11-14FIELD NOTES2025

The Sky Wasn't the Limit

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Pair-programming AI has completely changed how I work. As a PM, I used to move ideas through layers of hierarchy before learning whether something was even feasible. Now I can see the architecture myself. While building the Waterwitch Studio blog, Claude casually suggested extending the CMS to support a feature I wanted. In corporate life that kind of idea would have been shut down immediately. Here, it was simply… possible. The limit was never the tech. It was the structure around it.

For most of my PM life in corporate America, the work followed a predictable chain of events:

Stakeholder wants something → PM talks to engineering → Engineering says “no” or “maybe in six months” → Stakeholder gets irritated → Depending on stakeholder seniority, we escalate or water down the idea → repeat.

It wasn’t incompetence. It was how the hierarchy functioned. Everyone protected their slice of the org chart, requests moved through sanctioned channels, and anything that resembled “working outside your swim lane” was quietly discouraged.

AI disrupts that dynamic by giving PMs direct visibility into how systems actually work. You’re no longer forced to navigate through permissions and layers. You can explore the architecture yourself, validate assumptions, and understand the real constraints before you ever involve another team.

With an AI pair programmer, you can sanity-check feasibility, examine dependencies, test edge cases, and build prototypes long before a Jira ticket appears. Good engineers welcome this because you’re bringing clarity instead of hopeful abstractions.

Outside corporate structure, the shift is even more obvious. In founder mode or small teams, you’re not limited by process. If you can open the repo, the CMS, the config files, or the API docs, the boundaries become technical rather than political.

A perfect example: while building the Waterwitch Studio blog, I asked Claude how to support a feature I had in mind. Instead of proposing a workaround, it replied:

“We can extend the front-end CMS to support that.”

Extend a CMS.

My brain nearly aneurysmed at the thought of picking apart a WordPress-style architecture (the OGs know exactly what that implies). In a corporate environment, suggesting anything in that direction would earn a quick wrist-slap: “No resources. Definitely not your lane.”

But that’s the point. AI doesn’t care about lanes.
It exposes the real boundaries — the technical ones — rather than the ones enforced by hierarchy or quarterly planning rituals.

This shift isn’t about PMs becoming engineers. It’s about removing the artificial distance between idea, feasibility, and action. You finally get to see what’s possible, not just what the structure allows you to request.

The sky was never the limit.

The hierarchy was.
Now the layers are visible, and the work gets far more interesting.

✨ Thinking about permissions, possibility, and AI ✨ Brewing things up in the Pacific Northwest ✨✨ Thinking about permissions, possibility, and AI ✨ Brewing things up in the Pacific Northwest ✨✨ Thinking about permissions, possibility, and AI ✨ Brewing things up in the Pacific Northwest ✨✨ Thinking about permissions, possibility, and AI ✨ Brewing things up in the Pacific Northwest ✨
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