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.

The Agency Incubator Model: How to Fund SaaS Products Through Clients Instead of Investors with David Carnes | Ep #904
Scale Your Agency, AI for Agencies Jason Swenk Scale Your Agency, AI for Agencies Jason Swenk

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.

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How One Bad Hire Turns a Marketing Agency Owner Into the Bottleneck with Scott Leff | Ep #903

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.

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Why Hiring Without Systems Multiplies the Chaos with Chris Seminatore | Ep #894
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Why Hiring Without Systems Multiplies the Chaos with Chris Seminatore | Ep #894

What actually breaks an agency first, growth or the founder’s inability to evolve with it? And at what point does hiring more people stop creating leverage… and start creating chaos? Today’s featured guest dives into why he decided to close his first business, which he had grown to 22 employees, and start again solo. He needed to get away from the chaos of managing a large team, but what is the crucial mistake he can avoid if he ever wants to scale an agency team again? Beneath the tactics, it becomes clear that the role of a founder must grow if they want to build a business that doesn’t collapse without them.

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Why Your Agency Can’t Scale Until You Stop Being the Doer with Matt Kovacs | Ep #893
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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.

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Burned Out Agency Owner to AI Architect: The Real Shift Founders Must Make With Austin Armstrong | Ep #888
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Burned Out Agency Owner to AI Architect: The Real Shift Founders Must Make With Austin Armstrong | Ep #888

How are you protecting yourself from the real risk of owner burnout?

Agency owners often burn out because they built a business that depends entirely on them.

Today’s featured guest is a former agency owner turned AI SaaS founder. He'll unpack what really caused his agency collapse, what he learned from it, and how he rebuilt from a completely different role.

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Want to Sell Your Agency? Start by Firing Yourself with Taylor McMaster | Ep #879
Selling Your Agency Jason Swenk Selling Your Agency Jason Swenk

Want to Sell Your Agency? Start by Firing Yourself with Taylor McMaster | Ep #879

If you want to sell your agency one day, you can’t be the hero in every lane. Taylor built Dot & Co with an exit in mind from year one, systematically removing herself from fulfillment, people management, and eventually sales, so the business could run (and grow) without her. The result: a clean acquisition, a happy team, and zero identity crisis on the other side.

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How Do You Scale Your Agency Without Being the Bottleneck? With Kevin Miller | Ep #823
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How Do You Scale Your Agency Without Being the Bottleneck? With Kevin Miller | Ep #823

Are you a CEO still caught in the weeds of day-to-day operations? If so, you're not building a truly scalable business. Today’s episode is here to help you shift that mindset. Our featured guest is a CEO who has grown his agency by focusing on smart leadership—prioritizing culture, developing strong management structures, and intentionally making himself less essential to every meeting.

Like many agency owners, he once believed he had to outwork everyone to prove his worth. But over time, he discovered that the agency performs better when he leads with vision instead of constant presence and that CEOs don’t need to be grinding to be effective. In this conversation, he shares how he came to that realization, what it’s meant for his agency’s growth and client success, how he built a trusted A-team, and more.

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How to Step Out of Day-to-Day Client Work Without Breaking the Agency with Brent Weaver | Ep #822
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How to Step Out of Day-to-Day Client Work Without Breaking the Agency with Brent Weaver | Ep #822

Are you still you agency’s “product”? Maybe you’ve thought about stepping back from the day-to-day but feel terrified you’ll break what’s working. Out featured guest is the newly appointed CEO of E2M Solutions and he shares what it’s been like going from being the main “product” at an agency he built and grew, to stepping in to run a 300-person white-label agency.

From losing the fear of breaking what already worked to accepting it’s better if he’s usually not in client call, he shares how he’s become comfortable with his new role: coaching the core leadership team, amplifying culture, and making sure hundreds of projects and thousands of tasks get executed well. Brent’s journey is packed with lessons on what real leadership looks like when you’re ready to grow.

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How to Create a Digital Brain for Your Agency and Scale Smarter with Shawn Johnston | Ep #807
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How to Create a Digital Brain for Your Agency and Scale Smarter with Shawn Johnston | Ep #807

How does a print designer become the founder of a thriving strategic web agency? Spoiler: It wasn’t all smooth sailing. But this agency founder figured out how to stop being the bottleneck, leverage systems and AI, and make his agency way more profitable along the way. It all began by creating a digital brain for his agency.

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Scaling Isn’t About Doing More — It’s About Doing Less (The Right Way) with Joaby Parker | Ep #798
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Scaling Isn’t About Doing More — It’s About Doing Less (The Right Way) with Joaby Parker | Ep #798

If you’re the visionary still stuck doing the work, you’re not scaling—you’re surviving. Joaby Parker knows that loop well. From launching his agency straight out of college to nearly burning out and walking away, his story is a masterclass in doing too much, too long.

In this episode, you’ll hear how Joaby broke free from the grind, stopped bottlenecking his team, and built a business that scales without him.

He shares his journey from founding his first agency right out of college to walking away and returning to agency life with a new approach and mindset. He reveals what caused his early plateau, why he left to work client-side, and how returning to the agency world taught him how to lead, grow, and eventually let go of the creative and account management roles that were holding him back.

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