Master Prompting: Strategies for Success

Master Prompting: Strategies for Success

February 18, 2026 · 34 min · Season 5 · Episode 5

About this episode

Kyle and Kelsey discuss the evolution of AI prompting and strategies for effective use.

CEO & President Kyle and Graphic Designer & Brand strategist Kelsey explore how prompting has evolved from using AI like a “smarter Google” to structured strategies that deliver sharper, less generic results. They break down the CRIT framework (Context, Role, Interview, Task), share why detailed context reduces hallucinations, and explain how prompt libraries and model memory speed up repeatable work. The conversation also dives into context engineering with tools like Microsoft 365 Copilot and Google Workspace Gemini to make AI outputs more relevant and secure. Plus: common prompting mistakes, model comparisons, multimodal inputs, and how to onboard teams without losing brand consistency. Listen now to level up how you work with AI. 00:00 Prompting Then vs Now: From “Smarter Google” to Strategic Skill 00:39 Why AI Sounds Vanilla: Averages, Models & AI Slop 01:33 Prompt Engineering & the CRIT Framework 02:35 Interview-Style Prompts: Fewer Hallucinations, Better Results 04:10 Garbage In, Garbage Out: Treat AI Like a New Hire 05:04 Let AI Help Write Prompts + Tools & Libraries 07:08 Why One-Liners Fall Flat (Contractor Analogy) 07:55 From Prompts to Systems…

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