Best Matt Medeiros Podcasts (2025)

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How Patchstack Approaches WordPress Security 54:17

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5d ago54:17

54:17

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute n this episode of The WP Minute+ podcast, Matt Medeiros speaks with Oliver Sild from Patchstack about the evolution of WordPress security, the challenges of managing plugin vulnerabilities, and the implications of the Cyber Resilienc…

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The Balance of Relationships and AI in Modern Agencies 31:36

6d ago31:36

31:36

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Matt Medeiros and Kamil Rextin discuss the evolution of Kamil’s agency, 42 Agency, and its focus on demand generation and …

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What Does Freelancing Mean to You? 9:04

12d ago9:04

9:04

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute Eric Karkovack looks at the freedom afforded by running a freelance WordPress business. Along the way, he examines the process of finding your place in the industry and finding happiness. Support our work at https://thewpminute.com/s…

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Pressable's Phil Thompson on Empathy in Tech Support 34:33

13d ago34:33

34:33

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Phil Thompson from Pressable discusses the importance of human connection in customer support, the challenges of handling …

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Hiring for Marketing is HARD 12:50

13d ago12:50

12:50

Follow my WordPress newsletter https://thewpminute.com/subscribe In this conversation, Matt discusses the evolving landscape of marketing roles, particularly the distinction between specialists and generalists. He expresses concerns about job postings that require a wide range of skills, suggesting that such roles may dilute the concept of speciali…

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Dealing With Aggressive Sales Tactics in WordPress 1:04:40

20d ago1:04:40

1:04:40

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Toby and Kurt explore the complexities of running a WordPress agency. They discuss the challenges posed by aggressive sale…

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My Thoughts on Mullenweg's Keynote WCUS2025 32:28

25d ago32:28

32:28

Follow my WordPress newsletter https://thewpminute.com/subscribe Our Matt breaks down Matt Mullenweg’s keynote at WordCamp US 2025! Get the highlights and honest reactions to the most important moments, including: The evolving role of the WordPress community and the “four freedoms” at the heart of open source. Addressing the “elephant in the room” …

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My Thoughts on Mullenweg's Keynote WCUS2025 33:16

25d ago33:16

33:16

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute Our Matt breaks down Matt Mullenweg’s keynote at WordCamp US 2025! Get the highlights and honest reactions to the most important moments, including: The evolving role of the WordPress community and the “four freedoms” at the heart of…

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Recommended Books for Business and Beyond 47:35

26d ago47:35

47:35

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt and Toby discuss their favorite business and non-business books, exploring themes of leadership, project management, …

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The Journey of Building an Agency 1:00:06

1M ago1:00:06

1:00:06

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Toby and Kurt discuss the journey of agency ownership. They explore the transition from feeling like a hobbyist to establi…

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Tips for Finding a Work-Life Balance 59:12

1M ago59:12

59:12

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt and Toby discuss various aspects of running a WordPress agency, including productivity, work-life balance, client com…

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The Dog Daze of Agency Summer 4:49

2M ago4:49

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Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute Register for FREE. Monday August 18th at 1PM EST The Dog Daze of Agency Summer is a live, interactive webinar for WordPress agency owners looking to beat the late-summer slump. Matt Medeiros, Kurt von Ahnen, and Toby Cryns will share…

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The Dog Daze of Agency Summer 4:01

2M ago4:01

4:01

Follow my WordPress newsletter https://thewpminute.com/subscribe Register for Monday August 18th at 1PM EST The Dog Daze of Agency Summer is a live, interactive webinar for WordPress agency owners looking to beat the late-summer slump. Matt Medeiros, Kurt von Ahnen, and Toby Cryns will share strategies to keep momentum high when client decisions sl…

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User Error or Poor Design? 54:52

2M ago54:52

54:52

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt and Toby discuss various challenges and responsibilities in the WordPress development space, including user error, so…

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Clients want a 'With You' approach 7:27

2M ago7:27

7:27

Follow my WordPress newsletter https://thewpminute.com/subscribe In this conversation, Matt Medeiros discusses the evolution of consulting in the WordPress space, emphasizing the importance of shifting from a 'for you' mentality to a 'with you' mentality in partnerships and collaborations. He highlights the need for deeper connections and understan…

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Ethics and Pricing for WordPress Agencies 55:09

2M ago55:09

55:09

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt and Toby discuss the complexities of pricing, client relationships, and ethics in agency work. They explore the balan…

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Yes, the WordPress echo chamber. 28:17

2M ago28:17

28:17

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode, Matt discusses the concept of a 'WordPress Echo Chamber' prompted by a recent video from Imran Siddiq of Web Squadron and a blog response from Remkus de Vries. The discussion covers the dynamics of WordPress content creation, the challenges faced by creators, and the …

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Better Agency Workflows with Greyd 44:58

2M ago44:58

44:58

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Matt is joined by Sandra Kurze to discuss the unique offerings of Greyd, a comprehensive suite of tools designed for web a…

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Navigating Client Relationships 50:35

2M ago50:35

50:35

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ Podcast, Toby and Kurt discuss the complexities of client relationships, particularly focusing on handling refunds, emotional intel…

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How Does Clay Fit Into Automattic’s Ecosystem? 28:21

3M ago28:21

28:21

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute In this episode of The WP Minute Podcast, Eric Karkovack welcomes Zachary Hamed and Matthew Achariam, co-founders of Clay, a personal relationship management tool recently acquired by Automattic. They examine how Clay unifies fragmen…

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Content Creators: Fleeing AI or Fighting Back? 39:44

3M ago39:44

39:44

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Matt is joined by veteran writer Maddy Osman to discuss the evolving landscape of content creation in the age of AI. Maddy…

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Agency Problems: Is Paid Discovery Still a Struggle in 2025? 18:43

3M ago18:43

18:43

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode, I take a step back and reflect on what it means to support WordPress professionals in today’s fast-evolving landscape. We've seen the definition of a “WordPress professional” shift significantly since the Gutenberg days. Technology has moved forward, and many of us ar…

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Navigating AI in WordPress Agencies 44:59

3M ago44:59

44:59

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt von Ahnen and Toby Cryns discuss the complexities of integrating AI into agency work, the challenges of managing clie…

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Understanding Your Value as a WordPress Freelancer 9:09

3M ago9:09

9:09

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute It’s a tough time to be a WordPress freelancer. The entire ecosystem seems to be shifting beneath us, as we’ve witnessed legal battles and community drama. Not to mention a newfangled technology – artificial intelligence (AI) – takin…

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Managing WordPress Agency Projects 39:36

3M ago39:36

39:36

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ Podcast, Kurt and Toby look at the practical and emotional challenges of managing WordPress agency projects. From sales pitfalls to…

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AI vs Human Content Battle 18:15

3M ago18:15

18:15

Follow my WordPress newsletter https://thewpminute.com/subscribe In this conversation, Matt discusses the evolving landscape of content creation, particularly in the context of AI's growing influence. He emphasizes the importance of personal branding and building trust over time, while exploring how AI can both compete with and complement human con…

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Crew Collective Extended Trailer 1:43

3M ago1:43

1:43

Crew Collective will explore stories through the lens of the people who created them. From novels to documentaries, to comic books and other podcasts, this series goes behind the scenes from creative works across all different mediums. The common theme? outer space. Each episode of this series will go behind the scenes of a story about outer space.…

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The FAIR Package Manager for WordPress 57:56

3M ago57:56

57:56

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+, I sit down with Carrie Dils and Karim Marucchi to talk through FAIR—short for Federated and Independent Repositories—a new package…

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Innovation 19:01

3M ago19:01

19:01

Follow my WordPress newsletter https://thewpminute.com/subscribe In this solo episode of the Matt Report, I explore a concept that’s as exciting as it is frustrating: innovation. I reflect on my experience with Podcasting 2.0—a grassroots, open source movement that parallels WordPress.org in spirit—and how it's slowly reshaping podcast RSS feeds wi…

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What’s Disappearing from WordPress? 45:17

3M ago45:17

45:17

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+, Kurt and Toby explore the shifting landscape of WordPress, sparked by Toby’s visit to a no-code meetup in Minneapolis. They discus…

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When 'Easy' WordPress Gets Tough for Clients 39:18

4M ago39:18

39:18

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of The WP Minute+ podcast, Kurt and Toby dive into the common misconception that WordPress (and websites in general) should be “easy.” They share sto…

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Mary Hubbard & Matt Mullenweg WordCamp EU 2025 Fireside Chat 1:13:51

4M ago1:13:51

1:13:51

This is the recording between Matt Mullenweg and Mary Hubbard on stage at WordCamp Europe 2025. They covered everything from regulation in the EU, the FAIR package manager announcement, and new education pathways, to what’s next for WordPress core and the ecosystem. The session started with Mary interviewing Matt, followed by a live Q&A with the au…

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Why I'm not jazzed about FAIR 24:27

4M ago24:27

24:27

In this episode, I unpack the big announcement behind FAIR — the Federated and Independent Repository — a new package manager initiative under the Linux Foundation. Scooped by The Repository and launched during WordCamp Europe week, FAIR promises decentralized plugin and theme distribution for WordPress, reducing reliance on wordpress.org and intro…

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The curious case of AI theft 12:52

4M ago12:52

12:52

Follow my WordPress newsletter https://thewpminute.com/subscribe In this off-the-cuff response episode, I react to a pointed comment left on a recent YouTube live stream I hosted with Mark Z. Mansky. The topic? AI and its role in the WordPress ecosystem—something I think about a lot both at Gravity Forms and through the work I do with The WP Minute…

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Jake Goldman Talks Agency Mergers and Rebranding 38:52

4M ago38:52

38:52

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute founder of 10up and now a Partner at Fueled, to talk about a major agency evolution. Jake shares the journey from founding 10up in 2011 to its merger with Fueled in 2023, culminating in a rebrand that sees the combined entity operati…

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Blueprints, Burnout, and Better Clients 47:00

4M ago47:00

47:00

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this insightful episode of The WP Minute+, Kurt and Toby dive deep into the business mechanics behind running a WordPress-based web agency. They explore the power…

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The one thing missing from your AI strategy 12:11

4M ago12:11

12:11

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode, I'm addressing the ongoing discussion about AI's impact on jobs, businesses, and particularly, those of us deeply involved in web and content creation. It's easy to get swept up in the fear that AI will soon replace all of our roles—whether you're building websites, e…

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Is your WordPress agency over? 7:28

4M ago7:28

7:28

Follow my WordPress newsletter https://thewpminute.com/subscribe In this solo episode, I ask a critical question for WordPress agency owners and freelancers: where do you stand with AI? Are you ignoring it, dabbling with it, or going all in and restructuring your agency around it? It’s time to figure out what kind of role this technology plays in y…

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Emotionally Unemployable: Agency Life with Kurt and Toby 47:50

4M ago47:50

47:50

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this candid and wide-ranging episode, Kurt von Ahnen and Toby Cryns reflect on the unique ups and downs of running a small WordPress agency. From their early days…

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Will you help with this? 8:33

4M ago8:33

8:33

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode, I’m laying out the foundation for a new initiative I’m calling The Thriving Project. It’s a simple, community-driven effort to refocus the conversation around why WordPress matters—especially in this era of AI hype and increasing web complexity. This isn't a top-down …

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Where are the WordPress businesses? 11:17

4M ago11:17

11:17

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode, I unpack Joost de Valk’s recent post on ProgressPlanner.com, where he describes the “two faces of WordPress”: the community-driven contributors and the commercially-driven businesses. While I largely agree with his premise that there's a widening gap between the two, …

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What Do AI Site Builders Mean for Freelancers? 7:38

4M ago7:38

7:38

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute Being a freelance web designer often means dealing with disruption. Sometimes, it’s a client who needs a new feature built ASAP. But it can also come from a shakeup in the technology we use. Artificial intelligence (AI) has undoubted…

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You don't suck at marketing 27:34

4M ago27:34

27:34

Follow my WordPress newsletter https://thewpminute.com/subscribe If you’ve ever said “I suck at marketing” or felt like you just don’t have what it takes to get your business out there, you’re definitely not alone. In this episode, I dig into why so many of us (myself included) feel overwhelmed by marketing and think we’re just not cut out for it. …

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Freemius: Growing Beyond WordPress 48:04

4M ago48:04

48:04

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of the WP Minute+ Podcast, Matt welcomes Vova Feldman, the founder and CEO of Freemius, to discuss how the company is expanding beyond its roots in t…

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I've lost a lot of money... 20:14

5M ago20:14

20:14

Follow my WordPress newsletter https://thewpminute.com/subscribe In this episode of The Matt Report, I fire up the mic after years of dormancy to explore a timely rabbit hole: how AI platforms like ChatGPT are surfacing and ranking content—especially in response to queries like “best WordPress podcasts.” I noticed that The Matt Report still shows u…

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Reinventing Himself From Agency Owner to Productized Service 43:09

5M ago43:09

43:09

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of the WP Minute+ Podcast, Matt is joined by John Doherty, a seasoned entrepreneur who transitioned from running the SEO lead-generation agency Credo…

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How to Discuss Price Increases With Your Freelance Clients 9:31

5M ago9:31

9:31

Thanks Pressable for supporting the podcast! What hosting should feel like...nothing! https://pressable.com/wpminute The web was once a bastion of free and cheap things. Free tools and services catering to professionals and novices were abundant. And even things that cost money were relatively affordable. This climate has been a boon to freelancers…

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Nick Saraev: Building High-ROI Services & Ruthless Effectiveness | Ep. 3 1:13:46

5M ago1:13:46

1:13:46

Join me for a conversation with Nick Saraev, AI automation expert, agency owner, and content creator who scaled his service business to $72K/month. In this episode, we explore the intersection of technology, business mindset, and content creation strategy. Nick shares his journey into AI automation, revealing why focusing ruthlessly on revenue-gene…

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An Inside Look at StellarSites 25:27

5M ago25:27

25:27

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of the WP Minute+, Matt sits down with Matt Cromwell to discuss the newly launched StellarSites, a major initiative from StellarWP that repositions t…

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Evolution of a WordPress Agency 48:30

5M ago48:30

48:30

Thanks Pressable for supporting the show! Get your special hosting deal at https://pressable.com/wpminute Become a WP Minute Supporter & Slack member at https://thewpminute.com/support In this episode of the WP Minute+ Podcast, Matt speaks with Ross Johnson, founder of 3.7 Designs, about what it’s like to run a WordPress agency for nearly 20 years.…