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.
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.
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.
How Do You Sell (or Buy) an Agency Without Killing Culture? With Alyssa Ash | Ep #840
What does it really look like when employees step up to buy the agency they’ve helped run for years? Today's featured guest will share how she and her partners carried forward the 30-year legacy of an agency founded in the print-and-stamp days, a business that has not only survived but thrived through three different ownership handoffs. If you’ve ever thought about selling your agency, or buying one, this conversation is packed with lessons on culture, succession, and keeping an agency alive for the long haul.
What Happened to UGURUS? Straight from the Founder Brent Weaver | Ep #803
How do you turn a $99 course, launched before it was even fully built, into a 7-figure coaching business? Today’s guest did just that. And he’s here to share why scrappier beats slick every time. If you’ve ever second-guessed launching messy, this episode will feel like validation.
Brent Weaver is on the show talking about his start with UGURUS, the valuable learning that can come from starting before everything’s in place, and why what came after selling his business wasn’t exactly what he had expected.
Sell Your Agency & Get the Best Deal By Checking Your Ego at the Door with Jordan Choo | Ep #771
Are you prepared to sell your agency if the right opportunity presents itself? Making your business sale-ready requires more than just financial preparation—it demands emotional readiness and the ability to set ego aside.
With pleasure, we are featuring a long time mastermind member on the show who, after recently selling his agency, now describes himself as a “recovering agency owner”. It was an unexpected opportunity that turned into an amazing deal for the seller and buyer. Jordan discusses the way he took control of his agency’s future by pursuing the sale, what he’d change about the process, and the importance of having a plan for post-sale integration.
Selling to an Employee: A Unique Approach to an Agency Exit with Eric Holter | Ep #770
Could an internal succession be the right choice for your eventual agency exit? What could that sort of deal structure look like in order to ensure you’re leaving the agency in the best hands possible? As one agency owner transitioned to out of the agency day-to-day, an unexpected result was an organic exit from the business with an employee buyout.
A shining-star employee with the potential to be a great owner was the buyer in mind. Now the challenge was helping him get to a place where he could make the purchase. Listen to the inspiring story of adaptability and structuring the right deal to sell your agency to the right person.
Navigating the Unexpected Sale of Your Agency by Thoughtful Negotiating with Kelsey Dixon | Ep #756
Would your agency be ready for an unexpected acquisition opportunity? Could you make it work if the time and offer were right? One boutique agency owner faced this question when an unexpected offer transformed her lifestyle business into an acquisition prospect. Though she and her partner had no immediate plans to sell, they recognized the potential and methodically prepared for a successful transition. Learn about their experiences finding their niche in the industry, preparing for acquisition, their ‘no regrets’ attitude regarding the sale, and the reason why they approached negotiations with a thoughtful mindset that would benefit everyone involved.
To Sell or Not Sell? What Makes and Breaks an Agency Sale with Jonathan Baker | Ep #727
Do you want to sell your agency someday? Can you imagine a profitable sale and exit agency in the future? Do you feel an acquisition is the mark of business success? Selling your agency shows you’ve built a robust and profitable business, which is a noteworthy achievement. Today’s featured guest helps his clients get ready to find a perfect buyer and reach a deal that withstands the test of time. He’ll discuss why the common reasons to sell are not necessarily the best reasons as well as why undervaluing yourself could hurt your valuation. He also shares common deal killers and deal makers. He highlights the importance of considering personal fulfillment and financial objectives when deciding to sell an agency.
How RECESSIONS OFFER OPPORTUNITIES for Digital Agencies | Ep #589
2023 recession talk: pull back or grow? For the first time ever, Jason Swenk, agency owner, advisor, podcast host, and speaker, is interviewed on his own show! Darby turns the tables on him in this episode, where they discuss mistakes, regrets, and the path to becoming an advisor. Jason also talks about why he feels recessions offer opportunities. He shares his views on an economic downturn and how you can grow when others give up. Don't let fear take over, be proactive and tune in!