A Skill Sprint with Rob T. Lee
Learn how to become the AI security champion your team needs. Partner with security, classify data risk, evaluate AI tools, and write proposals that make it easy for security to say yes, so you can move from shadow AI use toward safe, approved adoption.

"In sixteen minutes, you will have a clearer plan for getting an AI tool approved than most people at your company will land on all year."
That is not a pep talk. I have watched Fortune 500s spend eighteen months in working groups on less than what is in this sprint.
— Rob T. Lee
Most AI tool requests get denied because nobody can show a measurable improvement to the team's actual workflow. Each worksheet fixes a piece of that.
Three to five places where AI saves your team real hours every week, with numbers you can defend.
One security buddy and a coffee invite. Their job is to beat up your proposal before the formal review.
In the exact format security reads, auto-filled with the data you gathered along the way.
The sprint moves fast. Each micro-lesson pairs a short video with a one-page worksheet you can bring straight to your security team.
Three questions to determine if you are the person who will carry this forward.
Map your weekly tasks into a ranked list of three to five places where AI saves your team real hours.
Cold requests get rejected. Find one person on the security team who has said yes recently.
What does security need to see, what are the auto-disqualifiers, and what is the fastest path to approval?
Green, yellow, red. If everything is red, nothing ships. Learn to classify the data your tool touches.
Take one use case from your ranked list and run it through a complete risk review.
Score a tool against the four questions security will ask before they ever approve it.
The sandbox is not the goal. It is the proving ground. Learn how to get there.
One page, five sections. Security reads one-pagers. They do not read slide decks.
Everything you need to maintain governance once the tool is live.
The difference between a yes and a no is usually who is presenting it, not what is being presented. A cold request through a ticketing system looks like a liability. The same request, walked in by someone who has already talked to a security ally and done the homework, looks like a partnership.
This course is not about gaming the system. It is about learning how things actually work from the people whose job is to keep the company safe.
Go from unsanctioned usage to a fully approved tool with security's blessing.