What You Get

  • The Prompt — At least one fully engineered, copy-paste-ready prompt you can use immediately in ChatGPT, Claude, Gemini, or any major AI tool.

  • Human and Machine - Prompts are provided in both PDF format (easy for humans) and YAML format (easy for AI)

  • Two Issues Per Week - Every Tuesday and Friday, get new content to try out

Built for Business Professionals Who Use AI at Work

  • Using AI but want better results

    You use ChatGPT, Claude, or Gemini regularly but feel like you're only scratching the surface.

  • Expected to "figure out AI"

    Your company expects you to leverage AI but hasn't given you training or resources to do it well.

  • Tired of generic prompt lists

    You've tried free prompt libraries and found them too generic to be useful for real business work.

From the Team Behind Almost Timely and In-Ear Insights

Trust Insights is the AI and analytics consultancy founded by Christopher S. Penn and Katie Robbert. Chris is a recognized authority on AI for marketing — author, keynote speaker, and the creator of the Almost Timely Newsletter read by over 230,000 subscribers. Katie is the operational strategist who turns AI theory into business reality. The prompts in The Prompt Playbook aren't scraped from the internet or generated by AI and left unreviewed. Each one is hand-built, tested against real business scenarios, and refined before it reaches you. This is the same caliber of prompt engineering that Trust Insights delivers in consulting engagements — distilled into a weekly format anyone can use.

See What a Prompt Playbook Issue Looks Like

Each issue walks you through at least one full prompt built on the Trust Insights RACE framework (Role, Action plan, Context, Execution) with a summary of what the prompt is, when to use it, when not use it, and contains both human and machine-friendly formats.
Subscribe Now

One Prompt a Week. Fifty-Two Chances to Get Better at AI.

Every subscription includes full access to the archive of past issues, so you can catch up from day one.

Testimonials

“New week, new recommendation. Today: Christopher Penn. He cuts through the #AI noise with hands-on experiments and clear guidance. His recent "How to Test AI Models" issue is a great inspiration.”

Marco S.

“Christopher Penn is one of the clearest voices in AI education. If you're in AI catch-up mode, this is a great place to start. He'll talk about rookie mistakes you can avoid.”

Scott P.

FAQ

  • What AI tools do these prompts work with?

    Every prompt works with any major LLM — ChatGPT, Claude, Gemini, Copilot, and others. If you can paste it, you can use it.

  • I'm not technical. Will I be able to use these?

    Absolutely. Each prompt is copy-paste ready, and every issue includes a plain-English breakdown. If you can use a chat interface, you can use The Prompt Playbook.

  • How is this different from free prompt libraries?

    Free prompt lists give you one-liners with no context. The Prompt Playbook gives you professionally engineered prompts with full documentation — the context, when to use it, when not to use it, and formats for both humans and machines.

  • What if I miss a week?

    Your subscription includes access to the full archive. Every past issue is available from the moment you subscribe.

  • Can I share these with my team?

    Individual subscriptions are for personal use. For team pricing, contact us at [email protected].

  • What's the RACE framework?

    RACE stands for Role, action plan, context, execution, a proprietary framework developed by Trust Insights since the earliest days of generative AI, adapted to today's systems.

  • Can I cancel anytime?

    Yes. Cancel anytime from your account settings. No contracts, no commitments.

Stop Guessing. Start Prompting.

Every week, thousands of professionals sit down in front of AI tools and wonder, "What do I even type?" The Prompt Playbook answers that question — with tested, documented, expert-built prompts delivered straight to you.

Subscribe Now