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About the Episode:
Most companies say they're using AI, but only 30% have even created an acceptable use policy. Alane Boyd and Micah Johnson are back with part 2 of their AI fluency series, and this time they're going deep on the organizational level: the six milestones that separate companies dabbling with AI from those actually building with it.
If your team is experimenting with AI tools but you have no committee, no shared systems, and no way to measure who knows what, you're building on sand. This episode gives you the framework to change that, no matter where your organization is starting from.
In this episode, you'll learn:
If you're serious about building an organization that doesn't just use AI but grows with it, this episode gives you the exact roadmap. Press play, your team will thank you.
If you haven't listened to part 1 yet, start there first: The 5 Individual Milestones of AI Fluency.
Education & Resources
Claude Cowork Masterclass
🛠️ Tools & Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Most business leaders talk about AI adoption. But Alane and Micah are asking the real question. How do you actually measure it?
In this episode, they introduce a five-milestone framework for tracking individual AI fluency on your team. This framework was built from a real gap Micah observed at a recent COO conference where everyone agreed the topic mattered but nobody had answers.
If AI adoption at your company feels more like chaos than progress, there's a good chance your team has no shared baseline and no way to know who's moving forward and who's stuck. Alane and Micah make the case that undefined fluency goals are a business problem, and that the fix is easier than most leaders think.
In this episode, you'll learn:
If you're ready to stop guessing about where your team stands with AI and start building a measurable path forward, this episode gives you the exact framework to do it.
Upcoming Education Sessions:
🛠️ Tools & Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Forget the full AI agent. Alane Boyd and Micah Johnson are making the case that Claude Cowork Skills are the most powerful, most overlooked feature in AI right now. One slash command. Twenty-five steps handled. Consistently, every time.
If your business relies on humans doing the same thing the right way every single time, you already know how that goes. The inconsistency, the retraining, the quiet shortcuts. It's not a people problem. It's a systems problem. Claude Skills are the fix.
In this episode:
If your team is doing the same thing five different ways and you're ready to fix that, start here.
Upcoming Education Sessions:
🛠️ Tools & Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Here's something that'll mess with your head: ChatGPT and Claude have zero memory. Every message you send, the model reads your entire conversation from scratch, answers, then forgets everything. When these tools claim they "remember" you, that's not the AI. It's separate software making judgment calls about you, and you never see it happen.
If you've ever wondered why AI gives inconsistent outputs or seems to lose the plot, this episode connects the dots. Alane Boyd and Micah Johnson break down why relying on automatic AI memory quietly works against your team.
In this episode:
Memory is just context. Once you control the context, the outputs finally get consistent.
Upcoming Education Sessions:
Tools/Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
What happens when someone goes on vacation and all their AI work becomes inaccessible? Alane Boyd and Micah Johnson tackle the collaboration crisis emerging as teams adopt Claude for real work.
This isn't really about vacations. It's about work getting siloed in individual AI sessions where no one else can access the research, problem-solving, and progress being made. When AI tools actually do the work instead of just providing suggestions, everything changes.
In this episode, you'll learn:
If you're ready to stop treating Claude like a personal diary and start using it as the collaborative tool it's meant to be, this episode shows you exactly how.
Upcoming Education Sessions:
Tools/Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Before you connect AI to anything, decide where each type of information live, and never let it live in two places. Alane Boyd and Micah Johnson tackle the biggest mistake teams make when implementing AI tools like Claude.
If you've ever wondered why your AI gives inconsistent answers or pulls outdated information, this episode reveals the culprit. The hosts get real about why downloading files and re-uploading them to AI projects creates chaos.
In this episode, you'll learn:
If you're ready to stop making AI guess where to find information and start giving it access to the right source, this episode shows you exactly how.
Upcoming Education Sessions:
Tools/Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Your project management tool is capable of so much more than task tracking, but most teams are using only 10% of its potential. Alane Boyd and Micah Johnson break down the harsh reality of why that remaining 90% is limiting your team, workflows, and AI automation efforts.
If you've ever felt like your PM tool is just a fancy to-do list that doesn't really streamline anything, this conversation will change your perspective. The hosts get real about the five foundational elements that separate teams who struggle with scattered workflows from those who've built AI-powered automation hubs.
In this episode, you'll learn:
If you're ready to transform your project management tool from a glorified to-do list into the command center for seamless workflows and AI automation, this episode shows you exactly how to build those foundations.
If this episode hits home, we have free PM basics courses for ClickUp, Asana, and monday.com at biggestgoal.ai. Share them with your team. They'll thank you.
Upcoming Education Sessions:
Tools/Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
A hundred episodes ago, Alane Boyd and Micah Johnson asked what if you could save one hour a day... and that felt ambitious. Now they're watching AI compress entire job functions into a single afternoon.
This milestone episode isn't just a celebration, it's a timeline of the AI revolution in business. From traditional automation and project management tools to AI agents that completely transform how companies operate.
In this episode, you'll learn:
If you've been on this journey or just starting to think about AI in your business, this episode is both your celebration and your roadmap for what's possible.
Upcoming Education Sessions:
Tools/Platforms Mentioned
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
Executives sit on piles of data from Stripe, calendars, CRMs, and countless spreadsheets, but can't easily see it all in one place without making it a major project. AI has changed that, and Alane Boyd and Micah Johnson show exactly how to create live dashboards in minutes.
If you've ever felt frustrated jumping between ten different platforms just to get the data you need, this conversation will change your approach. The hosts get real about solving actual business problems with Claude's Live Artifacts feature.
In this episode, you'll learn:
If you're ready to stop drowning in data and start building dashboards that actually update automatically, press play now.
Upcoming Education Sessions:
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
Free Resources & Next Steps
About the Episode:
New AI models drop every week, but the three things that actually matter for AI success haven't changed. Probably won't. Alane Boyd and Micah Johnson cut through the overwhelming pace of AI updates to focus on what really drives results.
While everyone's chasing the latest features and freezing up over platform changes, the fundamentals remain rock solid. If you're tired of feeling behind every time a new AI tool launches, this episode brings clarity to the chaos.
In this episode, you'll learn:
This isn't about the newest model or flashiest feature. It's about building the foundation that makes any AI tool actually useful. Press play and stop chasing AI hype.
Tools and platforms mentioned: Dropbox, Claude Cowork, Custom GPTs (OpenAI), RAG databases, Zapier, Airtable, Supabase, Claude Code, APIs, webhooks, MCPs.
Learn More about our AI Leadership Workshop
Winning businesses aren’t just working harder, they understand how to use AI strategically. Sign up for the AI Leadership Workshop, a 3-hour expert-led mastermind designed to give leadership teams clarity, alignment, and a practical path to stay competitive.
Book a call to customize your workshop today!
This episode is brought to you by Biggest Goal, the company Alane Boyd and Micah Johnson co-founded.
Fifteen years of scaling their own companies taught them that adoption is a people problem long before it's a technology problem, so we train executives and their teams through workshops, cohorts, mastermind groups, and hands-on support.
Want to learn how to scale faster with AI?
Join us on Oct 13 + Oct 15 for our Virtual Live "Scaling with AI" Bootcamp
Click here to reserve your seat!
Thank you for supporting the podcast!
From the publisher's feed
The Biggest Goal Podcast, with Alane Boyd and Micah Johnson.
Learn how to reach your biggest goal as we reimagine the workflows you run into scalable systems that use today's…
Every week, we take one real workflow and cover what you're likely doing now and how to improve it with today's latest technology. We'll look at where AI could be applied, what should be automated, and where you still need a person.
Alane and Micah are the co-founders of Biggest Goal. They grew an agency to 600+ active clients before their exit and have since helped 300+ teams put technology to work building scalable systems across every department.
(Formerly this podcast was called: Automate Your Agency)

30,152 Listeners