TrailBlazers Meetups

Why this series exists
We already know AI is changing how we work. Most of us have tried Claude or ChatGPT — a quick question, a draft, an experiment. But knowing a tool exists isn't the same as building it into how you coach, facilitate, and lead. Real change needs more than a five-minute play with a chatbot: it needs practice, feedback, and people around you also trying.
That's what this workshop is for. Across 3 meetups, with fellow Agile coaches, Scrum Masters, and team leads, you'll move from "I've heard of this" to "I actually use this" — one real project, one real decision at a time.
How this workshop works
This series is built the way we ask teams to learn best: theory first, on your own time; practice together, in the room. Before each meetup, you'll complete a short section of Anthropic's free AI Fluency: Framework & Foundations course https://academy.claude.com/courses/ai-fluency-framework-foundations — usually 30–60 minutes.
At the meetup itself, we don't re-teach what you've already read. Instead, we spend two hours applying it — to a real project you choose, with the support (and healthy challenge) of the group.
Bring a laptop or phone with Claude access — a free account is enough.
Learning Outcome — the whole series
By the end of this 3-meetup series, you will be able to:

• Decide, for a real piece of your work, what to hand to AI and what to keep for yourself — and explain why
• Write clear, structured instructions that reliably get useful results from AI
• Critically evaluate AI's output before you rely on it, rather than accepting it at face value
• Take responsible ownership of how you use AI in your coaching practice — including what you'd disclose and double-check

Meetup 1 - Choose Your Project: What Would You Actually Delegate to AI?
Learning Outcome: By the end of this meetup, you will be able to choose a real work project suited to AI collaboration, and decide — task by task — what to delegate to AI and what to keep for yourself, based on your own judgement as a coach.
What happens: We open the series by getting hands-on right away. You'll bring a real task or project from your own coaching practice, and — together with the group — turn it into your first real AI collaboration. Expect short live demonstrations, honest conversation about where AI actually helps (and where it doesn't) in coaching work, and real working time: choosing your project, optionally teaming up with others working on something similar, and making your first delegation decisions with support from the room.
Before you come, please work through:

• Introduction to AI Fluency
• Why do we need AI Fluency?
• The 4D Framework
• Generative AI fundamentals
• Capabilities & limitations
• A closer look at Delegation

Meetup 2 - Say What You Mean: Getting AI to Actually Do What You Want
Learning Outcome: By the end of this meetup, you will be able to write clear, structured instructions — covering what you want, how you want it done, and how you want Claude to work with you — that reliably produce better results on your own project.
What happens: Now that you've decided what to delegate, it's time to get AI to actually do it well. This session is hands-on from the first minute: you'll bring the project you started at Meetup 1, learn to describe what you want with real precision, and run it live — with your table there to troubleshoot, compare notes, and push your thinking further.
Before you come, please work through:

• A closer look at Description
• Effective prompting techniques

Bring your project from Meetup 1 (laptop or phone, with Claude access).

Meetup 3 - Trust, But Own It: Evaluating AI's Work and Your Responsibility
Learning Outcome: By the end of this meetup, you will be able to critically evaluate AI-generated work before relying on it, and identify what you are responsible for checking and disclosing when you use AI in your coaching practice.
What happens: The final meetup is about judgement: knowing when to trust AI's output, when to push back, and what you're responsible for either way. You'll come having finished a first full pass of your project, and spend the session peer-reviewing each other's work, sharpening your evaluation skills through a live group exercise, and discussing the real ethical questions coaches face when using AI at work. We'll close with your AI Fluency certificate and a look at what's next.
Before you come, please work through:

• A closer look at Discernment
• Finish the remaining tasks of your project using The Description-Discernment loop — this continues what you started live at Meetup 2, it isn't a restart
• A closer look at Diligence
• Conclusion + the course quiz — arrive with your certificate/badge earned!

Why this series exists
We already know AI is changing how we work. Most of us have tried Claude or ChatGPT — a quick question, a draft, an experiment. But knowing a tool exists isn't the same as building it into how you coach, facilitate, and lead. Real change needs more than a five-minute play with a chatbot: it needs practice, feedback, and people around you also trying.
That's what this workshop is for. Across 3 meetups, with fellow Agile coaches, Scrum Masters, and team leads, you'll move from "I've heard of this" to "I actually use this" — one real project, one real decision at a time.
How this workshop works
This series is built the way we ask teams to learn best: theory first, on your own time; practice together, in the room. Before each meetup, you'll complete a short section of Anthropic's free AI Fluency: Framework & Foundations course https://academy.claude.com/courses/ai-fluency-framework-foundations — usually 30–60 minutes.
At the meetup itself, we don't re-teach what you've already read. Instead, we spend two hours applying it — to a real project you choose, with the support (and healthy challenge) of the group.
Bring a laptop or phone with Claude access — a free account is enough.
Learning Outcome — the whole series
By the end of this 3-meetup series, you will be able to:

• Decide, for a real piece of your work, what to hand to AI and what to keep for yourself — and explain why
• Write clear, structured instructions that reliably get useful results from AI
• Critically evaluate AI's output before you rely on it, rather than accepting it at face value
• Take responsible ownership of how you use AI in your coaching practice — including what you'd disclose and double-check

Meetup 1 - Choose Your Project: What Would You Actually Delegate to AI?
Learning Outcome: By the end of this meetup, you will be able to choose a real work project suited to AI collaboration, and decide — task by task — what to delegate to AI and what to keep for yourself, based on your own judgement as a coach.
What happens: We open the series by getting hands-on right away. You'll bring a real task or project from your own coaching practice, and — together with the group — turn it into your first real AI collaboration. Expect short live demonstrations, honest conversation about where AI actually helps (and where it doesn't) in coaching work, and real working time: choosing your project, optionally teaming up with others working on something similar, and making your first delegation decisions with support from the room.
Before you come, please work through:

• Introduction to AI Fluency
• Why do we need AI Fluency?
• The 4D Framework
• Generative AI fundamentals
• Capabilities & limitations
• A closer look at Delegation

Meetup 2 - Say What You Mean: Getting AI to Actually Do What You Want
Learning Outcome: By the end of this meetup, you will be able to write clear, structured instructions — covering what you want, how you want it done, and how you want Claude to work with you — that reliably produce better results on your own project.
What happens: Now that you've decided what to delegate, it's time to get AI to actually do it well. This session is hands-on from the first minute: you'll bring the project you started at Meetup 1, learn to describe what you want with real precision, and run it live — with your table there to troubleshoot, compare notes, and push your thinking further.
Before you come, please work through:

• A closer look at Description
• Effective prompting techniques

Bring your project from Meetup 1 (laptop or phone, with Claude access).

Meetup 3 - Trust, But Own It: Evaluating AI's Work and Your Responsibility
Learning Outcome: By the end of this meetup, you will be able to critically evaluate AI-generated work before relying on it, and identify what you are responsible for checking and disclosing when you use AI in your coaching practice.
What happens: The final meetup is about judgement: knowing when to trust AI's output, when to push back, and what you're responsible for either way. You'll come having finished a first full pass of your project, and spend the session peer-reviewing each other's work, sharpening your evaluation skills through a live group exercise, and discussing the real ethical questions coaches face when using AI at work. We'll close with your AI Fluency certificate and a look at what's next.
Before you come, please work through:

• A closer look at Discernment
• Finish the remaining tasks of your project using The Description-Discernment loop — this continues what you started live at Meetup 2, it isn't a restart
• A closer look at Diligence
• Conclusion + the course quiz — arrive with your certificate/badge earned!

Why this series exists
We already know AI is changing how we work. Most of us have tried Claude or ChatGPT — a quick question, a draft, an experiment. But knowing a tool exists isn't the same as building it into how you coach, facilitate, and lead. Real change needs more than a five-minute play with a chatbot: it needs practice, feedback, and people around you also trying.
That's what this workshop is for. Across 3 meetups, with fellow Agile coaches, Scrum Masters, and team leads, you'll move from "I've heard of this" to "I actually use this" — one real project, one real decision at a time.
How this workshop works
This series is built the way we ask teams to learn best: theory first, on your own time; practice together, in the room. Before each meetup, you'll complete a short section of Anthropic's free AI Fluency: Framework & Foundations course https://academy.claude.com/courses/ai-fluency-framework-foundations — usually 30–60 minutes.
At the meetup itself, we don't re-teach what you've already read. Instead, we spend two hours applying it — to a real project you choose, with the support (and healthy challenge) of the group.
Bring a laptop or phone with Claude access — a free account is enough.
Learning Outcome — the whole series
By the end of this 3-meetup series, you will be able to:

• Decide, for a real piece of your work, what to hand to AI and what to keep for yourself — and explain why
• Write clear, structured instructions that reliably get useful results from AI
• Critically evaluate AI's output before you rely on it, rather than accepting it at face value
• Take responsible ownership of how you use AI in your coaching practice — including what you'd disclose and double-check

Meetup 1 - Choose Your Project: What Would You Actually Delegate to AI?
Learning Outcome: By the end of this meetup, you will be able to choose a real work project suited to AI collaboration, and decide — task by task — what to delegate to AI and what to keep for yourself, based on your own judgement as a coach.
What happens: We open the series by getting hands-on right away. You'll bring a real task or project from your own coaching practice, and — together with the group — turn it into your first real AI collaboration. Expect short live demonstrations, honest conversation about where AI actually helps (and where it doesn't) in coaching work, and real working time: choosing your project, optionally teaming up with others working on something similar, and making your first delegation decisions with support from the room.
Before you come, please work through:

• Introduction to AI Fluency
• Why do we need AI Fluency?
• The 4D Framework
• Generative AI fundamentals
• Capabilities & limitations
• A closer look at Delegation

Meetup 2 - Say What You Mean: Getting AI to Actually Do What You Want
Learning Outcome: By the end of this meetup, you will be able to write clear, structured instructions — covering what you want, how you want it done, and how you want Claude to work with you — that reliably produce better results on your own project.
What happens: Now that you've decided what to delegate, it's time to get AI to actually do it well. This session is hands-on from the first minute: you'll bring the project you started at Meetup 1, learn to describe what you want with real precision, and run it live — with your table there to troubleshoot, compare notes, and push your thinking further.
Before you come, please work through:

• A closer look at Description
• Effective prompting techniques

Bring your project from Meetup 1 (laptop or phone, with Claude access).

Meetup 3 - Trust, But Own It: Evaluating AI's Work and Your Responsibility
Learning Outcome: By the end of this meetup, you will be able to critically evaluate AI-generated work before relying on it, and identify what you are responsible for checking and disclosing when you use AI in your coaching practice.
What happens: The final meetup is about judgement: knowing when to trust AI's output, when to push back, and what you're responsible for either way. You'll come having finished a first full pass of your project, and spend the session peer-reviewing each other's work, sharpening your evaluation skills through a live group exercise, and discussing the real ethical questions coaches face when using AI at work. We'll close with your AI Fluency certificate and a look at what's next.
Before you come, please work through:

• A closer look at Discernment
• Finish the remaining tasks of your project using The Description-Discernment loop — this continues what you started live at Meetup 2, it isn't a restart
• A closer look at Diligence
• Conclusion + the course quiz — arrive with your certificate/badge earned!