down with Heather Braimbridge-Cox, CEO of Windings, and Bill Mills, founder of The Leadership Process™, to break down how to transform a struggling cul…
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I’ve spent the last handful of episodes diving deep into business valuations, M&A jargon, and how buyers think about value. But here’s the thing—most of it doesn’t matter unless you actually have cash left over at the end of the day. Watch on YouTube That’s why I brought Patrick Donohue back on the show. He and I have been in the trenches, working …
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Most business owners go through a pivotal moment—their first real look behind the curtain at how buyers value companies. For Rens Hayes, that moment came when he went through a sale and due diligence process for his father’s structural steel business. What he learned from that experience completely changed how he approached building and scaling his…
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In a world full of business jargon and complicated metrics, free cash flow stands out as the foundation of value creation for both owner-operators and investors. kXVm3nQBij8 Watch on YouTube Ken Sanginario returns to focus on this core principle, unpacking the noise around financial metrics and zeroing in on sustainable free cash flow—cash availabl…
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Most business owners focus on the offer price when selling their business—but the deal structure is what ultimately determines how much you walk away with, when you get it, and how much risk you take on. Watch on YouTube In this episode of Independence by Design™, I sit down with Dave Diehl, CEO of Prairie Capital Advisors, to demystify the complex…
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Most business owners think a high offer price is the ultimate goal in selling their business—but the truth is, every buyer has their own game plan, and not all offers are created equal. Watch on YouTube In this episode of Independence by Design™, I sit down with Jeff Buettner from ButcherJoseph to explore how private equity firms, strategic buyers,…
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As a business owner, you’ve likely heard terms like EBITDA, working capital, and Weighted Average Cost of Capital (WACC)—but do they feel relevant to your day-to-day decisions? In this episode, I sit down with Ken Sanginario and John Lawlor to demystify these concepts and show how they directly impact your ability to grow, scale, and transition you…
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Running a business often feels like juggling flaming torches—especially when cash flow, growth, and operations clash with your personal goals. Today, I sit down with Jimmy Fritz, a good friend and second-generation business owner of The Wedding Shoppe and Kennedy Blue, to unpack his journey from being entrenched in daily operations to becoming a tr…
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Many business owners struggle to connect their financials to actionable insights and ownership goals. In this episode of Independence by Design™, I sit down with Tracy Bech—founder of the 60-Minute CFO and creator of a financial forecasting system that simplifies the three-statement model—to break down the 14 Ownership KPIs that every owner-operato…
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Many business owners wrestle with understanding the CEO’s role and its connection to ownership. In this episode of Independence by Design™, I sit down with Joel Trammell—a seasoned entrepreneur who has grown and sold two companies to nine-figure exits—to break down what a CEO truly does, how the role aligns with ownership, and how owners can transi…
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If you’ve ever read Profit First or The Pumpkin Plan, you know Mike Michalowicz delivers game-changing ideas for entrepreneurs. In this episode, we dive into his newest book, All In, and talk about the systems, frameworks, and mindset shifts you need to build a business that thrives—with or without you in the room. Watch on YouTube Mike and I tackl…
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If you’ve ever wondered how to protect and scale your company’s culture while cutting down on friction, drama, and the “execution gaps” that keep you stuck in the weeds, this episode is for you. I sit down with Bill Mills, founder of The Leadership Process, to dive into the strategies that help owner-operators like you align your team, systematize …
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What happens when the business you thought would set you free starts to feel like a prison? In this episode of Independence by Design™, I sit down with Jean Moncreiff, a seasoned entrepreneur turned coach, to unpack the hard lessons he learned scaling businesses, juggling cash flow nightmares, and realizing he was building a job, not independence. …
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In this episode of Independence by Design™, I sit down with Walker Deibel, author of Buy Then Build and founder of Acquisition Lab, to uncover the strategies that turn owner-operators into true business owners. Walker shares his expertise on how to use acquisitions to build wealth and create independence by aligning your business with your long-ter…
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In this episode of Independence by Design™, I sit down with Marcel Petitpas, a visionary in operational clarity and profitability for professional services. Marcel's journey as the CEO of Parakeeto has been marked by solving one of the most complex puzzles in professional services—mastering profitability through operational data. We explore his per…
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In this episode of Independence by Design™, I have a fascinating discussion with Brandon Henry, who works closely with billionaires and ultra-high-net-worth families as part of a family office. This conversation is invaluable for owner-operators running middle-market companies, offering a glimpse into the world of sophisticated wealth management an…
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In this episode, I sit down with Tom Walker, a financial strategist who’s all about connecting the big picture to the details—uncovering hidden constraints, planning for the unexpected, and transforming companies into resilient, wealth-generating assets. Tom brings a no-nonsense approach to planning, not to predict every outcome, but to create a fr…
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Demystify what it means to prepare for a third-party sale and how an investment banker can be a game-changer in that process. For owners weighing their exit options, Adam shares insights on how to gauge your business’s market value from a third-party buyer’s perspective—highlighting what you need to know about valuations, strategic buyer selection,…
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In this episode of Independence by Design™, I sit down with Gary Kusin—an entrepreneur who built some of the most recognizable brands in the world, including GameStop and Kinko’s. Gary's incredible journey, from starting Babbage’s (which became GameStop) to leading Kinko’s to a billion-dollar sale to FedEx, is packed with lessons on scaling busines…
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In this episode of Independence by Design™, I sit down with Shiv Narayanan, founder of How to SaaS, to uncover the core strategies behind scaling a business through strategic marketing and revenue predictability. Shiv’s deep experience in the private equity space and his work with founder-led companies offers actionable insights for owners looking …
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In this episode of Independence by Design™, I sit down with pricing expert Casey Brown, founder of Boost Pricing, to dig deep into one of the biggest pain points for business owners: pricing. Casey breaks down the psychological barriers that often keep us stuck—mainly fear—and shows how we can shift from defensive pricing to a confident, value-driv…
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In this special Quarterly Economic and M&A Update, I’ve pulled together three powerful conversations to help you, the owner-operator, navigate the current economic landscape and make smarter decisions for your business. We’ll start with Brian Beaulieu from ITR Economics, who provides a detailed breakdown of inflation, interest rates, and how the ec…
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In this episode of Independence by Design™, I sit down with Tracy Bech, a seasoned entrepreneur who has successfully navigated running multiple companies with vastly different business models. From her first services-based business with high margins to her second venture, an inventory-based e-commerce company with a completely different cash flow m…
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In this episode of Independence by Design™, I sit down with Matt Bodnar to explore what it truly means to be an owner versus an operator. Matt’s journey—from being deeply entrenched in the day-to-day operations of his IT firm to becoming a strategic investor and capital allocator—perfectly illustrates the shift in mindset necessary to move from "do…
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In this episode of Independence by Design™, I sit down with Ken Sanginario, a top turnaround and valuation expert and creator of the Value Opportunity Profile, to dive deep into the fundamental drivers behind business valuations. We explore how the multiple in a business valuation is directly tied to the sustainability, predictability, and transfer…
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In this episode of Independence by Design™, I sit down with Brandon Hall, an expert who has conducted over 1,500 business valuations across a wide range of industries. We dive deep into the importance of understanding and controlling the value of your business. Brandon shares his journey from a corporate accountant to a trusted advisor in the valua…
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In this episode of Independence by Design™, I sit down with Mike Frommelt, the co-founder of Strategic Talent Partners and a seasoned expert in executive search and leadership development for privately held businesses. We dive into the critical role of talent assessment and leadership development in scaling a business beyond the founder’s personal …
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In this episode of Independence by Design™, Ryan Tansom is joined by Craig Rutledge, an expert in compensation strategy and the Partner at VisionLink. Craig offers valuable insights for growth-oriented business owner-operators looking to step back from daily operations and hire a CEO who can drive both cash flow and equity growth. He addresses the …
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In this episode of Independence by Design™, Ryan Tansom is joined by Eric Roman, a former dentist turned entrepreneur and business coach, who shares his powerful story of building and exiting a successful dental service organization (DSO) worth $40 million. Despite his company’s impressive valuation, Eric felt cash flow broke and balance sheet rich…
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In this episode of Independence by Design™, Ryan Tansom sits down with Roger Roundy, a tax mitigation strategist with a unique approach to helping business owners keep more of their hard-earned money. Roger explains the three phases of wealth—accumulation, preservation, and distribution—and how each phase requires different tax mitigation strategie…
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In this inaugural episode of the Independence by Design™ podcast, Ryan Tansom sits down with Joe Brown, founder of Heresy Financial, to dive deep into the intricacies of the economy and financial systems. Driven by personal experiences and a relentless curiosity, Joe explores the mainstream financial narratives and advocates for a deeper understand…
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In this first episode of the newly rebranded Independence by Design™ podcast, host Ryan Tansom introduces a groundbreaking ownership framework designed specifically for growth-oriented business owner-operators who seek true independence. Drawing from his personal experience of turning around and selling his family business, Ryan explains how tradit…
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Season 3 of the Relentless Podcast wraps up with its 60th episode! In this episode, Host Kyle Dubé reflects on the multitude of inspiring stories this past season by a diverse lineup of remarkable guests. YOUCAN Youth Services is proud to present the Relentless Podcast. Host Kyle Dubé welcomes a wide variety of guests who have all needed to be rele…
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In this episode of Relentless, host Kyle Dubé engages in a compelling conversation with Christine McCourt-Reid, Director of External Relations at YWCA Edmonton, delving into her inspiring two-decade journey as a dedicated communications professional and community advocate. Christine McCourt-Reid, a dedicated communications professional and communit…
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Join host Kyle Dubé on a touching episode of the Relentless Podcast as he welcomes Heather Shtuka, a resilient mother and advocate. Heather recounts the heart-wrenching tale of her son Ryan's disappearance from Sun Peaks Resort, transforming from a parent to a search and rescue coordinator and missing-person advocate. Heather Shtuka’s life took an …
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Join Relentless Podcast host Kyle Dubé in an engaging conversation with entrepreneur and community leader Catherine Vu. Discover Catherine's inspiring journey, from accidental entrepreneurship in IT to her dedicated commitment to community service and mentorship, exemplifying a life driven by relentless passion and resilience in effecting positive …
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Join host Kyle Dubé on the Relentless podcast as he engages in an inspiring conversation with Tanya Henderson, hailing from Forestburg, Alberta, who made history on February 15th, 2022, as the first full-time female coach in the Canadian Football League (CFL). Beyond achieving this groundbreaking milestone, Tanya's illustrious career spans player a…
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Join host Kyle Dubé on the Relentless podcast as he engages in a profound discussion with Angus Watt, founder of the Angus Watt Advisory Group and a distinguished wealth management expert. Angus Watt, the seasoned founder and visionary of the Angus Watt Advisory Group, goes beyond wealth management expertise, embodying values of trust, clarity, and…
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