Every six months, the rules change. Old playbooks don't work anymore. The only way through is to ask better questions. Here are nine questions that matter for anyone building with AI

OpenAI's GPT-5 made "vibe coding" the new normal. When business leaders go from concept to working prototype in minutes, legal guidance needs to happen at prototype speed, not policy-document speed.

AI systems won't fit our old categories, and our legal frameworks haven't caught up yet.

EDPB guidance demonstrates how structured privacy governance approaches for LLM systems create competitive advantages while ensuring regulatory compliance.

Organizations can't engineer moats from a business plan. Defensibility emerges from solving real problems—discovering unique workflows, building proprietary datasets, and integrating so deeply into operations that switching becomes prohibitively expensive.

The architectural shift to persistent, structured memory is happening now. Teams building these systems need to classify the memory types their agents require and define the associated governance policies upfront.

The NIST AI RMF shifts AI risk management from abstract principles to a structured, operational process...When AI is ubiquitous, trust matters. The RMF provides a tool for building that trust through continuous improvement.

The most practical insight involves accepting that perfect solutions do not yet exist. Traditional agency mechanisms provide valuable frameworks for identifying problems and structuring solutions; however, new technical and legal infrastructure must evolve in tandem with the technology.