Business Isn't Hard

In the final episode of this four-part mini series, I bring everything together... not by talking theory, but by showing how ideas become action.

After weeks of exploring success, mindset, and growth, this episode asks the real question: What does it look like to actually live these principles every day?

Drawing from dozens of interviews with CEOs, founders, and executives, Oliver uncovers the quiet, consistent behaviors that separate those who just talk about success from those who build it. From how they learn to how they lead, these stories reveal the moments - often small...

At the heart of every great leader’s journey lies one thing: mindset. Skills can be taught and opportunities can be created, but without the right mindset, progress never takes off. In this episode, we explore the seven core attributes that consistently show up across every interview: the traits that shape how leaders learn, lead, and connect with others.

From growth and attitude to resilience and authenticity, this episode breaks down the mindsets that fuel personal and professional success. You’ll learn how great leaders think, how they bounce back from setbacks, and how they stay grounded in w...

This episode marks Part 2 of a four-part series unpacking the key themes of the Business Isn’t Hard thesis: a deep dive into what truly drives success among business leaders.

In this chapter, we explore the Learning–Leading Spiral, a framework that explains how great leaders continuously evolve by cycling between two core states: learning and leading. Rather than operating on autopilot, successful individuals move fluidly between gaining new insights and applying them to help others grow.

We’ll look at how this cycle unfolds both across an entire career and within everyday decisions - how le...

Welcome back! Today, I'm starting a 4 part mini series, going over the biggest takeaways and finding from my thesis project, which this podcast is a part of. Today, we talk about what success actually looks like for business leaders, defined by 5 key elements: personal fulfillment, financial wellbeing, personal growth, energizing work, and helping others.

The regularly scheduled interviews will be back soon, so don't worry!

Breaking into the sports industry - or any competitive field - takes more than talent. It takes discipline, relationships, and vision. In this episode, I talk with Tanner Natzke, Manager of Premium Sales at Tepper Sports & Entertainment and host of the Attitude, Effort, Results podcast. Tanner shares how he’s built his career by stacking daily habits that fuel energy and focus, building genuine relationships in every direction, and showing up face-to-face when it matters most. We also dive into leadership and why the best leaders dream big enough that others can find their place inside that vision.

What makes a great leader? Marisa Szem-Stafford, founder of Szem-Szem Consulting and former director of talent development at Hilton, shares how self-awareness and energy management shape success in the workplace. She breaks down how to identify what energizes you, the listening skills that set young professionals apart, and why learning how others work is the fastest way to build trust. You’ll also hear practical advice on standing out early in your career, communicating across different personalities, and knowing when it’s time to pivot. If you want to grow into leadership and maximize your impact, this episode is pack...

What does it really take to be successful? Dylan Stafford has reviewed thousands of applications, interviewed countless candidates, and ultimately admitted over 5,000 people into one of the top MBA programs in the world. In other words... he knows what separates those who make it from those who don’t.

In this episode, we talk about the patterns he’s seen in high achievers (a blend of competence and reciprocity) and why your 20s should be an “adventure decade” to explore and discover your path. We talk about mindset, authentic leadership, and using informational interviews to accelerate growth.

If...

In this episode, Joe Chernov, former CMO and seasoned marketing leader, shares timeless lessons on building a successful career and becoming a great leader. Joe reveals why finding someone who believes in you (and playing the vital role of making that champion look good) is often the key to unlocking new opportunities. He also dives into how to identify your true motivation, the importance of patience in career growth, and what impactful leadership really looks like. Whether you’re just starting out or looking to level up, this episode offers actionable insights to help you build lasting momentum and su...

If you’ve heard “relationships matter” but aren’t sure how to build them, this episode is your roadmap. Our guest went from answering support calls to launching two successful fintech startups by building genuine connections across an entire industry. Through golf outings, sales roles, and consistent follow-up, he didn’t just network, he made himself known. Those relationships became business partners, early customers, and startup momentum.

We dive into how to grow your career by showing up, listening more than you talk, and being prepared. Researching people, understanding their world, and leading with curiosity, not ego, is a winni...

From Idea to $1.3 Billion: Paul Fiore’s Fintech Playbook

Paul Fiore didn’t wait for the perfect idea — he built it. In this episode, the founder of Digital Insight shares how he spotted a breakthrough technology (the web browser), combined it with a lagging industry (credit unions), and transformed online banking forever — eventually leading to a $1.3B acquisition by Intuit.

We dive into his framework for generating great startup ideas, building mission-driven teams, and leading through explosive growth. Whether you’re an aspiring founder or just exploring big opportunities, Paul’s story is packed with practical in...

From Store Manager to CEO: Leadership Lessons with Karl Sanft, CEO of 24 Hour Fitness

What does it take to go from a fresh college graduate to the CEO of one of America’s largest fitness brands? In this episode of Business Isn’t Hard, I sit down with Karl Sanft, President and CEO of 24 Hour Fitness, to explore his journey from his first management job at age 22 to leading thousands of employees nationwide.

Karl shares practical leadership advice for young professionals and recent grads, including why early patience pays off, how to think in terms of a...

In this episode, we dive deep into the inspiring journey of Sue Rigler (Tempe Business Woman of the Year), a passionate entrepreneur who built Hundred Mile Brewing Co. from the ground up. You’ll learn how everything she did - from her early experiences to securing funding and building the right team - was a step-by-step process fueled by relentless passion and hard work. Discover why having a team that truly fits your company culture is critical, how mastering delegation instead of micromanaging can transform your business, and why community involvement is at the heart of lasting success. Whether yo...

In this episode of Business Isn’t Hard, I sit down with Jason Quagliata, founder of Q Logistics Group, to unpack what it really takes to go from employee to entrepreneur. Jason’s journey started with years of international experience - living abroad, learning the industry from the inside out, and building authentic relationships that would later become the foundation of his business.

We talk about why working within an industry before launching your own venture gives you a real competitive edge, how to develop and actually execute a business plan, and the mindset required to spot oppo...

In this episode, I sit down with Bill Binch, an early team member at Marketo and current operating partner at Battery Ventures. Bill shares his journey of working inside high-growth startups—what it takes, what most people get wrong, and how to stand out when the pace is relentless.

You’ll learn the difference between founders and operators, why being an “A player” is essential in a startup environment, and how to bring real value from day one. Bill also dives into the power of simply asking, how to land mentors who can change your trajectory, and why cult...

What does it really take to thrive in business early in your career? In this episode, we break down powerful frameworks for identifying your strengths, managing your energy, and learning the skills that compound over time. Whether you're aiming to lead, build, or simply get unstuck, this one’s packed with clarity and momentum.

In this episode, Kurt Watkins shares insights from his journey as a successful golfer, entrepreneur, and leader. We dive into how finding your passion can unlock new opportunities, why building strong relationships is a game-changer, and how asking open-ended questions can set you apart. Kurt also reminds us that it’s okay — even necessary — to not have everything figured out right away. If you’re looking for practical advice and real-world wisdom to guide your next steps, this conversation is for you.

When Brandon Wilson co-founded SteadyDynamic, he wasn’t chasing some never-before-seen startup idea—he was building on something he already knew really well: software. After years of learning how to sell, lead, and spot real opportunities in the industry, Brandon and his co-founders didn’t invent a brand-new concept—they just knew they could do it better.

In this episode, we dive into how businesses are often born from expertise and necessity, not just innovation. Brandon shares how his experience gave him the confidence to launch, and how the power of a strong co-founding team helped SteadyDynamic grow and...

In this episode, I sit down with Brandon Clarke, Co-Founder of StartupAZ and Managing Director at the NAU Venture Studio. Brandon shares a powerful framework for figuring out what you’re meant to do—breaking it down into four key “buckets” to evaluate your career direction. Whether you're a student, a recent grad, or someone navigating your next move, this conversation is packed with practical insights.

We talk about the value of trial and error, the role internships and side projects play in learning, and how modern tools like AI can help you better understand your strengths and pass...

In this episode, Tom shares the journey behind building Alaska’s largest fitness club chain, his transition from banking leadership, and the lessons that shaped his approach to success. He dives into the power of emotional intelligence, the importance of being likable, how to find the right mentors, and why partnerships matter more than trying to do it all yourself. Whether you're building your career or looking to lead more effectively, Tom offers practical, time-tested advice to help you grow.

In this episode, I sit down with Eric Olsen, Founder and CEO of Fasturtle and Refered, to break down the key principles that fueled his success. From going door-to-door to land his first clients to scaling a thriving agency, Eric shares how a simple shift in mindset—How can I help you?—transformed his networking and sales approach.

We also dive into building a strong company culture, the hiring lessons he learned the hard way, and why initiative is the #1 trait he looks for in new hires. Plus, Eric shares his biggest insight into why he's been so s...

In this special episode, I’m breaking down the top 10 biggest takeaways from the first 10 episodes of Business Isn’t Hard. After talking with incredible business leaders, entrepreneurs, and experts, I’ve compiled the most valuable lessons—actionable insights that can help students and young professionals level up their careers, mindset, and business skills. Whether you’re just starting out or looking for real-world strategies to succeed, this episode is packed with gold nuggets from the best in the game.

Success doesn’t come to those who wait—it comes to those who take action.

In this episode, Todd Altomare breaks down the key habits that drive real results: being proactive, building valuable skills, and surrounding yourself with the right people. From leveraging LinkedIn for networking to mastering time management, this conversation is packed with insights you can apply today. Plus, we define what makes an effective leader and how you can develop those qualities yourself. If you're serious about growth, this episode is a must-listen.

What separates people who rise quickly in their careers from those who stay stuck? In this episode, I sit down with Devonte Cummings, Vice President at PNC Bank, to uncover the real keys to rapid career growth — and spoiler: it’s not just about working hard.

Devonte shares why taking a genuine interest in people, following up like it’s your job, and tackling problems head-on are game-changers in any career. We also talk about the power of betting on yourself, embracing uncomfortable challenges, and how patience can accelerate long-term success.

Whether you’re aiming for your...

In this episode, we dive into the story of a leader who faced major challenges and turned a struggling company around with a unique blend of tough decisions and creative thinking. You’ll hear about the mindset behind success, the risks that paid off, and the gritty determination it took to push through when the odds were stacked against him. If you're looking for real-life lessons on resilience, leadership, and how to make bold moves in business, this episode is packed with insights you won’t want to miss. Get ready for a behind-the-scenes look at what it really take...

In this episode, Robert Brill, CEO of Brill Media, takes us behind the scenes of his journey from a passionate advertiser to the leader of a successful digital advertising business. He opens up about the struggles and breakthroughs that shaped his career—how he went from being a one-man show to scaling his company, and the mindset that kept him going through the toughest times. Robert reveals the importance of delegation, building relationships, and embracing grace in both business and life. You’ll hear how creating a personal brand and leaning into your unique strengths can accelerate success.

Th...

Standing out in the hiring process isn’t about being perfect—it’s about being strategic. In this episode of Business Isn’t Hard, we break down what truly matters in interviews, how to land the job you want, and how to make an impact once you're hired. You’ll learn why chasing perfection is a losing game, why asking obvious questions can be your greatest advantage, and what executives really look for when they hire and promote. This conversation is packed with actionable insights that will shift your mindset and give you the tools to present yourself as the best v...

What does it really take to grow a business? In this episode, I sit down with Jack Wight, CEO of RECOM, to break down the real steps to scaling a company—no fluff, no buzzwords, just straight execution.

We dive into:

✅ How Jack turned a simple buying-and-selling concept into a rapidly growing business

✅ Why your first real sale matters more than any funding round

✅ The power of focus—how great companies grow by doing less, not more

✅ How setting clear metrics and accountability drives business success

✅ Why over...

In this episode of Business Isn’t Hard, Kristy Neick from Cox Media pulls back the curtain on what it really takes to build a high-performing team and stand out in your career. From trust and collaboration to taking initiative beyond your job description, Kristy reveals the key strategies that will set you apart in today’s competitive world. Learn how to avoid the toxic traps of negativity, leverage LinkedIn for game-changing connections, and embrace leadership with empathy and authenticity. Don’t miss out on this powerful conversation that’s packed with actionable tips!

In this episode, I chat with Nick Dove, President of Heritage Global Partners, Inc., about the principles that fueled his rise from ticket sales to global leadership.

Nick reveals how mastering rejection, embracing a relentless work ethic, and avoiding small, sloppy mistakes can set you apart. Learn why talent alone isn’t enough, how to build teams that thrive under pressure, and the surprising role of physical activity in staying sharp.

Welcome to Episode 2 of Business Isn’t Hard, the podcast that breaks down business success into simple, actionable lessons. Each episode features candid conversations with leaders who’ve built thriving businesses, sharing their strategies and stories to inspire and empower you.

In this episode, Jaime shares his proven approach to building sustainable businesses and leading high-performing teams. From crafting a clear strategy to mastering servant leadership, Jaime reveals why success isn’t about shortcuts—it’s about focus, discipline, and balance. You’ll also hear his personal take on the “Five F’s” that drive fulfillment and why humility and d...

Welcome to the debut episode of Business Isn't Hard! In this podcast, I’ll bring you real-world success stories and practical insights from business leaders who’ve been there and done it. In this first episode, I introduce the series and sit down with John Thomas (JT) Dietrich, a seasoned expert in sales, marketing, and education, to explore his journey and kick off the conversation on how business success is more achievable than you think.