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Owned by William

The Cheddar Chase

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Learn AI tools and business strategies that actually make money online. Step-by-step AI strategy for real growth.

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32 contributions to The Cheddar Chase
Friday Reminder: Use AI to Challenge Your Thinking
Most business owners are using AI wrong. They treat it like a faster Google... Ask a question. Copy the answer. Move on. That's not AI. That's search with extra steps! The real move is using it as a THINKING partner on decisions you're already making. I had a pricing call a few week ago. Three options on the table. Instead of asking Claude "what should I price this at," which is a garbage prompt, I dumped in everything... - Who the customer is. - What they paid before. - What the deal looked like. - What my gut was telling me. THEN... I told it to argue against my assumptions. Here's why that matters. Your brain already has a preferred answer before you start thinking. Confirmation bias is real. Most people use AI to confirm what they already believe. All that does is make you more confident in a decision you were going to make anyway. But when you tell AI to be the opposition, you get something you can't get from your own head; a second authority that's emotionally detached from the outcome. Guess what? I changed my pricing after that conversation and made a better deal. Stop asking AI for answers. Start asking it to challenge yours.
Friday Reminder: Use AI to Challenge Your Thinking
New members... what do you do and what are you working towards
So happy to see so many new members coming in! Use this chance to let us know who you are, what you do, and what you are working towards. Feel free to share your socials, YouTube, a freebie, a paid offer or if you don’t have any of that yet, just share a question. 😉
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New members... what do you do and what are you working towards
Big update: The Cheddar Chase has a new look.
If you’ve logged in over the past few days, you’ve probably seen the redesign. We’ve updated the logo, cleaned up the about page, and made the classroom easier to use. The timing is good too. Skool has started running ads for the community, so I wanted the page to do a better job showing what we’re about: helping developers build, market, and sell AI products with real code quality. I also updated the classroom layout so the free and premium tracks are easier to follow. For premium members, two new challenges are in the works: - 9-Day Strategic Wisdom Challenge - Customer First Launch Challenge More on those soon. Take a look around and let me know what you think of the redesign. If something feels confusing, missing, or hard to find, drop it below.
Big update: The Cheddar Chase has a new look.
2 likes • 4d
Great work!
I built skill creation tool for OpenCode — it's a TypeScript port of Anthropic's skill-creator
I just released opencode-skill-creator, a free plugin that brings the same skill-creation methodology Anthropic uses for Claude Code to OpenCode. Feel free to try: https://github.com/antongulin/opencode-skill-creator
2 likes • Apr 10
That ROCKS @Anton Gulin !!! Thank you for contributing to your Community!
🤔 Why Teams Reject AI: Culture Problem or Tool Problem?
A company spent $1.2 million on an AI platform. Six months later, the frontline employees built a workaround in Excel. A spreadsheet beat a million-dollar platform. And it wasn't even close. I keep seeing the same fight play out. One side says "change the culture first, then bring the tools." The other side says "just ship the tools, the culture will follow." Both sides have PowerPoints. Neither side is listening. Here's what actually determines which one comes first: you have to figure out whether your people are resisting the CHANGE or resisting the TOOL. Those are completely different problems. A manufacturing company I worked with rolled out an AI system that could predict equipment failures 72 hours in advance. Technically brilliant. The maintenance crew ignored it completely. Why? Nobody told them it was coming. Nobody asked what problems they actually had. And the first time the system flagged a false positive, the crew chief said, "See? Told you. Computers don't know machines." Done. Whole team wrote it off in one sentence. A year later, same company brought in a change management consultant. Six months of workshops, ride-alongs, small pilots. Then they reintroduced the exact same tool. Same platform. Same algorithms. Adoption hit 78%. Same tool. Different culture. Completely different result. But before you think culture-first always wins, here's the other side. A former client of mine spent eight months on "AI readiness." Surveys. Town halls. Change champions. Eight months of preparation. Zero AI in production. Competitor advantage: gone. Meanwhile, another firm in the same industry just picked one team, handed them an AI tool, and said "try it for two weeks." No fanfare. No transformation workshop. No forty-seven-slide deck with a stock photo of a handshake. Two weeks later, that team asked for more licenses. So here's the diagnostic I use with clients. 3 questions: Previous tech rollouts failed? If yes, culture first. You're fighting scar tissue from the last time leadership promised a miracle tool.
🤔 Why Teams Reject AI: Culture Problem or Tool Problem?
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William Guidry
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@william-guidry-8030
Microsoft AI Partner. Experience counts, learning propels.

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Joined Apr 21, 2025
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