Smart Agency Masterclass Podcast with Jason Swenk

Bi-weekly interviews, strategy, and advice for building your marketing agency the smart way.

The popular agency podcast has just turned 12 years old and covers everything from starting a successful agency to selling your agency.

#1 Agency Leadership Podcast. Check Out Our Past Guests.

About the Show

The popular agency podcast has been around since 2014 and covers everything from starting a successful agency to selling your agency. What makes this podcast a must-listen is Swenk’s background as the founder and CEO of an agency for over a decade. Swenk brings his own experience to the table, besides the expertise of his guests. He mostly covers topics that help growing agencies scale to the next level.

YOUR HOST

JASON SWENK

Smart Agency Masterclass

Jason is a family man who also happens to have created a couple big marketing agencies, helped thousands of agency owners, and had a big agency exit too.

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Why Being a Category of One Is Your Best Defense Against AI Commoditization with Leslie Silverman | Ep #935

Leslie Silverman is the co-founder of Hive 180, a strategic marketing agency based in Colorado that serves expert service businesses including architects, contractors, attorneys, medical professionals, spas, and high-end consultants. She started her career in print media at Condé Nast and Hearst in New York City before eventually co-founding Hive 180 almost by accident. In this episode, Leslie and Jason dig into what it actually takes to stop being a generalist, why individuality is your most durable competitive advantage in the age of AI, and how she rebuilt her agency model around project-based strategic work instead of retainers.

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How a "Never Say No" Philosophy Built a 20-Person Analytics Agency with Rob Sanders | Ep #933

Rob Sanders is the founder of RSO Consulting, a boutique digital analytics agency with over 20 years in business. Rob's background spans web development, early-stage digital marketing at Ford Motor Company, and some of the first PPC work done through Yahoo and Overture. Today RSO is a 20-person shop with a military-influenced leadership philosophy, a low-turnover culture, and a clear point of view on how agencies should engage with AI. In this episode, Rob and Jason talk about what actually keeps an agency going for two decades, why "never say no" is not recklessness but a growth discipline, and how being transparent about AI with clients has become a trust-building strategy.

 

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Stop Setting Goals Until You Ask This One Question with Phil Davis | Ep #931

Phil Davis is the founder and CEO of Tungsten Branding, one of the world's top-ranked naming and branding agencies, and the man behind hundreds of company names including PODS, RallyHouse, and TeamLogicIT. Before Tungsten, Phil ran a full-service ad agency in Tampa Bay for 17 years before hitting an inflection point: he was succeeding by every external metric and miserable at the core of it. In this episode, Phil and Jason dig into the one question that cuts through all the noise of running an agency, why chasing revenue metrics is a trap, and what it actually means to build a business in alignment with what you want.

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The Secret to Running an Agency for 30 Years Without Ever Wanting to Walk Away with Arne Hurty | Ep #930

Arne Hurty is the founder and Chief Creative Officer of BayCreative, a San Francisco Bay Area B2B technology marketing agency he has been running for 30 years. What started as a $500 illustration job has grown into a full-service agency serving brands like Cisco and ServiceNow — with Arne's son and daughter now working alongside him. In this episode, Arne and Jason dig into what actually sustains an agency owner over three decades: two business partner buyouts, a full pivot to remote work, and a philosophy of building the agency around life rather than the other way around.

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How to Remove Yourself as the Bottleneck and Build a Scalable Agency with John Jantsch | Ep #928

John Jantsch is the founder of Duct Tape Marketing, a marketing agency he built over 30 years and the author of the bestselling book Duct Tape Marketing. He has since licensed his systematic marketing methodology to more than 400 agencies, consultants, and fractional CMOs around the world. In this episode, John joins Jason to talk about the hard lessons of removing yourself from the center of your agency, why smaller agencies have a real competitive edge when they lean into being human, and why the fundamentals of marketing haven’t changed, even as AI reshapes the tools we use.

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Why Do Agency Owners Feel Trapped in Their Own Business? And How To Break Free with Dan Fisher | Ep #837

Ever feel like running your agency is just one long grind of “good enough” projects, endless deadlines, and late-night work sessions? Most agency owners start out chasing freedom, only to find themselves trapped by clients, culture struggles, and their own workaholic habits. Today’s featured guest is certainly familiar with this cycle, so how was he able to build a business that works for him instead of the other way around? By focusing on clarity, culture, and constant evolution.

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What Should You Do When Your Agency Gets Hit With a $10K Surprise? with Pete Kleinjan | Ep #818

A surprise $10K tax bill nearly knocked Pete Kleinjan off course but he learned that trusting experts, keeping perspective, and staying outcome-focused is what turns agency chaos into long-term growth. If you're facing curveballs, this episode is your mindset reset.

What’s the most unexpected challenge you’ve faced as an agency owner? How did you handle it when things went sideways?

Agency life is full of curveballs, and the only way to keep your business alive is by maintaining perspective and resilience when the unexpected hits.

Today’s featured guest once thought he would lose all the progress he’d made with his agency when the state hit him with a surprise $10K sales tax bill he didn’t even know existed. But now, he looks back and laughs, recognizing that getting through it came down to trusting the right professionals and staying the course.

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When Growth Isn’t the Goal: Rebuilding for Freedom, Not Burnout with Blake Denman | Ep #806

Have you ever found yourself grinding endlessly, only to pause and think, “Is this really what I signed up for?” Maybe you started your business chasing freedom—only to end up feeling trapped by the very thing you built. It’s a common trap: the belief that working harder and enduring more pressure will eventually earn you the right to enjoy life after a big exit.

But as today’s guest discovered, you don’t need to wait 10 more years to start living. What you really need is a clearer why, a stronger structure, and the right people around you—people who understand your vision and support your growth.

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Profit vs. Purpose: Why the Future of Business Isn’t What You Think with Jeff Hilimire | Ep #796

Ever feel like something’s missing from your agency work—even when things are going well? You’re not alone. For many agency owners, fulfillment doesn’t come from the daily grind, but from aligning their work with a deeper purpose. Today’s featured guest always genuinely enjoyed agency life—something he quickly realized was the exception, not the norm. That realization led him to a mission: helping others discover greater meaning in their business journey. Whether it’s through his books, his leadership, or his venture that unites developers to build websites for nonprofits in just 24 hours, he is all about turning intention into action.

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Are You Solving the Right Problem—or Just a Symptom? | Ep #691

What would you do if you sold your agency tomorrow? Are you clear enough on your purpose that you could keep on creating value? Today’s guest is the founder or a beloved app that changed the way people drive nowadays. He eventually sold that company but hasn’t stopped looking for ways to improve people’s lives through his startups. He’ll share what he’s learned from failure, why he was out of the company as soon as he sold, and why you should always look to understand users to create real value. Tune in to learn valuable insights into building successful startups.

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