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.
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.
How to Build an Account Management Team That Owns Client Outcomes with Michelle Keckler | Ep #905
Are your account managers drowning because you never built the system around them? In seven years, today’s featured guest and her co-founder built a team of six and developed an account management structure that worked well enough to earn a speaking slot at Elevate. She’ll break down the exact touchpoint cadence her agency uses to retain clients and grow accounts, what she looks for when hiring account managers, and more.
The Agency Incubator Model: How to Fund SaaS Products Through Clients Instead of Investors with David Carnes | Ep #904
Are you running multiple things at once and wondering why none of them are moving as fast as they should? Are you still the one every project, every client, and every decision routes through, no matter how many people you have on your team?
Over nearly three decades, today’s featured guest didn’t just run an agency. He turned it into an incubator, spinning up multiple SaaS companies, a mobile app, and an accessibility tool, all funded and validated through a model most founders have never tried. In this episode, he’ll get into how he built products without outside investors, why the bottleneck is always at the top of the bottle, and what it actually took to step out of the operator seat after 28 years in it.
How One Bad Hire Turns a Marketing Agency Owner Into the Bottleneck with Scott Leff | Ep #903
What if hiring smart people and getting out of your way was not enough to build a self-managing agency? Today’s featured guest will talk through the decisions most agency owners get wrong: when to stay involved, when to let go, and how the absence of rigor compounds into structural problems you won't even notice until you're stuck.
He’ll talk about how bad hiring decisions led him to become the bottleneck, how he’s trying to fix that, as well as why your "number" for how much your agency is worth is probably based on nothing, and the one financial habit that gives you genuine optionality.
How AI Tools Helped a 24-Year SEO Agency Vet Scale 5x Faster Without Burnout with Navneet Kaushal | Ep #902
What separates the agencies growing through the AI wave from the ones quietly shrinking? Do you think you are on the right side of that line? Today’s featured guest claims his agency has grown faster than ever in these recent years of AI ubiquity.
He’ll break down how 24 years of process obsession set him up to capitalize on AI before his competitors even stopped panicking. We get into the real mechanics of building SOPs that survive scale, why founders keep sabotaging their own teams (and how to stop), and how personal branding turned his sales calls into qualification calls. If you're running a $1M+ agency and still feel like the bottleneck, this one is going to sting a little, in the right way.
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.
Staying Small Is a Strategy with Madison Carr | Ep #900
What if scaling your agency didn’t mean hiring more people or building a bigger team? What if the path to more freedom was actually designing a business that needs less, not more?
In this episode, today’s guest challenges the default assumption that growth requires headcount. She breaks down how she’s built a highly specialized, one-person agency and why, when positioned correctly, that model can outperform much larger teams.
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.
The Invisible Ceiling Most Agency Owners Never See Coming with Brandon Harrar | Ep #898
What if growth isn’t actually about more clients, more hires, or even more revenue? What if the very thing driving your success right now is also the reason you’ll eventually stall?
Agency owners tend to chase the usual milestones: bigger deals, a growing team, rising top-line numbers. And for a while, that works. But there’s a breaking point most founders don’t see coming when the business can’t grow any further because everything still runs through them.
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.