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Assigning Work to Three Agents on My Jira Board
October 15, 2026 5 min readI pulled some of my real work into Jira and assigned it to three agents. What would it take to scale that for a team? · Read the post →
AI
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Why Microsoft Copilot Cowork's Pricing Kills Exploration Before It Starts
June 25, 2026 3 min readMicrosoft's Copilot Cowork pricing removes the one thing that drives AI adoption: the freedom to explore. Here's what it means for your team. · Read more →
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Two more things I've handed off to Copilot Cowork
May 21, 2026 3 min readJunk email. Client agreements. Now with mobile access. Two more tasks I've handed off to Microsoft's Copilot Cowork Agent. · Read more →
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My Day 1 at Atlassian Team '26: Rovo AI, Teamwork Graph, and some Fun
May 7, 2026 4 min readHalfway through Atlassian Team '26 and three things are already clear. Rovo is worth a second look, the Teamwork Graph is building context, and I'm still having fun. · Read more →
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Why I Stopped Typing and Started Talking to AI
April 16, 2026 5 min readAs a millennial who grew up on AIM and text-based everything, typing has always been my default — including with AI. So I challenged that. Here's what voice conversations unlocked. · Read more →
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How Outside Perspective Helped Teams Get Further, Faster in 2026
April 9, 2026 3 min readQ1 brought a variety of challenges across teams from automating value-based billing workflows to coaching individuals on AI to helping a skeptical team kick off their first sprint. Here's a look at the work and what it taught me. · Read more →
AI
How To Get The Most Value Out Of Your Microsoft 365 Copilot Subscription
April 2, 2026 6 min readMicrosoft keeps announcing features that never show up in your environment. If you're paying for a Copilot license and wondering where everything is, it's usually a configuration problem. · Read more →
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The Imagined Barrier of Switching from ChatGPT to Claude
March 26, 2026 4 min readSwitching AI tools felt harder than it was. It turns out, your AI doesn't know you as well as you think it does. · Read more →
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Paying for AI Tools Is Now a Cost of Doing Business
March 19, 2026 5 min readPaying for AI tools is no longer optional for business. Free versions introduce risk most teams don’t realize they’re taking. · Read more →
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AI Adoption Starts With Your Own Skill Gaps
March 12, 2026 4 min readAI adoption is more personal than most people expect. It often starts with admitting where your own skill gaps are. · Read more →
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AI Adoption Requires Leadership, Not Just Licenses
February 26, 2026 4 min readAI adoption is not created by access to tools. It’s created by clarity, expectations, and leadership behavior. Before training your team, leaders need to reflect on their own usage and expectations. · Read more →
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AI Adoption Starts With Your Team, Not the Tool
February 19, 2026 4 min readAI readiness isn’t only technical. The success of an AI initiative depends on how your team learns, experiments, and builds confidence together. · Read more →