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.
They Ran the Same Agency for 8 Years Without Knowing Who Did What with John Scheer | Ep #926
Have you and your co-founder been stepping on each other's toes for years, not because of conflict, but because nobody ever drew the line between your roles?
Today’s featured guest moved across the country to Santa Monica after his current partner called him and asked him to take a chance on building something of their own instead of “working for the man”. It took eight years of figuring out what not to do, a 360 review that finally split their roles, a niche into healthcare and wellness, and eventually a third partner to unlock what the agency is today. He’ll walk through how the role division changed everything, why going upmarket after 2022 forced a more rigorous kind of work, and what he actually thinks AI is doing to branding.
Why These Agency Partners Did an Eight-Month Soft Launch Before the Real Partnership Started with Josh Hanosh & Kevin Howe | Ep #919
Have you ever realized that the thing your agency needs most is the exact thing you are worst at? Have you been trying to hire your way to a leadership partner when the right one might already be someone you know? Today’s featured guest built a full-service agency by merging two separate agencies after years of running in the same professional circles. They’ll walk through how the merger actually happened, why they soft-launched it for eight months before making it legal, and how their complementary weaknesses turned out to be the most valuable thing either of them brought to the table.
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 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.
From Broken Agency Partnerships to Bulletproof Self-Belief with Cliff Skelliter | Ep #873
Have you ever questioned whether you’re actually built for the hard seasons of agency life? When things get messy, unpredictable, or overwhelming, do you wonder if you have what it takes to keep going or if everyone else somehow got a playbook you missed? Most agency owners don’t wake up one day and decide, “I’m going to build an agency.” They trip into it. One project turns into two, side work turns into real revenue, and suddenly you’re invoicing clients without knowing what an invoice number is supposed to look like.
Today’s featured guest unpacks what it really looks like to build an agency without a roadmap. Through failed partnerships, stalled careers, and moments where quitting felt easier than continuing, he developed the resilience and mindset required to keep moving.
Cliff Skelliter is a serial entrepreneur and owner of Launchpad Creative, a design-thinking agency, working across brand identity, video production, and strategy. They blend artistry, functionality, and brand communication to create captivating digital and physical spaces that not only engage and inspire but also reflect the essence and values of the organizations they work with.
How to Keep an Agency Partnership from Blowing Up with Andy Crestodina | Ep #865
What do you do when a business partnership fails? Do you try to engineer the perfect agreement so the exit is clean, or focus on alignment long before anyone signs anything? The truth is, most agency partnerships fail because owners rush into them without slowing down to see the cracks. Preparing for the worst is not pessimistic. It is how you protect the business you are trying to build.
What Happens When 2 Burned-Out Founders Finally Join Forces? with Devon Hayes & Amanda Joyce | Ep #791
What if scaling your agency didn’t mean more stress, but less? Discover how Devon Hayes and Amanda Joyce turned partnership into freedom—and how you can, too. If you’re an agency owner ready to stop grinding and start growing, this episode is for you.
These two entrepreneurs joined forces as partners specifically to navigate this growth journey together—and witnessed how this strategic decision created the growth, impact, and freedom they had always envisioned. Tune in to discover their realization that scaling represented not an additional burden but rather the crucial shift from merely sustaining their businesses to expanding them intentionally and the ongoing challenges they continue to face as they adapt to this exciting new chapter in their entrepreneurial journey.
Growing the Right Agency Team to Win Back Your Time with Jacob Baadsgaard | Ep #782
Do you have the right team in place to remove yourself from fulfillment and sales? What about a partner that may no longer be aligned with the agency’s vision or culture? Today’s featured guest figured out a perfect niche for his abilities in data analytics and went on to create his agency. Along the road, he was met with unexpected challenges, like finding out the right employees are not necessarily the ones with the most expertise, ending partnerships that turned out to be fundamentally misaligned, and the best way to ensure he’s always working with his ideal audience. Learn about the lessons he’s learned with each bump on the road, and the most important lesson about losing clients to a price increase.
The Secret to Longevity: Building Trust and Overcoming Skepticism with James Loomstein | Ep #758
Do you face a lot of skepticism from clients who have been disappointed by agencies before? How do you go about gaining their trust? After seven years running his agency, today’s featured guest still lists that mistrust as one of his primary challenges and talks about his strategic approach to overcoming this hurdle: combining client education with precise problem identification to deliver time-saving solutions that truly impact their businesses. This approach not only helps rebuild trust damaged by previous agency experiences but also positions marketing as a genuine catalyst for business growth.
Join us as we explore how agencies can move beyond surface-level marketing solutions to become trusted partners in their clients' success stories.
Moving from Retainers to Productization to Increase Agency Profitability with Bob Afsari | Ep #746
Are you tired of the endless cycle of client demands and shrinking margins? How can you elevate your agency from a service provider to a strategic partner? Today's guest shares how he identified an untapped market opportunity that revolutionized his business approach. His experience shows how focusing on internal brand strength, selective client relationships, and strategic pricing can transform an agency's profitability and market position.