Why A Prompt Playbook?

  • Prompts That Actually Work

    Every prompt is built on the RACE framework — Role, Action, Context, Execution — derived from real-world marketing, strategy, and analytics use cases. Not quick one-liners. Structured, detailed prompts that give AI the clarity it needs to produce output worth using.

  • For Humans and Machines

    Each week you get your prompts as a polished PDF you can read, annotate, and share — plus machine-readable YAML files ready to paste directly into any AI tool. The included Prompt-to-Skill plugin converts any prompt into a reusable skill for Claude, Copilot, or any agentic tool that supports the skills format.

  • New Ideas Every Week

    Fresh prompts land in your library every Tuesday and Friday, covering marketing, data analysis, content strategy, competitive research, career development, and more. Each issue expands your AI vocabulary and gives you a new angle to tackle real business problems — without you having to invent it from scratch.

Course curriculum

    1. Turning Prompts into Skills

    1. Building Marketing Software Part 1

      FREE PREVIEW

    1. A Guided Tour of the Most Powerful Generative AI Model Google Offers

    1. A Large Language Model Power Technique

    1. AI Agents 101

    1. Copyright Must NEVER Apply to AI Made Works

About this course

  • $19.00 / month
  • 79 lessons
  • 0 hours of video content

What You Get Every Week

The Prompt Playbook Collection is a subscription library of structured AI prompts drawn from Trust Insights' years of instructional content — YouTube videos, newsletters, and client work. Every prompt is practical, tested, and written to help you — and your AI — do better work faster. Think of it as a continuously expanding professional development library, delivered in small, usable pieces.

  • Structured RACE-framework prompts covering marketing, analytics, strategy, content, and more — written for depth, not speed

  • Every prompt in two formats: branded PDF for your reference library and YAML for direct use in AI tools — plus the Prompt-to-Skill plugin to build reusable skills in minutes

  • New content delivered twice weekly through the end of 2026, so your prompt library keeps growing and your AI skills stay current

Stop Starting from Scratch. Your Weekly AI Upgrade Starts Now.

Enroll today

Instructor(s)

Christopher Penn

Chief Data Scientist, TrustInsights.ai

Christopher S. Penn is an internationally renowned keynote speaker who energizes audiences with his expertise on artificial intelligence in marketing. A recognized thought leader, he demystifies complex AI concepts, providing practical strategies that empower marketers to achieve breakthrough results. Christopher’s insights on leveraging AI for data analysis, content creation, and strategic decision-making have shaped five key trends in the marketing industry: Google Analytics adoption, data-driven marketing and PR, modern email marketing, marketing data science, and AI/machine learning in marketing. His journey in AI began in 2013, a decade before tools like ChatGPT brought the technology into the mainstream, giving him a deep understanding of its potential and practical applications. His engaging and informative presentations leave attendees with actionable takeaways they can implement immediately. As co-founder and Chief Data Scientist of Trust Insights, Christopher leads a team of experts dedicated to helping businesses unlock the full potential of their data using cutting-edge AI solutions. His proven track record of success includes building AI-powered systems that have delivered double-digit ROI for prominent brands such as Cisco Systems, T-Mobile, Citrix Systems, GoDaddy, AAA, McDonald’s, Twitter, and many others. He is a 2025, eight-time IBM Champion in IBM Data and AI and co-host of the award-winning Marketing Over Coffee marketing podcast. He is a published author in the Journal of Applied Marketing Analytics, and his work is also reflected in over two dozen marketing books, including the bestselling “Almost Timeless: 48 Foundation Principles of Generative AI“.