ClickUp to Cowork: What 100 Episodes Taught Us
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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:
- How the AI conversation evolved from "save an hour" to "transform everything" in 24 months
- Why the fundamentals matter more now than ever (good data, workflows, APIs)
- What companies are doing wrong when they try to add AI to old processes
- The timeline that changed everything from ChatGPT to Claude Cowork
- Predictions for the next 100 episodes and where business automation is heading
- What hasn't changed (great judgment, team members) vs what's accelerating
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:
- Free Claude Cowork Webinar
- Free Claude Cowork Masterclass
- Claude Deep Dive Series
Tools/Platforms Mentioned
- Claude Cowork
- ChatGPT
- Perplexity
- Automation Platforms: n8n, Zapier, Make
- PM Tools: ClickUp, Asana, Monday
- MCP Servers
- APIs
- Gamma
Learn More about our AI Agent + RAG Cohort:
Not sure how to get started with AI? Join our 4-week AI Agent Development Cohort, where you’ll build real AI agents and automation. No technical background required.
The July 20th cohort is filling fast. Save your spot and sign up today.
This episode is brought to you by Biggest Goal.
Every quarter your team spends evaluating AI is a quarter your competitors spend shipping. Most leaders feel the pressure but get stuck between ignoring AI and getting it wrong. More tools and more demos won't fix it. What actually works is hands-on training for the people doing the work.
For more information about our AI education programs, visit biggestgoal.ai.
Upcoming Sessions:
- Free Claude Cowork Webinar
- Claude Cowork Masterclass
- Claude Deep Dive Series
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- Community
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