Smart Agency Masterclass With Jason Swenk: Podcast For Digital Marketing Agencies

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training What if one bad hire wrecked your agency? What if the red flag you're dismissing tanked your margins? Most agency owners learn these lessons the hard way. But you don’t have to. In this episode, Collin Slattery shares the red flags, hiring mistakes, and leadership shifts that helped him build an agency that’s not just growing—but growing sane. He’s here to share stories that can help you shortcut the pain and build smarter, sooner. From pricing hesitations to over-hiring juniors to waiting too long to fire a bad hire, he brings great insights about what not to do—and what to fix fast. At the end of the day, the goal isn’t just growth—it’s sane growth. Collin Slattery is the founder of Taikun Digital, an agency that primarily focuses on the e-commerce space, doing Facebook ads, Google ads, and creative landing pages for clients. He’ll share his scrappy beginnings, the mistakes that cost him (and taught

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training What if scaling your agency wasn’t about adding clients—but building a community that fuels growth from within? During Covid lockdowns, today’s featured guest felt the need to turn his clients into a community, hosting events where they could get to know each other and build relationships. To this day, it remains one of the best changes he’s introduced at his agency. With a dedicated community, a focused niche, and a cap on the amount of clients the agency takes, he created a sense of exclusivity that turned his agency into a “category of one” business that continues to thrive. Join us as he unpacks how his agency journey began, how he accidentally ran into his exclusive niche, and the ways he found to turn clients into members. Oli Luke is the founder of Orange & Gray, a hearing healthcare marketing agency that’s not just thriving—it’s become a “category of one.” He shares how going ultra-niche, b

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Ever dreamed of building a $100 million agency, selling for a massive payday, and seeing your name in headlines? It sounds like the ultimate win. But what happens when that dream starts to crack under pressure? I’ve live through that and it fell apart fast. Not because we didn’t grow but because we skipped the hard stuff. The boring stuff. The stuff that no one talks about when you’re scaling fast. If you’re an agency owner chasing scale, considering a sale, or wondering if your current path is sustainable, this is the truth bomb you need. The Highs: Acquisitions, Headlines, and the $100M Mark Let’s start with the dream. A few years ago, I was part of an agency that had a bold plan: acquire successful agencies (each doing $1M+ in EBITDA), pay half in cash and half in equity, and build a powerhouse primed for an epic exit. And it worked… for a while. 10 agencies acquired Over $100M valuation $8M+ in

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. Joaby Parker is the founder and CEO of Cover 3 Growth Partners, a strategy-first agency based in Logan, Utah, f

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Most agency owners screw up their first sales hire. Why? Because they either hire the wrong person, or refuse to let go of control. Travis Hoechlin used to think building a sales team was a waste of time—until he realized he was the bottleneck. In this episode, you’ll hear how he went from solo closer to leading a performance-driven team that fuels his agency’s growth. Travis Hoechlin is the CEO of Rize Up Media, a marketing company specializing in law firm services. He shares insights into his journey from working at a large agency to starting his own and discusses the challenges of stepping out of a comfortable position and the motivations that ultimately led him and his business partner to take the leap into entrepreneurship. Travis also shared his experience building a top sales team, his logic behind hiring experienced seller instead of going for junior salespeople he could train, and how he keeps

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Ever build a business that “looked” successful—but left you feeling empty? Jeff Hilimire sure did and then he did something about it. In this episode, we unpack how he turned a successful agency career into a mission-driven movement—building purpose-led businesses, launching a global volunteer initiative, and writing books that challenge how we think about impact. Today’s featured guest always genuinely enjoyed agency life—something he quickly realized was the exception, not the norm. That realization led him to a mission: helping others discover greater meaning in their business journey. Whether it’s through his books, his leadership, or his venture that unites developers to build websites for nonprofits in just 24 hours, he is all about turning intention into action. We have the pleasure of welcoming back Jeff Hilimire, the podcast's very first guest, nearly eleven years ago. He shares what drives h

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are you doing great work but still feel like your agency’s stuck in neutral? The truth is, talent alone doesn’t scale a business. In this episode our guest, Stephen Woessner—author, agency growth strategist, and founder of Predictive ROI—reveals why most agencies hit a ceiling... and how to break through with a smarter, more strategic approach. From developing a true methodology to showing up with content that teaches, we dive into what’s working now (and what’s not) when it comes to agency growth, client expectations, and scaling with intention. If you’ve ever relied a little too heavily on referrals, be unsure of your niche, or found yourself winging it without a real system—this one's for you. Tune in to learn how to enhance your agency's approach to attracting clients and scaling your business! Stephen Woessner is the founder of Predictive ROI, an agency that helps clients build predictable and rep

I’ve been paying an agency to run our Meta ads and for some time Meta itself has been reaching out to take over the account. Let that sink in. The same platform your agency relies on is actively trying to cut you out of the picture. The worst part? This is just one example of a much bigger shift. Big tech is building tools that create entire campaigns—copy, design, video, testing—without a human in sight. Your strategist? Replaced. Designer? Replaced. Copywriter? Gone. I get it. It’s a hard pill to swallow, but it isn’t necessarily the end of agencies. It’s just the end of the ones that built their model on tasks. So what’s the future for agencies? Agencies Built on Tasks Are Already Obsolete Let’s get real: if you’re still selling deliverables, your agency’s already falling behind. What AI can’t replicate is leadership. At the end of the day clients want results and direction. Smart agencies are not selling tasks anymore. They're selling thinking. Here’s how they’re staying ahead: 1. Productize the Thinki

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. Paolo Vidali is the founder of Hidden Gears, an agency specializing in e-commerce and Shopify. With over a decade of experience in design, development, and digital marketing, Paolo shares his journey into agency ownership and discusses the challenges and rewards of building a small, distributed team across the US and Europe, as well as the factors tha

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Is remote agency life really the dream? While many chase the freedom of working from anywhere, the reality is far more complex. In this episode, Lisa Larson-Kelley shares how she built a high-performing remote team—without sacrificing culture, communication, or control. Today’s featured guest decided long ago that she prefers the remote option and shares what really makes remote work actually succeed. For her, it comes down to two crucial elements: Creating a solid structure for clear communication and aligned goals Hiring people who thrive in self-led, remote environments Tune in to hear how she built these systems into her agency—and how she still prioritizes meaningful, in-person connection to strengthen team culture. Lisa Larson-Kelley is the CEO and founder of Quantious, a marketing enablement agency specializing in B2B tech companies. Her agency has worked with some of the biggest tech comp

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. Devon Hayes and Amanda Joyce aren’t just agency owners—they’re proof that collaboration can unlock freedom. With deep experience in PR

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training How are you adapting to the many changes in the industry and economy? For many agency owners this is a golden era for the business. Of course, not everyone will thrive—success depends largely on your ability to adapt. In this episode learn how our guest has mastered adaptation through several economic downturns over the years, emerging from each crisis as a more prepared and confident leader. Today, he shares the pivotal moments when his agency could have joined countless others in closing their doors, but instead discovered pathways to emerge stronger than ever. Tune in to learn how he navigated each crisis, how embracing remote work has enhanced nearly every aspect of his agency's culture and operations, and why he firmly believes that despite—or perhaps because of—today's challenges, there has never been a better time to be in the agency business. Dan Kahn is the founder of Kahn Media, an integrated

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Do you feel stuck in your agency journey? Are you trying to figure out the next step to grow? Don’t know what you don’t know but you DO know something is holding you back? These can be hard questions to figure out when you feel you have little to no support to help you identify areas of improvement and make necessary changes. This featured guest felt her agency was doing well with their defined niche, and capabilities. However, something was missing — as an owner, she felt isolated. This all changed when she joined an agency owner community where she could openly share her doubts and struggles while receiving actionable feedback and support. This pivotal decision transformed not only how she operated her business but also accelerated her personal development as a leader. Discover her experience building a business, the defining moment when she first identified as a true entrepreneur, and the two critic

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Have you ever turned to freelancers to grow your agency’s capabilities? What about using fractional support once you realized you couldn’t do everything as the founder and face of the agency? What if the key to sustainable growth isn’t building a massive in-house team, but leveraging the right fractional support at the right time? Today’s guests are two agency owners who turned a modest freelance setup into a thriving multimillion-dollar business—largely through referrals and the strength of their personal networks. They share how a flexible team of contractors became their secret weapon, offering the agility to scale without the overhead of a traditional agency structure. Tune in to learn how former competitors found a way to build a successful collaboration and why fractional support was a big part of their operation from the start. Sydney Mulligan and Lauren Aquilino are the co-founders of Emmie Col

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Do you have a sales system in place for showcasing your agencies services at a low-cost price point that creates an easy “yes” for your prospects? Many agencies are giving away insights in order to land big projects. However, a well-crafted foot-in-the-door offer helps you close clients faster by giving them a taste of what it’s like to work with your agency, but also allows you to qualify whether a prospect is the right fit for your agency and team. Today’s featured guest shares how productizing his offer helped streamline his sales process and communicate a clear value proposition. Furthermore, after building his strategic foot-in-the-door offer, he’s been testing different pricing models to make it an easy “yes” for prospects while still attracting high-quality clients. Discover practical insights on scaling your agency, improving your sales strategy, and boosting conversion rates with intentional,

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training How often and effectively do you communicate with clients? What strategies are you implementing to build trust and develop lasting relationships to retain good clients? We all have blind spots in business, and today's featured guest identified one of the most significant ones for business owners is client communication and how messages succeed or fail to get through effectively. He’ll share his journey of starting a business with the mission of helping business owners identify and repair communication gaps with clients to forge stronger relationships and discuss how he found his niche. He'll also address common communication blind spots that undermine client relationships and emphasize why agency owners must remember that this is fundamentally a relationship business—one where building connections should precede any sales pitch. Join us for insights into marketing, communication, and the importance of

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training What truly makes clients choose one agency over another? What are the essential qualities that elevate an agency from service provider to trusted partner? Today's featured guest brings a rare 360-degree perspective to these crucial questions. As a fractional CMO with extensive experience on both sides of the relationship, our guest provides unique insights into the dynamics of successful agency-client partnerships. Tune in for actionable insights that will help agencies strengthen their client relationships, refine their service approach, and position themselves as indispensable strategic partners. Alex Hultgren is a seasoned fractional CMO with extensive experience in both client and agency roles. He shares his journey through the marketing landscape, from starting at Ford Motor Company and leading marketing efforts at Polaris to transitioning to agency life at Hayworth and later starting his own busi

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are you still relying on basic ChatGPT prompts while your competitors create intelligent systems that work for them around the clock? The gap between basic AI users and strategic implementers is widening rapidly—and it could determine which agencies thrive in the coming years. Today's featured guest leads the pack for this AI revolution. Through systematic implementation of advanced automation solutions, she drove an impressive 20% productivity increase across her agency's operations. By strategically integrating AI technologies throughout their processes, she's transformed her agency's capabilities and efficiency. Additionally, she’s now also helping businesses achieve these same results. Join us as we explore the exciting opportunities AI presents for businesses today and learn about her most successful tool: AI agents. We welcome back Khushbu Doshi, COO of E2M Solutions, a white label agency partner

Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. Lindsay Halsey is the owner of Pathfinder SEO an agency that helps clients grow thei