THANK YOU FOR 50 EPISODES!

This is the 50th episode of Writers of Silicon Valley. Thank you for listening all this time - through my bad editing skills, a three year break, and me saying "absolutely" a lot.

It means so much that you'd tune in once, let alone 50 times. So thank you :)

As an extra 'thank you' I'm offering 35% off Advanced UX Content for Product at UX Content Collective. Use PODCAST35 at checkout :)

Here's to 50 more.

Content design for AI agents

Christopher Greer has been creating cool content design resources for years, but his latest is a real accomplishment: a Claude Skill that hooks into Figma and critiques UX writing.

It turns out Chris is quite optimistic about the state of the content design market.

We talk about his work at Stripe, what it actually means to design content for AI agents and internal systems - not chatbots for end users, but the infrastructure, context, and governance that sit behind them.

Chris shares how content design skills translate directly into agent design, why context management is now a core capability, and how content designers can scale their influence by working closer to engineering and systems.

What we talked about:

✅ Why content design skills map closely to designing AI agents and systems ✅ Context management, "context rot," and why structure matters more than prompts ✅ How content designers can scale influence through internal tools and governance ✅ Working as a content designer inside an engineering-led company like Stripe ✅ What Chris learned building and open-sourcing a Claude skill for UX writing critique ✅ Why GitHub and version control are becoming practical skills for content designers ✅ The risks AI poses to junior roles, and the strategic work that won't disappear ✅ Why qualitative judgment, taste, and human evaluation still matter

Where to find Chris: