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.
Why Most Agency Acquisitions Fall Apart (And What Buyers Actually Want) with Azim Nagree | Ep #896
Why are more agencies selling right now? If this trend has made you think about selling, is it because the market is hot… or because you’ve outgrown your role?
If you’re seriously thinking about selling your business, you should know that it’ll ultimately come down to whether it can survive without you, and whether you want it to.
Today’s featured guest breaks down what’s really driving the surge in agency acquisitions right now. He goes beyond surface-level multiples and unpacks what buyers actually look for, why most founders sabotage deals during diligence, and how AI is quietly separating premium agencies from the rest.
This conversation will challenge how you think about growth, ownership, and your role in the business.
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.
Future-Proof Your Agency Through Innovation and Outstanding Leadership with Ben Gaddis | Ep #852
Is innovation truly at the center of your agency operates - not just what you offer clients, but in how. you operate? With AI raising expectations faster than most agencies can adapt, investing in innovation isn’t optional anymore. It’s how you build client trust, stay ahead of disruption, and keep your edge.
Today’s featured guest unpacks his journey from leading the award-winning agency T3 to launching Superstep Capital, a private equity firm investing exclusively in agency and technology-service businesses. His insights cut through the noise on innovation, leadership, and how to stay ahead of the next big shift.
The Right Way to Use AI in Your Agency: Strategy, Tools, and Practical Tips with Ken McLoud | Ep #843
Are you really implementing AI in your agency the right way? Adding a random tool just to say you “use AI” isn’t the game-changer many agency owners hope it will be. In fact, chasing shiny AI solutions can waste time, drain resources, and create tools your team never actually uses. Many agency leaders, especially those aiming to build a sellable business, assume any form of AI integration will automatically boost their agency’s value. But today’s featured guest strongly disagrees. He’s seen firsthand how agencies fall into the trap of building solutions first and searching for problems later, a costly mistake that does more harm than good. Instead, he’s here to share how to approach AI adoption strategically, in ways that actually stick and drive real results.
Why the Middle Layer of Your Agency Org Chart May Not Survive AI with Jennifer Bagley | Ep #841
Are you still thinking of AI as just “ChatGPT with a better prompt”? Or maybe you’ve played around with Zapier automations and thought, yeah, that’s good enough. Today's featured guest knows that the agencies pulling ahead right now are building full-on AI agent networks that replace routine tasks, streamline data pipelines, and give their teams superpowers. She’s re-engineering her agency around AI and will talk about where she finds top-tier talent and why you don’t need to code to lead your agency into the future.
How to Use AI to Add $200K in Profit Without Adding Headcount | Ep #815
We’ve been talking about AI on this podcast for years — not just as the next shiny tool, but as the biggest shift agencies will face this decade. Yet most agencies still haven’t done more than dabble. Meanwhile, their competitors (or even their clients) are using AI to move faster, make sharper decisions, and drive results that leave everyone else scrambling to catch up. If you’re still on the sidelines, you’re already behind.
Today’s guest is clear about the game-changing role of AI in the agency world. He argues it’s not just about making your shop more efficient — it’s about driving better client results, delivering faster, deeper insights, and adding to your bottom line.
What Happened After Brent Weaver Sold UGURUS? The Truth About Life Post-Exit | Ep #805
What really happens after you sell your agency? Brent Weaver, founder of UGURUS, knows firsthand — and it wasn’t the beach-and-cocktails story most agency owners imagine. In this second half of our conversation, Brent opens up about what really happens after you sell a business, why his team stuck around (when they had every reason to bolt), navigating the shift from entrepreneur to executive within a corporate machine. He also lays down a fresh perspective on where agencies are headed in the AI era — and why human advantage is still your biggest asset.
If you missed Part One, go back — it sets the emotional stage. This one dives into the raw aftermath.
Why Delegating AI Could Be the Fastest Way to Kill Your Agency with Brandon Na | Ep #801
Is your agency falling behind in the AI revolution—while competitors pull ahead? If you’ve handed off AI adaptation to your team and progress still feels sluggish, you’re not alone.
The uncomfortable truth? Delegating AI could be the biggest threat to your agency’s future.
Today’s guest, Brandon Na, has seen firsthand how agencies rise—or fall—in the face of disruption. From early SEO days to the AI era, he’s learned what it really takes to lead through change. And it starts with not outsourcing the future.
Many employees feel more fear than excitement about AI—worried it could signal the end of their careers. Instead, agency owners should be very involved in this process and actively try to identify team members who are excited to learn about AI and already experiment with it on their own time. The agencies that will thrive aren't the ones that delegate AI innovation down the chain of command but the ones that build transformation strategies around those natural innovators.
Brandon Na is the founder of Seattle Organic SEO, as well as a venture capital pro and acting CMO. His path into agency life started with a simple desire to never have to do cold sales. So instead, he hacked his way into visibility through SEO. This path took Brandon to South Korea, where he helped scale an education company by 1,400%. He eventually returned to the U.S., launched his agency, and dominated the search rankings in a matter of months—all from a handshake mentorship deal with a guy exiting the space.
Are You Treating AI as Mission-Critical — Or Just Dabbling in It? With Paolo Vidali | Ep #793
AI isn’t coming for your agency—it’s already here. And if you haven’t set clear guidelines for how your team (and your clients) engage with it, you’re already behind. In this episode, one agency founder shares how he went from AI skeptic to strategic adopter—rewriting his workflows, client communications, and pricing strategy to future-proof his business.
Join us as we explore how to move beyond simply offering AI-enhanced services—and start leveraging AI to boost profitability, streamline operations, and establish your agency as a leader in this new era.
Is AI Killing SEO as an Agency Service? 3 Core Principles of SEO with Lindsay Halsey | Ep #783
Is SEO still a viable service offering? If you’re an SEO agency, are you at risk for extinction? With AI taking over many industries at the moment, it’s no wonder people are asking if it’s rise means the death of SEO. Today’s featured guest is an SEO expert that found her path into the industry after discovering her passion for tech. She discusses how AI is reshaping the SEO industry — not eliminating it, but transforming its execution and potential. The fundamental principles that have always driven search engine optimization continue to matter, though their implementation evolves alongside technological advancement. Tune in to gain insights into how forward-thinking businesses are adapting their SEO strategies to thrive in this new environment, and gain practical insights for navigating this shifting digital terrain.
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.