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 10 years old and covers everything from starting a successful agency to selling your agency.

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Why a Fortune 500 Marketing Leader Left His Dream Job to Start an Agency with Eric Gray | Ep #860
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Why a Fortune 500 Marketing Leader Left His Dream Job to Start an Agency with Eric Gray | Ep #860

Would you ever walk away from a “dream job” to start over from scratch? And if you’ve spent years building a career inside big brands, does it ever feel like it might be too late to launch your own agency? Most people talk about leaving their corporate job to chase something bigger. Very few actually do it, and even fewer jump without a parachute. Today’s featured guest is one of those rare ones. After nearly two decades leading social, content, and influencer teams for household brands, he walked away from his so called dream job to start his own shop without any safety net. Today, he calls himself a brand guy who happens to own an agency.

Eric Gray is the owner of Maverick Content Studio, a twelve person, social-first agency for Fortune 500 brands. After a long and successful career in corporate, where he spent eighteen years building high performing social and content teams for companies like Universal Parks & Resorts, Eric realized he did not want the future he saw in front of him. He left Universal with two months of savings and zero clients. His story is a blueprint for leaders wondering whether to leave corporate and build something of their own

Today his team works with brands like Advent Health, Winn-Dixie, and Travel + Leisure, helping them build audience, loyalty, and relevance through social-first content.

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The Truth About Agency Growth: Why It Gets Harder Before It Gets Easier with Elyse Lupin | Ep #859
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The Truth About Agency Growth: Why It Gets Harder Before It Gets Easier with Elyse Lupin | Ep #859

What if growth doesn’t make things easier but actually just raises the stakes? Agency life looks glamorous from the outside, but the real growth usually starts in the messy middle. Today’s featured guest just wanted to build something of her own, but quickly learned that growth means the challenges get harder, instead of easier, and that your client and team retention will always be the best measures of success, since it means you’ve managed to build a business that has a real impact on clients and a culture people never want to leave.

She’ll share the pressure she felt as the agency got bigger, how she learned to celebrate the little wins, and how she built a culture that has truly worked as a strategic advantage.

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Why AI-Enhanced Agencies Are Outpacing AI-First Pretenders with Michael Davern | Ep #858
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Why AI-Enhanced Agencies Are Outpacing AI-First Pretenders with Michael Davern | Ep #858

AI is changing the agency landscape faster than most owners can keep up with. Tools are popping up daily, clients are asking if rates should drop, and your team is either fired up or freaked out. Today’s featured guest talks about what it takes to build an agency that thrives in a world obsessed with shiny new tech, where the edge is not more tools. It is better leadership, human connection, and an incubator mindset that keeps them ahead without drowning in the noise.

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The Smartest Inbound Channel for Agency Owners Who Hate Cold Outreach with Chase Clymer | Ep #857
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The Smartest Inbound Channel for Agency Owners Who Hate Cold Outreach with Chase Clymer | Ep #857

If your inbound pipeline dries up tomorrow, do you have a channel that can refill it on demand? Every agency owner needs at least one reliable way to attract new leads when things slow down. Today’s guest doubled down on a podcast as that inbound engine, and it paid off big.

But launching your first episode is just the beginning. The real growth comes from getting your ideal clients as guests, creating a conversation that builds connection (not just content), and staying consistent long enough to earn momentum. He’ll break down how to find the right niche, build authority through partnerships, and turn podcasting into a powerful inbound system that keeps quality leads coming in on autopilot.

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The Secret to Surviving AI: Why Soft Skills and Real Partnerships Always Win with Ben Childs| Ep #856
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The Secret to Surviving AI: Why Soft Skills and Real Partnerships Always Win with Ben Childs| Ep #856

If you’re one of the many owners concerned that AI will end the agency model, what are you doing to stay relevant? How are you building lasting relationships that help clients see your value beyond executing tasks? Artificial intelligence, automation, and enterprise-level change have everyone in the agency world wondering what’s next. However, agencies have managed to stay relevant with past technological disruptions and the answer has always been: you need to adapt.

Today’s featured guest has scaled his business through seven business iterations for over fourteen years by being willing to adapt to change, and the AI era is no exception. He’ll unpack how agencies can stay relevant when technology, data, and client expectations are evolving faster than ever and touch on the importance of partnership-based client relationships, and why soft skills—not just smart systems—will be the real differentiator in the next decade.

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How to Build the Leadership Layer Your Agency Needs to Scale with Brandon Rost | Ep #855
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How to Build the Leadership Layer Your Agency Needs to Scale with Brandon Rost | Ep #855

Is your agency growing fast but still running without the right structure or leadership team to sustain that growth? If too many people are reporting directly to you, it’s a clear sign you’ve outgrown your current setup. But building that next layer of leadership isn’t as simple as promoting your top performers. Without a clear strategy, those well-intentioned promotions can backfire, causing confusion, turnover, and setbacks that stall your agency’s momentum.

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Retaining Young Talent and Building Future Agency Leaders with McKay Salisbury | Ep #854
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Retaining Young Talent and Building Future Agency Leaders with McKay Salisbury | Ep #854

How do you ensure the highest possible retention levels at your agency? Which reasons do you give employees to stay and develop their careers at your agency? Today’s featured guest has chosen to hire mostly fresh talent right out of college that his team can train into the sort o worker that can grow at his agency. However, young talent tends to be ambitious and are likely to move on quickly onto the next company. To boost retention, he has created a growth path for employees that are a right fit with the agency. He’ll break down how he has learned to hire intentionally, and create a culture that grows people as fast as profits.

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How AI Is Changing SEO: What Every Agency Owner Needs to Know with Vishal Mahida | Ep #853
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How AI Is Changing SEO: What Every Agency Owner Needs to Know with Vishal Mahida | Ep #853

How are you preparing your clients to start thinking about AI as part of their SEO strategy? Are you educating them on what they can expect now that the landscape is changing with AI optimization? As an agency you should be starting these conversations because you can be sure your clients are already thinking about AI, even if they still don’t understand it’s applications for how clients will get to their content.

Artificial intelligence isn’t just changing how people find information, it’s rewriting the rules of search altogether. Today’s featured guest is already running AI audits for his clients, he thinks all agency owners should be doing this. He’ll unpack what AI optimization really means for agencies, marketers, and business owners who’ve lived and breathed SEO for decades.

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Future-Proof Your Agency Through Innovation and Outstanding Leadership with Ben Gaddis | Ep #852
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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.

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From Chaos to Clarity: Agency Growth Through Operational Maturity with Harv Nagra | Ep #851
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From Chaos to Clarity: Agency Growth Through Operational Maturity with Harv Nagra | Ep #851

Would you say your agency is truly profitable? Take a closer look and assess its structure, systems, and tools through the lens of business maturity. You may find you’re still in the chaos structure and in need of structure and vision.

Running an agency often starts with passion and talent, but keeping it running smoothly takes systems, leadership, and a strong operational backbone. This operational maturity doesn’t happen overnight. As today’s featured guest knows well, it’s a process of reflection, restructuring, and relentless improvement.

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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.

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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.