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.
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Seth Godin
Best selling Author of Purple Cow, This is Marketing, Linchpin, Permission Marketing
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Guy Kawasaki
Guy Kawasaki is the chief evangelist of Canva and former Apple chief evangelist
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Dan Martell
Author of Buy Back Your Time. Influential coach in SaaS startups.
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Gino Wickman
The creator of the Entrepreneurial Operating System (EOS) and author of Traction.
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Neil Patel
Founder of CrazyEgg, Kissmetrics, and other multimillion dollar companies
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![Uri Levine]()
Uri Levine
Co-founder of Waze
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Joey Coleman
Recognized for his expertise in customer retention & enhancing client loyalty
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Mike Michaelowicz
Best-selling author of Profit First and Clock Work
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Amy Porterfield
Renowned online marketing expert and educator
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Pat Flynn
The leaders in the podcast space
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Jay Baer
Best Selling author of Talk Triggers, Hug Your Haters, and one of the best speakers
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Todd Herman
Coach to Elite pro athletes, leaders, and public figures
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.
What Happens When Your Agency's SOPs Finally Have Teeth with Andy Janaitis | Ep #910
Have you ever written a process that nobody followed? Or built a folder of SOPs that your team politely ignored and you quietly stopped updating? That was a big struggle for today’s featured guest, until he created an AI context engine that makes their operating procedures actually stick. In this episode, he walks through exactly how it works, how they structured shared and personal context layers, and more.
Does Your Agency Sell Work That AI Does for Free? with Tom Lee | Ep #909
Are you still optimizing your agency's content for Google while your clients are getting their answers from AI? Are you charging for the execution that AI is about to make obsolete, while giving away the strategy that commands real fees? Today’s featured guest works with agencies navigating the shift from traditional search to generative engine optimization. He’ll talk about what the Anthropic research actually says about how much of the work agencies do today can be automated, how AI reads content differently than Google does, and the practical steps any agency can take right now to show up in AI-generated answers before competitors figure it out.
Why Your Agency Grows Slower When You’re the Best Person on the Team with Olivier Bridgeman | Ep #906
Have you ever hired someone to free up your time and found yourself working more hours than before? Have you hit a point where your reputation for quality is actually the thing keeping you stuck in every project? Today’s featured guest and his wife have been building their agency for over 22 years. For most of that time, the business ran on referrals, no defined niche, and two founders doing most of the work. Six years ago they got serious about building a real team. In this episode, he talks honestly about what that transition looked like and more.
Your Agency Can’t Scale Past the Role You’re Stuck In with Dave Benton | Ep #901
How can you build an agency that outlasts your involvement in it? And what happens to your identity when you finally make that shift?
Over the course of 22 years, today's featired guest grew a one-person freelance operation into a full-service digital agency doing eight figures and then sold it. In this conversation, he'll unpack the real lessons from that journey: the painful transitions between operator, manager, and architect, the hiring decision that finally unlocked his ability to step back from the work he loved, and why the question isn't just who you need on your team — it's who you need to become.
The CEO Trap: Why Founders Either Check Out or Can't Let Go with Matt Nelson | Ep #899
Does growth break agencies or does it expose underlying issues? It’s a common thing. Even with momentum, scrappy decisions, loose roles, and unspoken agreements eventually become the very thing that holds the business back. And by the time it’s visible, it’s no longer a small fix. It’s structural.
Today’s featured guest pulls back the curtain on that transition.
How to Build an Agency That Doesn’t Depend on You with Ted Harrison | Ep #897
Are you struggling to scale your agency or are you unknowingly the thing holding it back?
At what point does your growth stop being a systems problem and start becoming a leadership one?
Today’s guest shares what it to break through those ceilings.
After scaling quickly off the back of a strong network, he made the critical decision to systemize everything before growth turned him into the bottleneck. By leveraging documentation in a smart, intentional way, he built a foundation that allowed the agency to grow without everything running through him.
In this conversation, he unpacks the realities of working with enterprise clients, the often uncomfortable shift from operator to CEO, and why—despite all the noise, AI is actually increasing the need for human judgment, taste, and leadership, not replacing it.
Why Your Agency Can’t Scale Until You Stop Being the Doer with Matt Kovacs | Ep #893
Have you ever wondered how to strike that balance between managing your team and ensuring success for your clients? Today's featured guest is here is talk about what it actually takes to evolve from doing the work to building a team that can win without you.
The conversation cuts through common agency myths, like hiring better clients first or relying on RFPs, and instead exposes the real drivers of growth: team strength, leadership evolution, and structural leverage.
Why Doing More Is Holding Your Agency Back (And What to Do Instead) with Darby Copenhaver | Ep #892
In this rapidly evolving agency landscape, uncertainty has become the norm rather than the exception. From overwhelming decision paralysis caused by AI and doubts on how to move forward with clarity, owners need to adapt to constant change, identifying true bottlenecks, evolving their role, and simplifying systems to scale effectively.
Today’s featured guest is the first point of contact for agency founders experiencing these very struggles. As someone very in tune with the issues founders face, he’ll talk about the steps they need to take to prevent becoming a bottleneck that gets in the way of their own growth and share why growth isn’t about doing more; it’s about becoming something different.
Why Project-Based Agencies Feel Profitable But Aren’t Sustainable with Michael Boychuk | Ep #887
Are you winning exciting projects but still feeling exhausted at the end of every quarter? Does your agency look successful from the outside, yet feel fragile or chaotic behind the scenes?
For most agency owners, the real struggle isn’t creativity. It’s sustainability. Landing big projects isn’t usually the hardest part. The real challenge begins after the win, when you have to deliver consistently, protect your margins, manage your team, and somehow still have the energy to lead.
What It Takes to Scale a 700-Person Agency Without Losing Your Mind (or Margin) with Nital Shah | Ep #870
How big do you actually want your agency to become? Does the idea of running a massive team sound exciting or completely exhausting? For many agency owners, scaling feels less like growth and more like trading freedom for complexity.
Scaling an agency isn’t about hustle. It’s about surviving the moments that almost break you, building systems that actually work, and accepting that what got you here won’t get you there. Today’s featured guest understands that running a big agency is about structure and leadership. He’s grown a global agency to 700 people without losing profitability, sanity, or culture and now he’ll unpack the hard-earned lessons that most agency owners don’t think about until it’s too late.