A Good Pour: Conversations About Good Work

The Skeptic on the Team | Why Every AI Business Needs Someone Asking Hard Questions with Terra Milo

26 min · 16. juni 2026
episode The Skeptic on the Team | Why Every AI Business Needs Someone Asking Hard Questions with Terra Milo cover

Beskrivelse

The Skeptic on the Team: Terra Milo on Why Every AI Business Needs Someone Asking Hard Questions Terra Milo is anti-AI. She's also been on the Good Circle Marketing team for nearly a year, managing the human side of an AI-forward content operation. That tension is exactly what makes this conversation worth your time. Terra talks about what she actually thinks when a workflow goes too far, the moment she had to tell her boss she didn't love AI and what happened next, and why she believes having a skeptic on the team isn't a liability. It's a quality control system. Kathryn shares how Terra's pushback shaped the way GCM thinks about AI use, why she doesn't love the idea of clones, and what her 30-hour work week goal has to do with any of this. They also talk about where AI accountability actually lands when something goes wrong, and why it's not on the tool. You'll leave thinking differently about what responsible AI use looks like inside a real business, not just in theory. About Terra Milo: Terra Milo is a content editor and writer based in Lisbon, Portugal. She works with Good Circle Marketing managing the quality and human voice behind AI-assisted content. She's been a podcaster herself and has been using tools like Descript since before AI was a conversation. This episode is part of the Summer of Good AI series on A Good Pour. ======⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️🤔Thinking of leveling up your Marketing?📝 Let us help you get on track!📱Call or Text me: ‪(615) 807-0847‬📨 Email: hello@goodcirclemarketing.com⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️======▶Subscribe 👉https://youtube.com/@goodcirclemarketing======

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Alle episoder

109 episoder

episode Start With the Problem: David Adams on Using AI to Actually Fix Education cover

Start With the Problem: David Adams on Using AI to Actually Fix Education

AI in public education isn't failing because the technology is bad. It's failing because most schools adopted tools without ever naming the problem they were trying to solve. David Adams has spent his career inside public schools, working on the parts of education that don't get fixed by good intentions alone. As a leader at The Urban Assembly in New York City, he's built two AI tools that start where most tools don't: with a specific, bounded problem. CounselorGPT helps students understand their post-secondary options before they make expensive, uninformed guesses about their futures. Project Cafe gives teachers video-based feedback on their own classroom practice, without adding to anyone's workload or budget. Both tools came from knowing the problem well enough to know when the solution was working. In this episode, David and Kathryn talk through what it actually looks like to use AI responsibly inside schools, where the real constraints are, and what happens when educators reach for a tool before they've named what they're trying to fix. David also makes a clear case for what AI shouldn't touch, from bedtime stories to jury verdicts, and why the difference has nothing to do with capability and everything to do with legitimacy. This one is for school leaders, educators, and anyone building with AI who wants to stop chasing tools and start solving problems. Download the free AI Policy template at goodcirclemarketing.com/summer-of-good-ai and build the guardrails your team needs before your next AI decision. Connect with David Adams and The Urban Assembly at urbanassembly.org. A Good Pour: Summer of Good AI is a limited series helping small business owners and nonprofit leaders use AI with confidence and integrity. New episodes drop weekly through July 2026.

I går29 min
episode Build an AI Brand That Actually Sounds Like You | Kinsey Soderberg cover

Build an AI Brand That Actually Sounds Like You | Kinsey Soderberg

If your AI-generated content sounds like it could belong to anyone, there's a reason. You haven't given it enough of you. Kinsey Soderberg spent years building an audience around authentic storytelling before she ever touched an AI tool. Her first reaction to ChatGPT was somewhere between "ew, gross" and "a robot is not writing my emails." Then a long car ride and a podcast episode shifted something, and she started asking a different question: what if you could use AI in a way that actually sounds like you? She went on to build Authentic AI, a brand and framework specifically for women entrepreneurs who want to work with AI without losing their voice, their perspective, or their sanity. Her AI Brand Blueprint is the system she teaches, and it's built on one idea: the human comes before the tool. In this conversation, Kinsey and Kathryn talk about what a human-first approach to AI actually looks like in practice, why giving AI your soapboxes and your grocery store stories matters more than getting your prompts perfect, and what most people are still missing when it comes to keeping their brand voice intact while using AI every day. This episode is for any business owner who's been burned by generic AI output and wants to understand why, and what to do about it. Grab your free AI policy template at go.goodcirclemarketing.com/summer-of-good-ai. Connect with Kinsey at heraiclub.co or find her on Instagram: @aikenzie. A Good Pour: Summer of Good AI is a limited series helping small business owners and nonprofit leaders use AI with confidence and integrity. New episodes drop weekly through July 2026.

30. juni 202642 min
episode Your Brain First, Then AI: Matt Mundt on Protecting Creativity in a World That Wants to Outsource It cover

Your Brain First, Then AI: Matt Mundt on Protecting Creativity in a World That Wants to Outsource It

Responsible AI use starts with a decision most people skip: thinking first, before the chatbot does it for you. Matt Mundt has spent 25 years in digital marketing, running Google Ad Grants and Meta ads for nonprofits and Christian artists. He's also a YouTube creator building a channel called Kid Intern with his 11-year-old son, and co-founder of the God Made creator community in Nashville. He's watched AI show up in every corner of his work, and he's got a clear-eyed view of what it costs when people hand over their thinking too fast. In this conversation, Matt and Kathryn talk about the practice of getting ideas out of your own brain before you open a chat window, what AI-generated content does to trust in faith communities, why live streaming and in-person events are growing precisely because people are tired of polished and perfect, and the tension of loving a tool you're also worried about. They also get into Matt's use of Claude to help clients in real time, how AI is changing YouTube thumbnails, and what the God Made Creator Conference in Nashville is building for Christian creators. This one's for the business owner or nonprofit leader who wants to use AI without losing themselves in it. Get the free AI Policy template at: goodcirclemarketing.com/ai-policy. Connect with Matt at godmadecreators.com. A Good Pour: Summer of Good AI is a limited series helping small business owners and nonprofit leaders use AI with confidence and integrity. New episodes drop weekly through July 2026.

23. juni 202641 min
episode The Skeptic on the Team | Why Every AI Business Needs Someone Asking Hard Questions with Terra Milo cover

The Skeptic on the Team | Why Every AI Business Needs Someone Asking Hard Questions with Terra Milo

The Skeptic on the Team: Terra Milo on Why Every AI Business Needs Someone Asking Hard Questions Terra Milo is anti-AI. She's also been on the Good Circle Marketing team for nearly a year, managing the human side of an AI-forward content operation. That tension is exactly what makes this conversation worth your time. Terra talks about what she actually thinks when a workflow goes too far, the moment she had to tell her boss she didn't love AI and what happened next, and why she believes having a skeptic on the team isn't a liability. It's a quality control system. Kathryn shares how Terra's pushback shaped the way GCM thinks about AI use, why she doesn't love the idea of clones, and what her 30-hour work week goal has to do with any of this. They also talk about where AI accountability actually lands when something goes wrong, and why it's not on the tool. You'll leave thinking differently about what responsible AI use looks like inside a real business, not just in theory. About Terra Milo: Terra Milo is a content editor and writer based in Lisbon, Portugal. She works with Good Circle Marketing managing the quality and human voice behind AI-assisted content. She's been a podcaster herself and has been using tools like Descript since before AI was a conversation. This episode is part of the Summer of Good AI series on A Good Pour. ======⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️⬇️🤔Thinking of leveling up your Marketing?📝 Let us help you get on track!📱Call or Text me: ‪(615) 807-0847‬📨 Email: hello@goodcirclemarketing.com⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️⬆️======▶Subscribe 👉https://youtube.com/@goodcirclemarketing======

16. juni 202626 min
episode Why AI and Authenticity Are NOT Opposites | with Molly Mahoney cover

Why AI and Authenticity Are NOT Opposites | with Molly Mahoney

Molly Mahoney was using AI tools for content creation two years before most people had heard of ChatGPT. She didn't start there by accident. She started there because she saw what happens when business owners use AI without a brand foundation: the output looks like everyone else's. She built a framework to fix that, and she's been teaching it ever since. In this conversation, Kathryn and Molly get into the AI brand blueprint Molly built to train any AI tool to write in your voice, not the generic version of it. Molly shares the "weird wins" philosophy that's shaped her entire approach to showing up online. They talk about where the real AI failure happens (hint: it's not the tool), why Molly named her main AI agent after her grandmother, and what it actually means to give your AI soul, not just data. Kathryn shares what made her stop loading PDFs without thinking about token cost. You'll leave this one thinking differently about what it means to use AI to amplify your work, and what you have to build first before any of it works. About Molly Mahoney: Molly Mahoney is the founder of The Prepared Performer and creator of the AI Content Club and Multiply mastermind. She's been teaching business owners to use AI authentically since 2021 and is the author of AI-ify Your Business. She lives and works at the intersection of performance, storytelling, and practical AI strategy. This episode is part of the Summer of Good AI series on A Good Pour, conversations about what it looks like to use AI well.

9. juni 202646 min