Smart Agency Masterclass with Jason Swenk: Podcast for Digital Marketing Agencies

Jason Swenk

Growing an agency is very difficult, and you might feel unclear what to do next in order to grow and scale your agency. The Smart Agency Masterclass is a weekly podcast for agencies that are wanting to grow faster. We interview amazing guests from all over the world that have the experience of running successful businesses, and will provide you the insights you need. Our podcast is just over 3 years old, and have reached more than a half million listeners in 42 countries.

  1. What Happens When Your Agency's SOPs Finally Have Teeth with Andy Janaitis | Ep #910

    10h ago

    What Happens When Your Agency's SOPs Finally Have Teeth with Andy Janaitis | Ep #910

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Have you ever written a process that nobody followed? Or built a folder of SOPs that your team politely ignored and you quietly stopped updating? That was a big struggle for today's featured guest, but six weeks before this conversation, he and his team built something that solved a problem most agency owners have tried and failed to fix for years: an AI context engine that makes their operating procedures actually stick. In this episode, he walks through exactly how it works, how they structured shared and personal context layers, how to get your team started without overwhelming them, and why giving AI an outcome rather than a task is the thing most founders are still getting wrong. Andy Janaitis is the founder of PPC Pitbulls, a boutique digital marketing agency focused on Google Ads and Meta Ads for small to medium businesses. His background is in industrial engineering, data science, software engineering, and product management. Throughout these different stages of his career, he always worked at agencies. So naturally, when it came to starting his own business that seemed like the obvious choice. He launched the agency in 2020 alongside a former colleague, the same week his first child was born and COVID hit. PPC Pitbulls' differentiator is measurement: every ad dollar is tracked, client behavior on-site is understood, and optimization follows the data rather than intuition. In this episode, we'll discuss: Andy's solution to the common owner SOP problem Shared context vs. personal context Get next-level results by providing outcomes, not tasks Subscribe Apple | Spotify | iHeart Radio Sponsors and Resources This episode is brought to you by Wix Studio: If you're leveling up your team and your client experience, your site builder should keep up too. That's why successful agencies use Wix Studio — built to adapt the way your agency does: AI-powered site mapping, responsive design, flexible workflows, and scalable CMS tools so you spend less on plugins and more on growth. Ready to design faster and smarter? Go to wix.com/studio to get started. The SOP Problem Most Agencies Have Given Up On Every agency owner knows the rhythm. You write the process. You put it in ClickUp or Notion or a shared drive. You announce it to the team. Three months later nobody is using it, and you are back to making every decision yourself because it is faster than watching the system fail in real time. Andy has run this loop and now, just six weeks before the recording, managed to use AI to create a tool that changed everything. It was an AI context engine that pulled from every client touchpoint, including meeting recordings, email, and Slack, and converted that information into living context files the team can query in real time. The key detail is what happens when someone wants to update a shared file. Every central skills file has an owner. Changes get queued for approval rather than overwriting existing rules. What used to be a static document that slowly went stale is now a system that learns, updates, and actually enforces how the agency operates. Shared Context vs. Personal Context: Why the Distinction Matters The context gathered in this way is structured across the team in two tiers: First tier: The central bank holds client context, agency-wide skills files, and general operating rules. That lives in a shared Google Drive folder that auto-syncs to every team member's desktop. Second tier: Personal context, meaning individual rules that only apply to a specific person's workflow, like filtering certain emails that have nothing to do with the agency. The reason this distinction matters is that most teams building shared AI context run into one of two problems: the files are so locked down nobody updates them, or they are so open that updates overwrite each other and nothing is reliable. The queue-and-approve structure Andy built threads that needle. Team members can flag a better way to do something. The file owner reviews it. If it makes sense, it gets merged into the main store. The agency gets smarter without the chaos of everyone editing the same file in real time. Start With One Specific Thing, Not the Whole System Most founders decide to build an AI operating system and then make the mistake of trying to build everything at once, load too much context into a single document, and end up with a system so heavy it cannot function efficiently. Jason describes his own early version as trying to get every person in the company to approve a single letter change. The architecture was right but the structure was wrong. Andy's starting point recommendation is specific enough to actually follow: Pick one workflow. The one that creates the most friction or the most inconsistency. Open Claude desktop, describe what you want, identify the tool or source you want to pull from, and ask it to build a file structure that keeps client context organized and retrievable. The plan it generates is not perfect. That is fine. You approve, adjust, and run it. From that first working piece, everything else becomes an iteration. The common mistake is waiting for a complete vision before starting. The agencies making real progress right now started with something small six weeks ago and have been adding ever since. Give It an Outcome, Not a Task The tactical shift that runs through this entire conversation is the difference between assigning AI a task and giving it an outcome. A task is "write me a sales proposal." An outcome is "we need to win this client, here is everything we know about them, here is our agency's positioning, here is what a strong proposal from us looks like, produce a first draft." The output from the second prompt is not in the same category as the output from the first. This is the same principle that makes or breaks the first few hires at a growing agency. Most founders who have struggled with underperforming team members can trace it back to the same root: they handed someone a task without ever communicating the outcome they were trying to reach. AI amplifies both good and bad briefing habits instantly. Give it strong context and a clear destination, and it operates well above expectations. Give it a vague instruction and ignore the output quality, and the tool looks broken when the real problem is the brief. Building the context engine is how you make that outcome-focused briefing the default rather than the exception. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    22 min
  2. 4d ago

    Does Your Agency Sell Work That AI Does for Free? with Tom Lee | Ep #909

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are you still optimizing your agency's content for Google while your clients are getting their answers from AI? Are you charging for the execution that AI is about to make obsolete, while giving away the strategy that commands real fees? Today's featured guest works with agencies navigating the shift from traditional search to generative engine optimization. He'll talk about what the Anthropic research actually says about how much of the work agencies do today can be automated, how AI reads content differently than Google does, and the practical steps any agency can take right now to show up in AI-generated answers before competitors figure it out. Tom Lee is an AI search and SEO specialist and co-founder of Visto, a platform that helps agencies build the visibility and optimization layer for the AI search era. Tom and his team advise agencies on generative engine optimization, or GEO, and how to position their clients to show up in AI-generated answers across platforms like ChatGPT, Claude, Perplexity, and Google's AI Overviews. His background includes working inside large enterprise companies including Apple and Walmart, where he managed SEO at scale. He now works directly with SEO and GEO agencies helping them build the strategic frameworks and content systems that translate traditional search authority into AI visibility. In this episode, we'll discuss: Is your value proposition still execution? Why GEO does not replace SEO Repackaging existing content will get you nowhere Subscribe Apple | Spotify | iHeart Radio Sponsors and Resources E2M Solutions: Today's episode of the Smart Agency Masterclass is sponsored by E2M Solutions, a web design and development agency that has provided white-label services for the past 10 years to agencies all over the world. Check out e2msolutions.com/smartagency and get 10% off for the first three months of service. What the Anthropic Research Actually Says Tom referenced an Anthropic study published earlier this year that mapped out the theoretical automation potential across industries. For software development, AI can already handle around 35% of code generation, with a theoretical ceiling of 97%. For business and marketing functions including SEO, that ceiling is 94%. In his view, those numbers are not a reason to panic, but they are a reason to get clear on which part of the work you are actually selling. The agencies at risk are the ones whose value proposition is execution. Writing the content, building the links, pulling the reports: if that is what you are charging for, you are in the category that AI is actively compressing. The agencies that will hold their ground and grow their fees are the ones charging for judgment. Which topics to chase. Which content gaps matter. How to translate client expertise into something AI will actually cite. That is the 6% that automation cannot touch, and it is also the highest-margin work in the engagement. GEO Is Built on Top of SEO, Not Instead of It Something that gets lost in the noise around AI search is that GEO does not replace SEO. It extends it. Showing up in Google search results is still the foundation. What has changed is that showing up is no longer enough. AI reads content the way a human being reads it, evaluating whether the argument is convincing and whether the source is credible, not just whether the right keywords appear in the right density. That changes what good content has to do. The practical starting point Tom recommends is mapping what he calls the semantic space for a client: Identifying what topic areas people are actually raising in AI conversations that the client should be part of. From there, you translate that semantic space into specific prompts, run those prompts across the major AI platforms, and audit what comes back. Who is being cited? Where is the client showing up and where are they absent? What content is AI pulling from competitors that the client has not produced yet? That gap analysis is the strategic deliverable that commands real fees. It is also the work that no AI tool will do for you, because it requires knowing what the client actually wants to be known for. Why Repackaging Existing Content Gets You Nowhere Once you're clear about the topics your audience is looking for, there's something that will for sure not work the way many think it does. When you identify a content gap and ask AI to fill it, you get repackaged information drawn from the same sources the AI already used to generate the gap. That content does not move anything forward. AI knows where it got the data from. Recycled information does not earn citations. What earns citations is new data, original perspective, and subject matter expertise that advances the conversation rather than summarizing what already exists. The 5 step system Tom uses with his clients: Identify the content gaps Build a specific set of questions tied to those gaps Send those questions to a subject matter expert at the client Have them record a Loom or voice memo answering freely Use AI to transcribe and chunk that recording into content The raw material is original. The expertise is real. The content that comes out earns its place in the semantic space rather than competing with what is already there. Your Clients Are Training AI. Are You Helping Them Do It Right? The broader point running through this conversation is one that matters whether you run an SEO agency or not. AI systems are being trained on open-source content: social media posts, forum conversations, podcast transcripts, FAQ pages, markdown-formatted content. Every piece of content a client publishes is either building their presence in that training data or failing to. Agencies that understand this and can show clients where they are absent, who is filling that space instead, and what it would take to reclaim it, are in a fundamentally different conversation than agencies still talking about keyword rankings. The founders who will build authority in this environment are the ones creating real content from real expertise, showing up broadly enough to be present in the long tail of AI conversations, and charging for the strategic thinking that makes all of it coherent. The execution is becoming a commodity. The strategy never was. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    28 min
  3. 9 Years, Zero Churn: The Agency Positioning That Turns Clients Into Long-Term Partners with Brooke Sellas | Ep #908

    May 24

    9 Years, Zero Churn: The Agency Positioning That Turns Clients Into Long-Term Partners with Brooke Sellas | Ep #908

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are you still showing up for every function in your business after years because stepping back feels like abandoning what you built? Do you publish content consistently but wonder why it is not moving the needle? Today's featured guest owns a social media agency and built her client roster by getting on stage before she was comfortable doing so. She wrote a book that got her on the stages she wanted, and carved out a niche so specific that it made content marketers uncomfortable. In this conversation, she'll talk about how she landed enterprise clients with zero churn over nine years, what it actually takes to find a real differentiator, and much more. Brooke Sellas is the CEO and founder of B Squared Media, a Michigan-based agency offering social media management, paid media management, and social media customer care. Her social care practice works exclusively with enterprise brands at $5 billion and above in annual revenue, including long-term clients she originally closed nine years ago with zero churn since. She is the author of Conversations That Connect, a book built around the idea that social is a conversation channel, not a content channel. Brooke speaks at major marketing conferences, including Social Media Marketing World and now teaches AI at the University of California. In this episode, we'll discuss: Why your differentiator must be an outcome Being stuck in the Founder Evolution Framework Why hesitation regarding AI will kill your agency Sponsors and Resources This episode is brought to you by Wix Studio: If you're leveling up your team and your client experience, your site builder should keep up too. That's why successful agencies use Wix Studio — built to adapt the way your agency does: AI-powered site mapping, responsive design, flexible workflows, and scalable CMS tools so you spend less on plugins and more on growth. Ready to design faster and smarter? Go to wix.com/studio to get started. How She Built a Client List Enterprise Brands Still Have Not Left Brooke's first two major clients came from a speaking appearance she almost did not take. She hated being on stage but agreed anyway. She closed Brother International and Miele from that first talk, and immediately made speaking her primary lead generation strategy. Nine years later, those clients are still with the agency. That zero churn across the social care practice is the result of a positioning decision made early: social is a revenue channel, not a content channel, and every client relationship is built around proving that. Getting on bigger stages required a longer game. Brooke spent years speaking for free, asked her network exactly how they were getting booked, and eventually took advice to write a book. The book cost around $25,000 to produce and self-publish. It opened stages that had been closed before. Social Media Marketing World followed because the book got in front of the right people and gave the organizer enough confidence to put her on stage. The ROI was not immediate. It compounded across years of bookings, consulting fees, and speaking revenue that now functions as a separate income stream while still generating agency leads. Your Differentiator Has to Be an Outcome, Not a Vibe Brooke is direct about what does not work as positioning. Saying your agency is a people-first agency, that you care more, that you have great culture: none of it separates you in a room where everyone is saying exactly the same thing. She spent years telling content marketers they were wrong, walking into rooms full of people who measured social by follower counts and publishing frequency, and saying the right metric is revenue from social. That took a stance. It made some people uncomfortable, and that discomfort was the signal she was in the right territory. The lesson she draws from her own experience is not that you need to be contrarian for its own sake. It is that your differentiator has to connect directly to a business outcome your client already cares about. Her agency's tagline is Conversation Not Campaign. That is a positioning claim with a revenue argument underneath it. If you cannot articulate what outcome your positioning produces for the client, you do not have a differentiator yet. You have a personality. Where She Is in the Founder Evolution Framework and What It Costs Her Fourteen years into building B Squared, Brooke is somewhere between Architect and CEO and honest about what that means in practice. She still runs most things. She knows it is holding back growth. She also knows that the identity piece is real: when you have built something for over a decade and your name is synonymous with what the agency delivers, stepping out of that role is not just a structural decision. It requires a different relationship with your own sense of contribution. What she articulates clearly is the tension every founder at this stage knows. She does not want to be the bottleneck anymore. She also has not yet handed the systems over to someone who can own them at the level she would. The move at this stage is not to wait until someone earns total trust before stepping back. It is to build the systems, put the right person in charge of them, and let the fender benders happen so the team develops the capability to solve problems without routing everything through the founder. The alternative is staying indispensable in a way that caps everything the agency could become. Stop Hesitating and Treat AI with Curiosity Brooke runs social media and paid media services. She is clear-eyed about what AI is doing to both: content that used to take weeks to produce is now a matter of seconds, and ad copy that required real craft is being generated faster and often better than agency teams can match manually. That is the honest read. The response she chose is not to protect what exists but to figure out where AI creates opportunity she was not positioned to capture before. The Gartner stat she cites is worth repeating: people who use AI to help them sell, sell 3.7 times more than those who do not. Brooke is a speaker, a consultant, and a sales-driven founder. That number is an opening, not a threat. The agencies that are struggling right now are the ones that treated the last two years as a window to observe and decide. The window is closing. Curiosity and willingness to play with new tools before mastery arrives is not optional. It is the trait that has always separated the founders who build something lasting from the ones who stay comfortable until the market moves without them. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    31 min
  4. May 20

    What Does a 78% Close Rate Actually Tell You About Your Sales Process? With Jen Jurgens | Ep #907

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are you charging for execution when clients are about to stop paying for it? Are you building your sales process around your offer instead of around your prospect's trust? Today's featured guest built a growth workshop that converts 78% of buyers into long-term retainer clients. In this episode, she'll get into what that workshop actually contains, why the entry offer might be the thing keeping it from scaling, how to stop your CEO from chasing shiny quarters mid-engagement, and what happens when you position strategy as the product instead of execution. Jen Jurgens is the founder of 1 Bold Step, a revenue operations agency based in Michigan. Her background is in supply chain management, which is where she developed the belief she will die on: sales and marketing is a process, and processes can be measured, improved, and optimized. One Bold Step is a HubSpot partner and works primarily with B2B clients on pipeline growth, campaign optimization, and revenue systems. In this episode, we'll discuss: Focusing on pipeline growth as a primary metric Creating a foot in the door for Jen's growth workshop Selling the process, not the deliverable Subscribe Apple | Spotify | iHeart Radio Sponsors and Resources E2M Solutions: Today's episode of the Smart Agency Masterclass is sponsored by E2M Solutions, a web design and development agency that has provided white-label services for the past 10 years to agencies all over the world. Check out e2msolutions.com/smartagency and get 10% off for the first three months of service. Toggl: Most agencies are losing 15–30% of their profit every year: lack of time tracking, messy manual timesheets, scope creep, untracked revisions, and all those "quick" client requests that never get billed. Toggl has created a fast, interactive way to uncover exactly where your margins are leaking. Start your investigation now at toggl.com/smartagency and use the code SMARTAGENCY10 at checkout for a 10% off annual plans. The Case for Charging for Strategy Before Execution Jen comes at pricing from a supply chain logic: if you can measure the outcome, you can defend the price. Her agency focuses on pipeline growth as its primary client metric because it is the number most directly connected to revenue and the one she can credibly influence within a defined timeframe. Monthly reports go out, and every quarter there is a two-hour retrospective with the client covering what was committed to, what actually happened, what worked, what did not, and what the next 90 days look like. The reason this cadence holds is that it makes the strategic layer of the engagement visible. Most agencies send reports that clients stop reading after the first month because the data is wrapped in jargon and disconnected from business outcomes. Jen's approach is the opposite: tie everything to pipeline, show up in person or on screen quarterly, and use an Agile sprint structure to keep the client's attention from jumping to whatever crossed their desk that morning. That level of structure is the thing clients are actually paying for, and most of them do not know it until it is explained to them directly. Why Your Entry Offer Might Be the Reason Deals Stall Jen's growth workshop has a 78% conversion rate from buyer to long-term retainer. That is a strong number. The problem is on the other side of the funnel: getting prospects to say yes to the workshop in the first place. The workshop is currently priced between $10,000 and $15,000, takes 100 to 120 hours of agency time to deliver, and goes deep enough that Jen describes it as showing clients not just what they want but what they actually need. It is comprehensive. It is also a significant ask before any trust has been established. The Foot-in-the-Door principle exists precisely for this situation. A $10,000 to $15,000 entry requires founder-level credibility to close and has no on-ramp for prospects who are not yet convinced. What it needs is a smaller version that a prospect can say yes to at low risk, that delivers a real insight in a short window, and that makes the full workshop the obvious next step rather than a leap of faith. The mechanics are straightforward: charge $1,000 to $2,000 for a focused diagnostic session, frame it as a mutual qualifier, and let the output do the selling. The trust the mini-session builds is what removes the friction from the larger close. Selling the Process, Not the Deliverable Jen describes what she actually does in the growth workshop as taking the client's assumptions about what is blocking their growth and replacing them with what is actually blocking their growth. Nine times out of ten, a CEO who says they need more leads is sitting on an unconverted database, a sales team sitting on two-year-old proposals, or five product lines with no prioritization. More leads into a leaky bucket is not a solution. The reason this framing is powerful is not just diagnostic accuracy. It is positioning. When Jen walks into a growth workshop, she is not selling marketing services. She is functioning as a strategic operator who knows how revenue systems work and is willing to tell the client something they did not ask to hear. That is a fundamentally different position than an agency responding to an RFP. The clients who pay $10,000 to $15,000 for that workshop are not buying a deliverable. They are buying the read, and the confidence that what comes next will be built on something real. Pricing for Strategy When AI Is Changing What Execution Costs The conversation landed on a reality every agency is navigating right now. Execution is getting cheaper and faster. Four websites in three hours is not hypothetical anymore. Clients who used to pay for time spent are starting to ask why the price has not moved if the time has. The answer is not to lower prices. The answer is to make the case clearly that what they are paying for was never the hours. It was the 20 or 30 years of judgment that knows which inputs to use, which levers to pull, and what not to build. Jen's framing for clients who push back on process costs is direct: you can manage this yourself and be the general contractor on your own build. But you will not, because you do not have the time, and if you did, you would not need us. Agencies that can hold that position without flinching are the ones that will not have their margins compressed by AI. The ones that cannot articulate what strategy is worth beyond hours delivered are already in trouble. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    24 min
  5. Why Your Agency Grows Slower When You're the Best Person on the Team with Olivier Bridgeman | Ep #906

    May 17

    Why Your Agency Grows Slower When You're the Best Person on the Team with Olivier Bridgeman | Ep #906

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Have you ever hired someone to free up your time and found yourself working more hours than before? Have you hit a point where your reputation for quality is actually the thing keeping you stuck in every project? Today's featured guest and his wife have been building their agency for over 22 years. For most of that time, the business ran on referrals, no defined niche, and two founders doing most of the work. Six years ago, they got serious about building a real team. In this episode, he talks honestly about what that transition looked like, why his technical strengths became a liability as the agency grew, how a lack of sales infrastructure was quietly making their delivery problems worse, and what the shift to actually picking clients has done for their operations. Olivier Bridgeman is the co-founder of Bridge Media, a marketing and web agency serving businesses in residential construction, renovation, and maintenance—recognized as the builders of credibility. Although it has been operating for over two decades, Olivier and his wife made the decision to build a real team and install the infrastructure that would let the business grow beyond them just six years ago. The agency now has 11 people, and Olivier is in the process of evolving out of the operator role and into something closer to CEO, working through the mindset and structural challenges that come with that shift. In this episode, we'll discuss: The expected cost of adding more people When your biggest strength turns you into a bottleneck Fixing sales to fix the delivery problem Sponsors and Resources This episode is brought to you by Wix Studio: If you're leveling up your team and your client experience, your site builder should keep up too. That's why successful agencies use Wix Studio — built to adapt the way your agency does: AI-powered site mapping, responsive design, flexible workflows, and scalable CMS tools so you spend less on plugins and more on growth. Ready to design faster and smarter? Go to wix.com/studio to get started. Herringbone Digital: If you're thinking about exiting now, planning a few years ahead, or just want to understand your options, you should know about Herringbone Digital. They're not a typical financial buyer. They're operators who actually understand what it takes to build and scale an agency because they've done it themselves. Their approach is simple: invest in great founders, protect what's already working, and help agencies scale faster. Go to https://www.herringbonedigital.com/swenk and start the conversation. Why Adding People Made the Work Harder Before It Got Easier After years of being the sole force behind the business, the motivation to build a team was simple: bring on people, hand off work, and get time back. The reality was that the first hires created more work, not less. Olivier and his wife had to deliver their own work, review and redo the team's work before it went to clients, manage schedules, clarify responsibilities, and absorb the cost of onboarding, all at the same time. This is the Manager stage in full effect, and it is the stage where most founders assume something is broken when it is actually just the expected cost of the transition. What Olivier describes is exactly what makes this stage so difficult: you used to know what you were doing every afternoon. Now you have to manage your own calendar and everyone else's. The invisible work of managing people, training them, setting expectations, and maintaining quality does not show up on any timesheet. It just accumulates. The goal is to move through this stage quickly, not to stay in it and hire more people on top of it. When Your Biggest Strength Becomes the Bottleneck Olivier's programming ability, which was his edge at the start, became a trap as the team grew. When you are the best technical person in the room and there is a problem in front of you, the reflex is to fix it. It is faster. It is cleaner. And it quietly signals to the team that you do not trust them to solve it themselves. The pattern is common across founders who built their agencies around a specific skill. The capability that created the business eventually becomes the reason the founder cannot leave it. Every time Olivier jumped in to fix something, he was reinforcing the team's dependency on him rather than building their ability to handle it independently. The structural answer is not to stop caring about quality. It is to raise the standard through coaching and systems rather than through personal intervention. The goal is a team that can hit 80 percent of what you would have done, on their own, then coach them to 82, then 85. Perfection is not the benchmark. Capability without you is. What Fixing Sales Did to Their Delivery Problem For most of Bridge Media's existence, new business came through referrals and local relationships. That felt safe. Working some local events and being known within their market was enough for a while. In practice, it meant every client was different, every project required a different set of skills, and the team was constantly starting from scratch. The founders had to stay deeply involved because the work never became repeatable enough for anyone else to own it. Two years ago, Olivier and his wife made a deliberate shift toward building an actual sales function. The downstream effect was not just more leads. It was better client fit, more predictable project types, and a team that could finally develop real expertise in a consistent area of work. When you build a pipeline, you get the ability to be selective. When you are selective, you take on clients your team can actually serve without the founders embedded in every deliverable. Referral dependency does not just create revenue risk. It creates a structural trap that keeps founders in the operator seat far longer than necessary. The Mindset Shift That Has to Happen Before the Role Can Change Olivier knows he needs to step back, and it is still hard. Not because the systems are not there, but because the identity is hard to separate from the work. When you have spent years building a culture of teamwork and being present for the team, stepping into a more removed role can feel like abandonment, both to the team and to yourself. The reframe that matters here is not about working less. It is about what the business actually needs from you at each stage. You may think that your biggest contribution to the agency is your time, but at the CEO level your job is: Setting the vision Communicating it consistently Coaching the leadership layer Protecting the culture through behavior rather than through presence Steering direction That work is roughly 20 hours a week when done correctly. The challenge is that most founders do not believe that until they have experienced it, and the discomfort of having fewer hours filled pushes them back into the operator role they just worked hard to leave. Recognizing the rubber band effect for what it is, significance-seeking disguised as contribution, is what makes it possible to stop pulling yourself back in. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    33 min
  6. May 13

    How to Build an Account Management Team That Owns Client Outcomes with Michelle Keckler | Ep #905

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training Are your account managers drowning because you never built the system around them? Are you still the one clients call when something goes sideways, even though you hired someone to handle that? In seven years, today's featured guest and her co-founder built a team of six and developed an account management structure that worked well enough to earn a speaking slot at Elevate. She'll break down the exact touchpoint cadence her agency uses to retain clients and grow accounts, what she looks for when hiring account managers, and what it took to actually get out of the way. She'll also share what makes a co-founder partnership work when so many of them fail. Michelle Keckler is the co-founder of KNC Marketing, a full-service digital marketing agency based in Nashville, Tennessee. She and her co-founder Danielle launched the agency after Danielle was laid off from a company they both worked at. Within two months they had enough clients for Michelle to leave her corporate job. Michelle spoke at Elevate and has been a member of the Agency Mastery Mastermind. Her focus inside the agency is on client relationships, account management structure, and building a team that can own outcomes without founder involvement. In this episode, we'll discuss: How to set your account managers for success What to look for in an account manager Why letting go is not a one-time decision Subscribe Apple | Spotify | iHeart Radio Sponsors and Resources E2M Solutions: Today's episode of the Smart Agency Masterclass is sponsored by E2M Solutions, a web design and development agency that has provided white-label services for the past 10 years to agencies all over the world. Check out e2msolutions.com/smartagency and get 10% off for the first three months of service. Toggl: Most agencies are losing 15–30% of their profit every year: lack of time tracking, messy manual timesheets, scope creep, untracked revisions, and all those "quick" client requests that never get billed. Toggl has created a fast, interactive way to uncover exactly where your margins are leaking. Start your investigation now at toggl.com/smartagency and use the code SMARTAGENCY10 at checkout for a 10% off annual plans. The Account Management System That Actually Retains Clients For Michelle, the first step to setting her account manager for success is to hand off ownership of that account to them right away and make that clear to the client. After that, they rely on a structured cadence built around three consistent touchpoints: weekly status updates so clients always know where things stand, monthly meetings to review campaign metrics and look at the next 30, 60, and 90 days, and quarterly business reviews that step above the day-to-day to assess overall direction and impact. What makes the cadence work is not the frequency. It is what happens inside each touchpoint. Michelle is specific about this: the monthly meeting is more than just a metrics review. It is an opportunity to ask the client what has changed in their business, whether they made a key hire, lost a team member, or landed a new account that shifts priorities. Often agencies get so focused on delivering the work that they stop asking questions that would help them serve the client better. That gap is where accounts quietly go sideways before anyone notices. Who to Hire for Account Management (And What to Actually Look For) Account management is one of the hardest roles to hire for because it requires a combination of skills that rarely come packaged together. Michelle is direct about this: you are looking for someone who can sit in a room with a client, speak confidently about the work, handle a difficult pricing conversation, and bring enough business understanding back to the internal team to actually inform strategy. She calls it a unicorn role, and she means it. What she's learned through experience is that marketing background matters less than business acumen and leadership mindset. Several of their best account managers came from strong business backgrounds with no formal marketing experience. They hired for values alignment and problem-solving ability, then trained the rest. The interview process shifted from culture-fit questions toward situational ones: how would you handle a frustrated client, tell me about a hard conversation you navigated. Knowledge can be taught. The instinct to lead a client relationship under pressure cannot. Getting Out of the Way Is a Decision You Have to Make More Than Once Michelle is honest about the fact that letting go of account management was not a one-time decision. It was a pattern she had to interrupt repeatedly. Early on she stayed involved because she knew her first hire personally. As the team grew, the justification changed but the behavior did not. advice from Darby, Agency Mastery's Agency Scale Specialist, to take the floaties off and let her people swim, stuck with her because it named the real problem: the systems were in place, the people were qualified, and she was still hovering. The practical shift that made the difference was removing a bottleneck in the operations structure. Danielle had been handling project management as an additional layer between account managers and the internal team. Moving project management back to the account management team eliminated a handoff, sped up delivery, and forced the account managers to own the full outcome of each client relationship. That structural change did more than any mindset shift could on its own. The role became clearer, the accountability became cleaner, and the team stepped into it. What Makes a Co-Founder Partnership Actually Work Michelle and Danielle are cousins who have built a seven-year agency together, which puts them in a small category. Michelle is candid about why she believes many partnerships fail and why theirs has not. The foundation is shared values and a shared goal for the business. The operating reality is that they have very different personalities, and that difference is a feature, not a bug. Danielle is the fast implementer. Michelle is the one who wants to think it through. One is the gas, one is the brake, and the business has avoided several train wrecks as a result. What she is clear about is that a partnership is not a shortcut. It requires the same kind of honest communication and tolerance for imperfection that any long-term relationship does. There will be stretches where one partner is carrying more than the other. There will be disagreements about pace, direction, and priorities. What matters is that both people want what is best for the business and the team, and can say the hard thing to each other when it needs to be said. Michelle is not selling the partnership model to everyone. She is saying that if you find someone with complementary strengths and the same core values, do not let the fear of conflict talk you out of it. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    27 min
  7. The Agency Incubator Model: How to Fund SaaS Products Through Clients Instead of Investors with David Carnes | Ep #904

    May 10

    The Agency Incubator Model: How to Fund SaaS Products Through Clients Instead of Investors with David Carnes | Ep #904

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. David Carnes is the co-founder of Arcstone, a digital agency based in Minneapolis that has been operating since 1997. Over the course of his career, he has launched multiple companies from inside the agency, including a SaaS platform for associations built as early as 2000, a document management system called Wonderfile that was acquired by Blue Tie in New York, and NC, an accessibility scanning tool built initially for Arcstone's own quality assurance needs. His wife now runs Arcstone as CEO. David currently sits in the CFO seat, operating across all three businesses as an advisor and strategic layer rather than a day-to-day operator. In this episode, we'll discuss: Creating the structure to run several businesses and not be in the middle of everything Why the founder bottleneck is a trap you can learn to avoid Understanding the importance of creating dedicated AI roles Sponsors and Resources This episode is brought to you by Wix Studio: If you're leveling up your team and your client experience, your site builder should keep up too. That's why successful agencies use Wix Studio — built to adapt the way your agency does: AI-powered site mapping, responsive design, flexible workflows, and scalable CMS tools so you spend less on plugins and more on growth. Ready to design faster and smarter? Go to wix.com/studio to get started. Herringbone Digital: If you're thinking about exiting now, planning a few years ahead, or just want to understand your options, you should know about Herringbone Digital. They're not a typical financial buyer. They're operators who actually understand what it takes to build and scale an agency because they've done it themselves. Their approach is simple: invest in great founders, protect what's already working, and help agencies scale faster. Go to https://www.herringbonedigital.com/swenk and start the conversation. Funding Products Without Giving Up Equity One of the most practical lessons owners can take from David is how he funded multiple software products without investors. The model is straightforward: go to existing clients or a relevant group, identify a shared problem, and ask them to collectively fund the build in exchange for lifetime access. For AMO, six or seven associations each kicked in eight thousand dollars. For a later mobile event app, fifteen associations each contributed five thousand. In both cases, David had enough capital to build, immediate users providing real feedback, and zero equity given away. The reason this works is the same reason the Foot in the Door methodology works inside agency sales. A small, committed financial investment creates accountability on both sides. The customers who fund it show up with feedback because they have skin in the game. The builder ships something real instead of overbuilding in isolation. David was explicit that his own tendency to overcomplicate a product shrinks significantly when real users are in the room from day one. Too Many Plates, Not Enough Structure Building multiple companies inside one agency creates a specific kind of chaos. David called it too many plants in one pot. The companies start competing for the same resources, the same attention, and the same management bandwidth. His early answer to this was to stay in the middle of everything, which meant every decision still ran through him. The shift did not come from a framework or a book. It came from maturity and, eventually, necessity. When his wife stepped into the CEO role at Arcstone and dedicated management teams formed at AMO and NC, David moved into the CFO seat and took on what he called a monster back role, someone who can move across the whole field without being anchored to any single function. That is not a role most founders reach quickly, and he is honest about the fact that he still gets pulled back in when a longtime client or friend asks for something. The trap is familiar: you step in, you mean well, and in doing so, you signal to your team that you do not trust them to handle it. Founder Bottleneck Is a Pattern, Not a Personality Flaw David does not pretend he solved the founder bottleneck problem cleanly. In reality, patterns of it showed up repeatedly. You build structure, you step back, something pulls you in, and you disrupt the system you built. David described it as spiral growth rather than linear progress. You see the same lesson again. You handle it a little better. You move on. What makes the pattern more manageable is having a framework that names it. When you can recognize "this is the trap I have fallen into before," you can course-correct faster. That is exactly the work the Founder Evolution Framework is built to do. Operator, Manager, Architect, CEO, Owner: each stage is a distinct role, not just a job title. Revenue does not move you up the ladder. Removing yourself from the critical path does. David is living proof that even experienced operators with 28 years in the seat have to be intentional about each stage of that progression. AI: Surf the Wave or Get Pummeled By It David does not treat AI as a theoretical topic. He attended a ten-thousand-dollar immersive course shortly after Claude introduced persistent context, specifically because he wanted to understand what was actually possible, not just what people were saying about it. His takeaway was concrete enough that he created two dedicated roles inside Arcstone: an AI Architect and an AI Operator. The distinction is worth understanding. The Architect builds the agents and workflows. The Operator runs them, keeps the human in the loop, and catches the errors. Because AI still makes mistakes, and the founder who knows that firsthand is the one who can train a team to work with it well, not just use it. The agencies that will benefit most are not the ones that hand AI to someone and walk away. They are the ones who build internal capability, document their models and prompts as assets, and treat the technology as a force multiplier on a team that already knows what it is doing. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    32 min
  8. May 6

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

    Would you like access to our advanced agency training for FREE? https://www.agencymastery360.com/training 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. Scott Leff is the founder of Leff, a B2B content marketing agency serving global professional services firms and nonprofits for over 16 years. His background spans business communications working as a managing director for a big brand, as well as a 22-month stint leading communications for Chicago's bid for the 2016 Olympic Games. When the bid failed in the first round, he found himself in a period of reinvention. With the gig economy just taking off, he decided it was time to hang up his shingle. He started to take freelance work, which eventually led to hiring and forming his own business. This agency grew steadily, exploded during COVID, and is now navigating the reassessment most established agencies are facing in a shifting market. In this episode, we'll discuss: Why becoming the bottleneck isn't always about control The hiring rigor every owner should have Which metrics are you tracking? Why declining revenue doesn't equal failure Subscribe Apple | Spotify | iHeart Radio Sponsors and Resources E2M Solutions: Today's episode of the Smart Agency Masterclass is sponsored by E2M Solutions, a web design and development agency that has provided white-label services for the past 10 years to agencies all over the world. Check out e2msolutions.com/smartagency and get 10% off for the first three months of service. Toggl: Most agencies are losing 15–30% of their profit every year: lack of time tracking, messy manual timesheets, scope creep, untracked revisions, and all those "quick" client requests that never get billed. Toggl has created a fast, interactive way to uncover exactly where your margins are leaking. Start your investigation now at toggl.com/smartagency and use the code SMARTAGENCY10 at checkout for a 10% off annual plans. Knowing What You Should Never Have Delegated For the first ten-plus years of his agency business, every meaningful decision flowed through Scott or his business partner. That wasn't always a problem, but as the agency grew and decision-making had to push down through a management layer, cracks formed. Not because the team was incapable, but because they were being handed authority without the context, direction, or support to use it well. Hiring is the clearest example Scott points to. He gave department managers the autonomy to bring in their own people, which was a reasonable call on paper. But in a culture-driven organization like an agency, where your people are both your product and 80% of your overhead, that's the one decision you can't outsource and expect to get right. The fix wasn't micromanaging the process. It was figuring out the specific places where the founder's perspective is irreplaceable, and staying in the conversation there, even when it's uncomfortable to be involved. Hiring Rigor Is Not Optional and Most Agencies Are Winging It Scott attended a conference session led by someone who'd overseen hiring at Amazon and other large organizations. The biggest takeaway was a story about Jeff Bezos showing up to a debrief with three to four pages of handwritten notes on candidates, while everyone else showed up with nothing. That level of intentionality is what most agencies are missing entirely. The real problem isn't that agency owners don't care about hiring. It's that they go in underprepared, unclear on exactly what they're looking for, leaning on gut instinct, and writing role descriptions that don't reflect the actual job. To ensure you're getting applications from candidates that truly align with your agency and the required role, every part of the hiring process should be a test. Attention to detail? Bury the real application instructions at the bottom of the job post and see who finds them. Hiring a senior exec? Don't tell them much, give them a week and ask them to come back with a 90-day success plan. If they dive into answers before they ask a single question, that tells you everything. The point isn't the process for its own sake. It's that rigor on the front end reduces the cost of being wrong, and in an agency, being wrong on a hire is expensive for a long time. Watch Who You're Hiring From: Big Agency Talent Doesn't Always Travel Well There's a version of agency hiring that looks like a smart move: pull experienced people from larger, more established shops and let them install what's already working somewhere else. Here's why that doesn't work: You end up with talented people who are skilled at operating inside infrastructure, not building it. When there's no large team to direct, no resource pool to draw from, no SOP baked in for the last decade, they stall. The answer when things aren't cut and dried can be "that's not my job." And then it's nobody's job. Scott saw a version of this play out during the Olympic bid. Big consulting firms had seconded teams into the organization, and the ones who thrived were the ones who could operate in ambiguity. The ones who couldn't were waiting for a structure that was never going to show up. The lesson isn't that experienced people from large agencies are bad hires. It's that the ability to figure things out without a system to lean on is the filter. And you have to test for it explicitly, because someone's resume will not tell you whether they have it. Declining Revenue Doesn't Equal Failure, but You Have to Know What You're Actually Measuring Your revenue may seem like the only metric that felt like it matters when it's going up every year. However, a modest drop of five or ten percent, can be a big psychological blow even though profit improves and client impact is strong. That's a vanity metric doing its job: making growth feel like identity. Scott hit a similar inflection point when a former client asked him a simple question, why are you growing? Scott didn't have a clean answer. He'd been operating on the assumption that growth was inherently the goal, not a means to something else. The conversation points to a structural reality: if revenue is the only number you track, you'll optimize for it even when it costs you margin, leverage, and time. The healthier question is whether the agency is building toward the outcome you actually want, more optionality, a sellable asset, or just more control over your calendar. Revenue is a lagging indicator of that. Not the scoreboard. The Decision to Sell Your Agency Has Nothing to Do With Your Number Most agency owners carry a number in their head of what they want to walk away with when they sell. The problem is that the number is usually arbitrary, the market timing is unpredictable, and nobody warned them about the identity crisis that hits the week after closing. The right time to sell isn't a target revenue year or a specific EBITDA multiple. It's when you know exactly what you're walking toward and when the thought of running the agency has stopped feeling like a challenge and started feeling like a weight you've been carrying for six months straight. On the valuation side, Scott's question about what agency owners get wrong surfaced a hard truth: if your EBITDA is under a million dollars, your multiple takes a significant hit, and the buyer math looks very different than what you've been calculating off top-line revenue. Build the foundation like you intend to sell it. Get rid of what you hate. Make it structurally independent. Then you have real options,  whether or not you ever actually sell. Do You Want to Transform Your Agency from a Liability to an Asset? Looking to dig deeper into your agency's potential? Check out our Agency Blueprint. Designed for agency owners like you, our Agency Blueprint helps you uncover growth opportunities, tackle obstacles, and craft a customized blueprint for your agency's success.

    39 min
4.8
out of 5
127 Ratings

About

Growing an agency is very difficult, and you might feel unclear what to do next in order to grow and scale your agency. The Smart Agency Masterclass is a weekly podcast for agencies that are wanting to grow faster. We interview amazing guests from all over the world that have the experience of running successful businesses, and will provide you the insights you need. Our podcast is just over 3 years old, and have reached more than a half million listeners in 42 countries.

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