Agency Bytes Podcast
Agency Bytes is a video podcast series that packs a ton of important agency information on one topic, from one expert into a 25-minute brief.
Why 25 minutes?
Because who has the attention span for much more these days, and you can squeeze in a listen between meetings with time for a bathroom break or coffee refill before your next meeting.
Easily find the episode you’re looking for with the Podcast Search feature - type in a guest name, topic, or episode number and voila!
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Ep 170 – How Cass Bailey Protects Deal Value With M&A Communication Planning
Most agency acquisitions don't fall apart at the closing table. They fall apart in the days after the announcement, when employees and clients hear the news the wrong way. Cass Bailey has lived that from both sides of the deal, as a seller and as a buyer. This conversation is about protecting the value of a deal by planning every message, every room, and every messenger.
Ep 169 – How Taylor McMaster Built a Sellable Agency From Day One: Why Your Network Is Your Net Worth
Taylor McMaster built Dot and Co with one goal from day one: to sell it. Eight years later, she did. In this return conversation, we talk about saying no more often than yes, removing yourself from the business long before a deal, and why the right buyer is often someone you already know.
Ep 168 – Rachel Zorel, 7 Layer Studio – How a Small Agency Builds a Culture That Keeps Clients for a Decade
Rachel Zorel gave notice the day after a single coffee conversation and never looked back. Two decades later, Seven Layer Studio is a tight team of five with clients who stay for ten years. In this episode, we talk about culture, honesty, and why staying a generalist is a choice she makes on purpose.
Ep 159 – Courtney Spritzer, Entreprenista - How Courtney Spritzer Built and Sold a Marketing Agency, Then Built a 3,700-Member Community
Courtney Spritzer built SocialFly from a bootstrapped side hustle into an agency worth acquiring, then walked away from it entirely. In this episode, she breaks down what it actually takes to prepare an agency for a sale years before you're ready to sell, and why owner dependency kills more deals than anything else. She also shares how Entreprenista grew from a podcast into a 3,700-member community for women founders. It's a candid look at building a business that can run without you.
Ep 155 – Jessica Rhodes, Interview Connections – How to Land Agency Clients Through Podcast Guesting (Without the Spam)
Jessica Rhodes launched the world's first podcast booking agency in 2013 and has since booked over 50,000 interviews. In this episode, she breaks down why relationship-driven guesting beats AI spam, when to start your own show, and how agency owners can turn a single interview into referrals, repurposed content, and clients who show up ready to buy.
Ep 153 – Juliana Marulanda, Scaletime – You Can’t Scale Chaos
Scale gets thrown around like a vanity metric, but Juliana reframes it as something quieter and more powerful: the freedom to choose what you do with your day. Her SCALE framework walks owners from seeing what's actually happening in the business all the way to designing an exit — on their own terms, whether they ever sell or not.
Ep 147 – Amy Hood, Hoodzpah Design – Make the Work You Want: The Proactive Path to Better Clients
In episode 147, I sit down with Amy Hood, designer and co-founder of Hoodzpah Design, the Southern California brand identity studio behind work for Disney, Nike, Netflix, Target, and the Lakers. Amy and her twin sister Jen built Hoodzpah out of necessity after realizing they were “unhireable on paper,” and turned it into a nimble, right-sized studio that’s intentionally stayed small to protect speed, momentum, and creative quality.
We talk about why “make the work you want to get” is still the most reliable path to better clients, how relationships compound when you lead with curiosity (not strategy), and why creatives have to treat marketing as part of the job if they want opportunities to find them.
Amy also shares the story behind Hoodspa’s Adobe MAX banner plane stunt (“No more broke creatives”), what they learned from taking a big marketing swing, and how they’re shifting from service work into products like their updated book Freelance, and Business, and Stuff and the Fort font subscription app.
Key Bytes
• Making the work you want to get is still the fastest way to change the caliber of clients you attract.
• Staying small on purpose can be a growth strategy — speed and momentum beat bureaucracy.
• If you don’t share your work, people can’t refer you because there’s no proof you exist.
• Spectacle marketing works when it’s aligned, intentional, and captures attention in a sea of noise.
• Diversifying income through products creates longevity — especially when your body can’t grind forever.
Chapters
00:00 Welcome + who Amy Hood is
01:05 Hoodzpah’s origin: “unhireable on paper” to studio owners
02:59 Twin partnership: dividing roles and avoiding scorekeeping
08:41 Staying small on purpose (and why bigger can be slower)
11:18 Landing better clients by making the work you want
18:03 Dream clients + putting your hat in the ring
21:00 Adobe MAX banner plane: “No more broke creatives”
28:40 From service to product: book, fonts, and Fort app
31:48 Font licensing fear and why clients are gun-shy
38:44 Rapid fire: resets, creative myths, and boundaries
Amy Hood is a designer and co-founder of Hoodzpah, Inc, a brand identity studio in Southern California that has worked with companies like Disney, 20th Century, Nike, The Lakers, Target, and Netflix. Amy's logo and identity work centers around custom lettering solutions. She is the font designer behind Palm Canyon Drive, Beale, and Beverly Drive. When she's not stress-watching Laker games, Amy can be found at the beach plein-air doodling and practicing her Smashball back hand. She co-authored the book “Freelance, and Business, and Stuff: A Guide for Creatives” (and it's related online course) with her sister Jennifer based on the Professional Practices class they taught at Laguna College of Art & Design.
instagram.com/hoodzpahdesign
youtube.com/hoodzpah
Ep 146 – Dorien Morin-van Dam, More In Media – The Cost of Replacing Humans With AI—and the Course Correction
In episode 146, I’m joined by Doreen Morin-van Dam, a content strategist with more than 15 years of experience helping brands grow through smart, sustainable marketing. Doreen works with teams on how to use AI responsibly and effectively, hosts the Strategy Talks video podcast, and is known for blending emerging tech with deeply human content strategies.
We dig into what really happened when companies rushed to replace humans with AI in 2025—and why many of them quietly reversed course by Q4. Doreen shares what she’s seeing brands regret most, how “AI slop” became a real problem, and why human-led content is becoming a competitive advantage again. We also explore how agencies can use AI as a strategic partner (not a shortcut), why long-form content matters more than ever, and how organic and paid media must work together. This is a grounded, practical conversation for agency owners trying to navigate AI without losing trust, quality, or their voice.
Key Bytes
• Why replacing humans with AI backfired for many brands in 2025
• How AI slop diluted trust, performance, and differentiation
• Why humans must remain the source of truth in content strategy
• How to use AI to analyze, enhance, and scale—not replace—expertise
• Why long-form, opinionated content performs better with LLMs
• How organic social still drives testing, trust, and paid performance
• Why being different beats being “better” in crowded markets
• How agencies should rethink in-house marketing investment
Chapters
00:00 Why 2025 became the “AI correction year”
02:30 What brands got wrong when they replaced people with AI
05:45 Why agencies must treat themselves as their best client
08:55 AI avatars, ethical concerns, and consumer trust
11:30 From AI slop to human-led strategy
15:05 Humans as the source of truth in content
19:45 Why long-form content matters for AI discovery
21:20 Organic social isn’t dead—it’s misunderstood
26:25 Organic + paid: why they must work together
28:00 Rapid-fire questions and practical takeaways
Dorien Morin-van Dam is a Vermont-based content strategist with over 15 years of experience helping brands grow through smart, sustainable strategies. A Certified Social Media Manager and Agile Marketer, she also consults on AI strategy for small businesses, showing teams how to use AI in marketing responsibly and effectively. Dorien turns organic content and emerging tech into measurable results, speaks internationally, and hosts the Strategy Talks video podcast. You’ll recognize her on stage and online by her signature orange glasses, a nod to her Dutch heritage.
https://www.linkedin.com/in/moreinmedia/
https://www.youtube.com/@DorienMorinVanDam/podcasts
Ep 145 – Jessica Hische, Studioworks – Crafting a Creative Life on Your Own Terms
In episode 145, I sit down with Jessica Hische—a world-renowned lettering artist, New York Times bestselling author, and one of the most thoughtful creative voices of our generation. And full transparency: I’ve been a huge fan of Jessica’s work for a long time. Her ability to pair obsessive craft with clarity, intention, and humanity has influenced how I think about creative work for years.
This conversation goes far beyond tactics or tools. We dig into what it really means to answer a creative calling—and then protect it. Jessica shares how she’s built a career that honors her instincts, values her time, and stays deeply connected to her craft, without burning out or selling out. We talk about the choices she’s made to stay true to her creative voice, even when external pressure—clients, platforms, trends, or scale—could easily pull things off course.
We also explore the less romantic but absolutely essential side of creative freedom: boundaries, systems, pricing, and self-advocacy. Jessica opens up about how she’s learned to put structure around her work not as a constraint, but as a way to preserve joy, sustainability, and long-term creative integrity. Whether it’s choosing the right projects, saying no without guilt, or building tools that support creatives instead of exploiting them, her through-line is clear: creativity thrives when it’s respected.
For agency owners and creative leaders, this episode is a powerful reminder that building a business—or a career—on your own terms isn’t about sacrificing ambition. It’s about defining success for yourself, staying grounded in your craft, and making intentional choices that allow your work, and your life, to evolve together.
This one felt special to record—and I think it’ll resonate deeply with anyone trying to build something meaningful, creatively and personally.
Key Bytes
• Why answering a creative calling is an ongoing commitment, not a one-time decision
• How staying true to your craft doesn’t require self-sacrifice
• The role boundaries and structure play in long-term creative freedom
• Why defining success for yourself is the real creative advantage
• How creatives can grow without burning out or losing their voice
Chapters
00:00 Following a creative calling
06:40 Staying true to your craft over time
14:10 Defining success on your own terms
22:35 Boundaries, pricing, and protecting creative energy
31:20 Structure as a support, not a constraint
40:05 Evolving creatively without losing yourself
48:30 Advice for creatives building sustainable careers
Jessica Hische is a lettering artist and New York Times Best-selling author based in Oakland, California. She specializes in typographical work for logos, film, books, and other commercial applications. Her clients include Wes Anderson, The United States Postal Service, Target, Hallmark, and Penguin Books and her work has been featured again and again in design and illustration annuals both in the US and internationally. She’s been named a Print Magazine New Visual Artist (20 under 30), one of Forbes 30 under 30 in Art and Design, an ADC Young Gun, a “Person to Watch” by GD USA, and an Adweek “Creative 100”. She's also the co-founder of Studioworks, invoicing software for creatives by creatives.
@jessicahische (threads and instagram)
Ep 143 – Sharon Toerek, Legal and Creative – The Legal Blind Spots Costing Agencies Millions
THIS EPISODE IS SPONSORED BY IGNITION. START YOUR FREE 14 DAY TRIAL ignitionapp.info/agencybytes-trial Use Code OUTSIGHT25 to save 50% off!
In episode 143, I dig into one of the most underestimated risks in agency ownership: the legal blind spots that quietly cost agencies millions over time.
From contracts and scope creep to client disputes, IP ownership, and liability exposure, we unpack where agencies unknowingly put themselves at risk — and why most don’t realize it until it’s too late.
This conversation is a must-listen for agency owners who want to protect what they’ve built, reduce unnecessary exposure, and stop treating legal as an afterthought instead of a growth safeguard.
Key Bytes
• Most agencies don’t realize their biggest legal risks until a problem hits
• Poor contracts quietly drain profit long before lawsuits happen
• Scope creep is as much a legal issue as it is a pricing issue
• IP ownership mistakes can create long-term client and valuation problems
• Proactive legal structure is a growth advantage, not a cost center
Chapters
00:00 Why legal blind spots are so common in agencies
04:15 The contracts agencies rely on (and why they fall short)
10:20 Scope creep as a legal and financial issue
18:05 IP ownership mistakes that come back years later
26:40 Client disputes: where agencies expose themselves
34:10 Risk vs. fear: what actually matters legally
42:00 Simple fixes agency owners can make now
50:10 How legal hygiene protects valuation and exit
56:30 Final thoughts & wrap-up
Sharon Toerek is Founder of Toerek Law (doing business in the agency world as Legal + Creative), where she focuses her national law practice on helping advertising, marketing, communications and creative agencies protect their assets and turn their ideas into revenue.
Sharon provides proactive, strategic counsel to communications, marketing, advertising, digital and creative agencies on legal and business issues they face continually in their work, including:
• agency-client relationships, including agency service contracts
• agency-freelancer and agency strategic alliance relationship management
• trademark and copyright protection, enforcement and licensing
• influencer marketing negotiations and content marketing legal compliance
• advertising regulatory compliance
• AI policy and risk management for agencies
Sharon is an approved participant on the 4A's Legal Consultants Panel, and a member of the 4A’s Expert Network. She has also served as President of the American Ad Federation (AAF) Cleveland and has been elected to AAF Cleveland’s Hall of Fame.
In addition to her Firm’s work representing U.S. independent agencies, Sharon
• Created the Legal + Creative Agency Protection System, a comprehensive legal education and legal toolkit for marketing, ad and creative services agencies
• Created and hosted over 300 episodes of the agency-focused podcast The Innovative Agency, a podcast about innovation and trends in the marketing agency world
• Presents sessions on agency-critical legal topics to independent agency networks, to private agency audiences, and at industry conferences including INBOUND, Content Marketing World, MAICON, the Build a Better Agency Summit, Own It Summit, Mirren New York, and PRSA Counselors Academy.
Contact Sharon:
Ep 142 – Amy Maxwell, Maxwell Design – Scaling With Soul: How to Grow Your Agency Without Losing the Craft
THIS EPISODE IS SPONSORED BY IGNITION. START YOUR FREE 14 DAY TRIAL ignitionapp.info/agencybytes-trial Use Code OUTSIGHT25 to save 50% off!
In episode 142, I sit down with Amy Maxwell, founder and creative director of Maxwell Design, to talk about the real tension small creative shops face: how do you grow without sacrificing the craft that made you successful in the first place?
We dig into what it looks like to evolve from “hands-on designer” to “agency leader,” how to protect quality as you add capacity, and how to make smart choices about clients, process, and scope so growth doesn’t turn into chaos. If you want to scale with intention (and still love the work), this one’s for you.
Key Bytes
• Scaling doesn’t have to mean sacrificing creative quality
• Your process is what protects the craft as you grow
• “Better clients” often solves what “more clients” can’t
• You can stay hands-on without being the bottleneck
• The right constraints create consistency, not limitation
• Hiring should reduce friction, not add management drag
• Clear scope and boundaries prevent quiet burnout
Chapters
00:00 Intro: scaling without losing the craft
02:10 Amy’s origin story and building Maxwell Design
06:20 The “stay small” choice and what it protects
11:05 When growth starts to strain quality (warning signs)
16:10 Processes that keep creative standards high
22:30 Team structure: support roles vs creative roles
28:40 Client fit, boundaries, and saying “no” earlier
34:15 Staying fulfilled while the business grows
40:20 Rapid-fire questions and wrap-up
Amy—Creative Director + Founder of Maxwell Design—has spent the last two decades helping businesses look their best. She’s an award-winning designer with a knack for reading minds and creating delightful visual experiences. Her solution-focused approach makes her someone you’ll want in any room. And her small (but mighty) team comes with some major design chops.
Ep 141 – Meredith Fennessy Witts + Melissa Lohrer, Agency Darlings – Community Over Competition: How Agency Darlings Are Rewriting the Rules
THIS EPISODE IS SPONSORED BY IGNITION. START YOUR FREE 14 DAY TRIAL ignitionapp.info/agencybytes-trial Use Code OUTSIGHT25 to save 50% off!
In episode 141, I sit down with Melissa and Meredith, the hosts of the Agency Darlings podcast and longtime agency operators, to unpack why so many agency owners feel burned out, stuck, or disillusioned by the traditional agency growth advice that’s been circulating for decades.
We talk candidly about the “bro playbook” — hustle culture, ego-driven leadership, top-down decision making, and growth at all costs — and why it often leads to unhealthy teams, poor margins, and miserable owners. Melissa and Meredith share what they’ve learned from years inside agencies about what actually drives sustainable growth: emotional intelligence, clear communication, strong operations, and leadership that prioritizes people alongside profit.
This episode is a refreshing, grounded look at agency leadership through a more human lens — one that challenges outdated norms and offers agency owners permission to build businesses that align with who they actually are.
Key Bytes
• Why the traditional agency “bro playbook” is failing modern agencies• The hidden cost of hustle culture on owners and teams• How emotional intelligence impacts agency growth and retention• What healthier leadership looks like inside agencies• Redefining success beyond revenue and headcount
Chapters
00:00 Why the traditional agency playbook feels broken05:12 The origins of hustle culture in agencies11:04 Masculine-driven leadership norms and their impact17:32 Emotional intelligence as a growth lever23:58 Building healthier agency cultures30:41 Operator-led leadership vs. ego-led leadership37:10 Sustainable growth without burnout43:26 Redefining success as an agency owner49:12 Advice for owners ready to do things differently
Each with over 15 years of experience in the agency space and deep-rooted connections within the industry, Melissa and Meredith bring actionable insights, expert advice, and candid conversations that challenge the conventional, masculine-driven approaches to agency growth.
Contact Meredith & Melissa:www.agencydarlings.comhttps://bit.ly/MWDarlingshttps://waverlyave.comhttps://instagram.com/waverlyave.cohttps://www.lecheile.co/contacthttps://www.instagram.com/lecheile.co/
Ep 134 – Jen Moss, JAR - Podcasting That Connects: Story First, Metrics That Matter
In episode 134, I sit down with Jen Moss, Chief Creative Officer and co-founder of JAR, where she helps brands and agencies craft podcasts that move people—not just metrics.
Jen calls herself a podcasting doula, guiding clients through the messy middle of creative storytelling. In this conversation, we dive into how to create audio that actually connects, what makes a podcast worth listening to, and why “Job, Audience, Result” is the framework every agency should adopt before hitting record.
Jen and I explore why most branded podcasts fizzle, how to define success beyond downloads, and the difference between authenticity and algorithm-chasing. If you’ve ever thought about starting a podcast for your agency—or making your current one work harder—this episode’s for you.
Key Bytes
• The JAR method: Job, Audience, Result—a simple framework for podcast strategy.
• Why authenticity and storytelling beat reach every time.
• How agencies can use podcasts as pillar content that drives real relationships.
• Common landmines when launching an agency podcast.
• Why generosity and curiosity build audience trust.
• The most meaningful metrics: engagement, consumption rate, and return listeners.
• When to use internal vs. external hosts—and why it depends.
• The role of creative courage in a crowded podcast space.
• Why “connection” should always be your North Star.
Chapters
00:00 Intro – Meet Jen Moss, podcasting doula and CCO of JAR
02:00 From theater to radio: Jen’s storytelling roots
06:00 The JAR framework explained: Job, Audience, Result
09:30 The real “why” behind launching a podcast
12:30 How agencies can use podcasts as strategic marketing tools
16:30 Internal vs. external hosts: what actually works
19:45 Common landmines and why most podcasts fizzle
22:00 Authenticity, generosity, and giving value away
24:30 Is podcasting too saturated? Finding signal in the noise
27:45 Connection over clicks—how to stand out
31:00 The metrics that matter: consumption, return, and reach trends
33:50 Rapid Fire with Jen Moss: storytelling, creative courage, and dream guests
In her role as Chief Creative Officer of JAR, Co-Founder Jen Moss loves bringing stories to life. With her clients, Jen acts as a “podcasting Doula,” helping them harness their strengths in service of great storytelling. Deeply steeped in the creative process, Jen is unafraid of its ambiguities, and enjoys guiding others through its twists and turns. Drawing on her strong background in theatre, arts journalism, audio documentary, and new media storytelling, Jen helps clients tell the authentic stories that matter to them, and to their audience. She spent many years working as a producer and award-winning content creator for CBC Radio, and as an interactive story producer for The National Film Board of Canada’s Digital Studio, which taught her to think of stories as living things, full of potential for impact. It also taught her to take an “audience first” approach. Jen is never afraid of surfacing big ideas, but understands that sometimes, it’s the little things – the specific lens that “only you” can bring – that will gain the most traction with an audience. Jen loves to look for “fresh tracks” in the form of stories that haven’t been told before. She encourages her clients and her team at JAR to try out new ideas, learn from what the audience data reveals, and let that inform future creative strategy. Finally, Jen keeps her own professional learning curve alive as she lectures part-time at the University of British Columbia’s School of Creative Writing, interacting with the next generation of writers, podcasters, new media producers, and audiences.
https://www.linkedin.com/in/jennifer-moss-8a356930/
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Ep 133 – Kirstin Russ, Practical Edge AI – AI Adoption for Agencies: From Internal Automation to Sellable Services
In episode 133, I dive into the real-world path of AI adoption for agencies with guest Kirstin Russ, founder of Principal Edge AI and Mountains to Sea Media. We unpack the four “zones” of adoption (from denial to productized services), why most AI projects fail without structure and change management, and how to turn internal automations into billable client solutions. We also hit on junior-talent pipelines in an AI world, the risk of “robot-trained-by-robots” content, pricing when you’re still learning, and the discovery discipline required to make automations actually stick.
Key Bytes
• The winning agencies move from “dabbling in automations” to selling AI-powered solutions that solve specific client problems.
• 95% of AI projects fail because of missing structure, messy data, and zero change management — fix those first.
• AI should elevate people to higher-value work; train juniors to work with AI, not to be replaced by it.
• Don’t chase every shiny tool; build repeatable agent patterns and a stable stack you trust.
• Discovery is everything: a “15-step” flow usually hides 30 more steps — price and scope accordingly.
• Monetization starts with ops pain: map ugly manual workflows, then automate the “swivel-chair” steps.
• Thought leadership beats generic AI copy: capture founder audio, codify brand voice + ICPs, then assist with AI.
• Profit vs. quality is a real tension — set guardrails so efficiency never erodes outcomes.
Chapters
00:00 Intro & Kirstin’s two businesses
00:57 Why an outsource-first agency model
03:07 Year of deep AI study and first tools “in the wild”
04:43 The four zones of agency AI adoption
06:14 From “getting ahead” to “survive”: disruption hits marketing
09:01 Why AI projects fail: structure, data, and change management
11:00 Practical internal automations (transcripts → CRM, follow-ups, etc.)
12:58 Junior talent in an AI era & the content quality dilemma
15:18 Building an AI content assist system (voice, ICP, research)
18:48 Tool sprawl vs. foundations; avoiding shiny-object traps
20:40 Can clients DIY? Positioning & selling AI services
21:08 Case studies: Square inventory workflow & quote tool
24:38 Pricing while you’re learning; managing expectations
27:18 Aha moments: you can’t do it all; systemize & delegate
29:14 Theme songs, imposter syndrome, and wrap up
Kirstin Russ is a seasoned business strategist with 30 years of cross-industry experience who brings a unique dual approach to business growth. As the founder of Practical Edge AI, she helps businesses leverage artificial intelligence to automate growth, reduce manual workload, and improve profitability—often delivering measurable results within the first week.
Simultaneously, as the driving force behind Mountains to Sea Media, a Western North Carolina-based digital marketing agency, Kirstin helps businesses amplify their online presence through strategic internet marketing, data analytics, and performance-focused web design.
Kirstin's superpower lies in her holistic approach to business analysis, understanding how systems interconnect and where AI can enhance traditional & digital marketing strategies. By combining cutting-edge AI solutions with proven digital marketing expertise, she creates integrated growth pathways that optimize both operations and customer acquisition.
With an approachable style and commitment to practical results, Kirstin transforms business challenges into opportunities. Her guiding question remains: "If you could wave a magic wand and change anything about your business, what would it be?"
https://mountainstoseamedia.com/
https://www.linkedin.com/company/practical-edge-ai/
https://www.linkedin.com/company/mountains-to-sea-media/
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Ep 132 – Leah Leaves, Alderaan Operations Solutions – Break the Bottleneck: How Operators Reduce Burnout and Unlock Scale
In episode 132, I talk with Leah Leaves, founder of Alderaan Operations Solutions, where she helps remote digital agencies grow without the grind. Known for her no-fluff, systems-first approach, Leah and her team embed expert operations managers directly into agencies to break bottlenecks, reduce burnout, and build businesses that can scale without the founder in every decision.
We dig into what causes owners to become the bottleneck, the difference between goals, systems, and team accountability, and how every agency—no matter the size—can start building a foundation that prevents burnout and supports growth. Leah also shares how to identify when it’s time to bring in an operator, how to delegate effectively, and why even the best creative agencies need structure to thrive. We wrap by exploring how AI fits into internal operations and why every agency needs an AI Ops roadmap, even if it’s just six months ahead.
Key Bytes
• Burnout often begins with unclear goals and missing systems; clarity is the antidote.
• Leah outlines four agency owner archetypes—the Trusting Optimist, Firefighting Founder, Reluctant Gatekeeper, and Visionary Leader—and how operators help each evolve.
• Delegation isn’t dumping tasks; it’s empowering your team with context and ownership.
• Documenting the “why” behind your systems drives consistency and accountability.
• Operators create the scaffolding for scale—allowing founders to focus on vision, not firefighting.
• Every agency, regardless of size, benefits from an AI Ops roadmap to guide internal efficiency.
• Start with what you already have—processes, checklists, or recurring workflows—and build from there.
• Systems don’t kill creativity; they protect it by removing chaos and decision fatigue.
Chapters
00:00 Intro and welcome with guest Leah Leaves, founder of Alderaan Operations Solutions
02:00 The Star Wars origin of “Alderaan” and Leah’s path from journalism to operations
05:30 From creative to systems thinker: finding flow in operations
08:00 How unclear goals and missing systems cause bottlenecks
10:00 Guardrails vs. micromanagement: empowering the team without overengineering
13:00 The burnout cycle and why delegation is a creative act
15:00 The four types of agency owners and their operational challenges
20:00 Shifting from bottleneck to visionary: the operator’s role in scaling
23:30 Why every agency needs an AI ops roadmap
26:30 Putting “robots” in the org chart and making automation work
29:00 Low-hanging AI wins: onboarding, recruiting, and workflow automation
32:00 Rapid-fire Q&A: distilling systems, theme songs, and unexpected client wins
34:45 Closing thoughts and where to find Leah
Leah Leaves is the Founder of Alderaan Operations Solutions, where she helps remote digital marketing agencies grow without the grind. Known for her no-fluff, systems-first approach, she and her team embed expert Operations Managers directly into agencies to break bottlenecks, reduce burnout, and build businesses that can scale without the founder in every decision.
https://www.linkedin.com/in/1eah1eaves/
https://alderaanenterprise.com/
http://agencyownerquiz.com/
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Ep 131 – Maiya Holliday, Mangrove – Mission > Marketing: B Corp as Operating System, Not a Sales Tactic
In episode 131, I sit down with Maiya Holliday, founder and CEO of Mangrove Web Development, a Certified B Corp agency that’s been building websites for change-makers since 2009.
Maiya shares her evolution from self-taught coder to agency leader, how she built Mangrove into a values-driven, fully remote team long before it was trendy, and why B Corp certification serves as an operating system rather than a marketing badge.
We dive into the realities of serving nonprofits and purpose-led organizations, how to balance mission and margin, and how AI is reshaping collaboration between designers and developers. Maiya’s insights are both grounding and inspiring for anyone building a business around impact and intention.
Key Bytes
• B Corp certification can provide structure for how an agency operates—not just a label to display.
• Nonprofit clients aren’t “low budget” if you help them tie digital to their mission, revenue, and reach.
• AI is changing agency workflows fast, but curiosity, ethics, and experimentation keep it human.
• Merging two purpose-driven teams isn’t about scale—it’s about shared values and vision.
Mangrove’s evolution shows that you can stay small, focused, and deeply impactful.
Chapters
00:00 Intro: From coder to CEO
01:00 The origin story of Mangrove Web
03:30 Becoming a Certified B Corp
06:00 Lessons from the certification process
09:00 Staying accountable to B Corp principles
11:00 How competition has evolved in the B Corp space
14:30 Why Mangrove focuses on nonprofits & foundations
17:30 Pricing and positioning in the nonprofit world
20:00 The role of AI in Mangrove’s workflow
23:00 How design and dev are converging
27:30 Internal AI tooling vs. client-facing tools
30:00 Building trust as a strategic digital advisor
32:20 Rapid fire: remote work, creative parenting, and common myths
34:50 Closing thoughts
Maiya Holliday, CEO and Founder of Mangrove Web Development is a creative leader and collaborator who crafts digital solutions to augment the impact of changemakers. She is a self-taught coder with over a decade of hands-on experience. Maiya aligns folks toward actionable goals that help articulate and communicate their organization’s purpose and impact on the web, with people, planet, purpose and equity at the core. She has led over 200 website projects for changemakers and purpose-driven organizations.
Maiya led Mangrove to become a Certified B Corp in 2016 and has since championed the cause of socially and environmentally conscious businesses deepening their impact. She values working alongside a diverse team of talented people who are passionate about what they do.
A Bay Area native, Maiya now lives in the mountains of Truckee, CA with her husband Shaun and little humans Terner and Miles. You might also find her in Oakland or Australia, where she tends to show up a regular basis.
https://www.linkedin.com/in/maiyaholliday/
https://www.linkedin.com/company/mangrove-web/
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Ep 127 – Kelly Schuknecht, Two Mile High Marketing – The Agency Owner’s Visibility Plan: Podcasts, Stages, LinkedIn
In episode 127, I talk with Kelly Schuknecht, founder of Two Mile High Marketing and host of the Beyond the Best Seller podcast. Kelly shares her journey from being laid off to launching her agency, how she quickly built a team, and why she’s focused on helping agency owners and CEOs grow through thought leadership platforms. We dig into what I call The Agency Owner’s Visibility Plan—a repeatable system of podcasts, stages, and LinkedIn that helps agencies build authority, stay top-of-mind, and consistently attract clients.
Key Bytes
• The Agency Owner’s Visibility Plan comes down to visibility, credibility, and consistency.
• Trusting yourself to leap without a safety net accelerates growth.
• Niching disqualifies the wrong buyers while pulling in the right ones.
• Visibility means showing up where your audience already is.
• Credibility is built in a snap judgment—package your proof.
• Consistency matters more than volume—set a realistic cadence.
• Every podcast interview can fuel a month’s worth of content.
• Delegating early unlocks owner time for actual growth work.
• In-person events still beat virtual for relationship building.
Chapters
00:00 Introducing Kelly and the story behind “Two Mile High”
03:30 From acquisition layoff to launching an agency
06:45 Why she pivoted away from “fractional CMO”
09:55 The challenge and power of niching down
13:50 Hiring early and delegating with trust
16:20 The Visibility–Credibility–Consistency framework
19:55 A realistic cadence for LinkedIn, podcasts, and speaking
24:10 In-person vs. virtual events and AI’s limitations
26:45 Rapid Fire: superpowers, lessons learned, and marketing myths
Kelly Schuknecht is the founder of Two Mile High Marketing, where she partners with agency owners and business leaders to build powerful thought leadership platforms. With over 15 years of marketing experience and a track record of elevating brands from behind the scenes, Kelly now helps experts step into the spotlight through strategic content, visibility tactics, and authentic personal branding. She’s the host of Beyond the Bestseller, a podcast featuring women who use their stories to lead.
Ep 126 – Meeky Hwang, Ndevr – From Code to Courage: A Founder’s Journey in Tech
In episode 126, I sit down with Meeky Hwang, CEO and partner at Endeavor, a WordPress development agency powering digital platforms for major media and enterprise brands like Bloomberg, Forbes, and Sony. With over two decades of experience in development and DevOps, Meeky has built Endeavor into a trusted name in the WordPress ecosystem while also paving the way as a female leader in tech.
We talk about her accidental journey into agency ownership, what it’s like leading in an industry where women are still underrepresented, and how Endeavor built its three-pillar framework for resilient platforms. Meeky shares candid insights on navigating partnerships, the challenges of “over-engineering” with headless CMS, and the importance of masterminds and community for entrepreneurs.
Key Bytes
• Meeky shares how an “accidental” freelance project led to a decade-long partnership and agency.
• She discusses the importance of having clear role delineation with her co-founder to avoid missteps.
• Endeavor’s three-pillar framework (audience experience, editorial experience, developer experience) keeps their platforms resilient.
• She explains why many publishers are moving away from over-engineered headless CMS solutions back to WordPress.
• As a female leader in tech, she reflects on mentorship, representation, and inspiring others by simply “being the first.”
• She stresses the value of mastermind groups for growth and support, something she wishes she’d pursued earlier.
• Endeavor is exploring AI to streamline workflows and even testing new content tools for clients.
• Her advice for organizations: implement proper version control and CI/CD to avoid preventable tech mistakes.
Chapters
00:00 Welcome and introduction to Meeky Hwang
03:00 Becoming an “accidental” agency founder
07:00 Women in tech and leadership representation
11:00 Why Endeavor niched into WordPress and media
12:30 The three-pillar framework for resilient platforms
15:00 Headless CMS pitfalls and returning to WordPress
18:00 Navigating co-founder roles and partnerships
23:00 AI, internal tools, and what’s next for Endeavor
25:00 The power of masterminds for entrepreneurs
27:00 Rapid fire: karaoke, hobbies, and tech stack fixes
Meeky Hwang is the CEO & Partner at Ndevr, a WordPress development agency trusted by leading digital media and enterprise companies. With 20+ years of experience in web development, open-source technology, and DevOps, she specializes in optimizing complex digital ecosystems, streamlining editorial workflows, and aligning technology with business goals.
Meeky has helped major brands like PMC, Hearst, Bloomberg, Forbes, and Sony build scalable, high-performing digital platforms. A champion for women in tech, she is passionate about fostering opportunities for the next generation of leaders.
Contact Meeky on their website: ndevr.io
Ep 069 – Taylor McMaster, DOT & Co. – Mastering Account Management
In episode 069, I had the pleasure of chatting with Taylor McMaster, the founder of Dot and Co. Taylor shares her inspiring journey from launching her own agency to revolutionizing it into a fractional account management service for other agencies. Her story is full of valuable insights and lessons for anyone in the industry.
Taylor dives into the importance of proactive communication and strategies for expanding client accounts. She sheds light on the often daunting task of hiring and training account managers, revealing the incredible advantages of outsourcing this crucial role. Her advice to agency owners? Hire individuals who complement your weaknesses rather than those who mirror your strengths.
But it's not all business! Taylor also shares her passion for golfing and how she recently integrated a fractional sales director into her company, adding a new layer of expertise to her team.
Join us for this exciting conversation with Taylor McMaster, filled with actionable tips, personal anecdotes, and a fresh perspective on agency growth and management.
Key Takeaways
• Proactive communication is crucial in account management to keep clients informed and satisfied.
• Outsourcing account management can help agency owners focus on other aspects of their business and achieve a better work-life balance.
• Hiring account managers who complement your weaknesses can lead to a more well-rounded team.
• Golfing can be a fulfilling hobby and a way to relax and recharge.
• Bringing in a fractional sales director can provide expertise and support in growing your business.
Chapters
00:00 Introduction and Background
02:49 Starting Dot and Co and the Genesis of the Fractional Model
08:31 Integrating Account Managers into Agency Culture
11:36 Stepping into Existing Systems and Optimizing Processes
22:26 Personal and Professional Insights
25:06 Rapid Fire Questions
27:39 Valuable Business Advice
Taylor McMaster is the founder of DOT & Company where she and her team help digital marketing agencies keep their clients happy—and keep agency owners focused on what they do best—with full-service client account management (CAM) services.
Taylor leads a team of Client Account Managers at DOT & Company, training the CAMs to work with different agencies. To date, they have helped dozens of digital marketing agencies free up their time to prioritize the money-makers in their businesses, while the DOT & Co. team ensures their client experience is smooth like butter.
She is also the host of The Happy Clients podcast, where she interviews top names in the industry, diving deep into what makes clients happy in the agency world.
Contact Taylor:
Press: www.dotandcompany.co/press
Email: taylor@dotandcompany.co
Website: www.dotandcompany.co
Podcast: www.dotandcompany.co/podcast
Facebook: https://www.facebook.com/dotandcompany
Linkedin: https://www.linkedin.com/in/taylormcmaster/
Instagram: https://www.instagram.com/dot_and_company/
YouTube: https://www.youtube.com/channel/UC9_2hri1R1uaNTGeZr0Oyxg/
Twitter: https://twitter.com/CompanyDot
Ep 068 – Anne Green, G&S Business Communications – Compassion Led Agency Culture
In this episode, I had the pleasure of chatting with Anne Green, the CEO of GNS Business Communications. We met in an airport lounge and talk about the value of putting oneself “out there” to meet new people and discover new opportunities. Anne shares her journey to becoming CEO, revealing her unique leadership style rooted in compassion and empathy. We dive into the challenges of leadership and the importance of overcoming the 'us versus them' mentality.
Anne opens up about the value of curiosity, enthusiasm, and making meaningful connections in the agency world. We explore the significance of understanding one’s purpose and staying focused amidst rapid technological changes. Anne stresses the importance of agencies revisiting their culture, mission, and values to stay aligned and impactful.
Our conversation also highlights the need for trust-building, inclusivity, and open communication within organizations. Anne’s leadership style, characterized by vulnerability and openness, fosters an environment where team members feel comfortable speaking up. We wrap up by discussing the importance of self-compassion and finding joy in the dynamic world of agency life.
Join us for an engaging and insightful discussion with Anne Green, filled with practical advice and heartfelt reflections on leadership and agency dynamics.
Key Takeaways
• Transitioning to a CEO role requires learning leadership at scale and managing a collaborative matrix style.
• A leader's style should be warm, empathetic, and open, with a focus on being of service and making connections.
• Resisting the 'us versus them' mentality is crucial in both internal agency dynamics and agency-client relationships.
• Compassion and empathy are essential in understanding and supporting clients, as well as fostering a positive agency culture.
• Curiosity and enthusiasm are key traits for agency leaders, as they drive learning, collaboration, and problem-solving. Understanding purpose and staying focused is crucial in the face of technological advancements.
• Agencies should revisit their own culture, mission, and values to stay relevant.
• Trust-building, inclusivity, and open communication are essential for a strong and effective organization.
• Leadership should embrace vulnerability and openness to create an environment where people feel comfortable speaking up.
• Self-compassion and enjoying life are important for personal fulfillment in the agency industry.
Chapters
00:00 Introduction and Background
05:33 Transitioning and Learning Leadership at Scale
14:23 Resisting the 'Us Versus Them' Mentality
27:39 Building Trust and Fostering Inclusivity
36:54 Self-Compassion and Enjoying Life in the Agency Industry
Anne Green taps 30 years of experience in integrated marketing communications in her role as CEO and a partner at G&S Business Communications. She is responsible for ensuring excellence across all areas of agency performance and operations, from client service to the agency’s integrated offerings to cultivating a vibrant and growth-oriented culture. Anne was previously President and CEO of CooperKatz & Company, Inc., an award-winning agency she helped to build for more than two decades before it was acquired by G&S in 2018. She began her career with Burson-Marsteller in New York City. In her alternatives lives, she would be a singer or literature professor - but agency life ensures she's always creatively engaged.
Contact Anne:
https://www.gscommunications.com/
https://www.linkedin.com/in/anne-e-green/
