Volume 39: AI Got the Keys to Your Refills but Not Your Denials
A daily ChatGPT user of two years spent one week inside Claude's free version. Long documents fit whole, the usage limits hit faster than expected, and the real lesson was which tool fits which task, not which one wins.
Healthcare's AI Rules Govern One Job That Was Always Two
In one state, an AI agent can renew prescriptions but cannot deny anyone's care. After a decade in specialty pharmacy, I see why: prior authorization was always two jobs, paperwork and clinical judgment, and the new laws keep regulating the word instead of the work.
Steal My Prompt Vol. 39: The Medical Bill Auditor
The bill says you owe four hundred dollars; the insurer's EOB for the same visit says sixty. Paste both into this prompt and it reconciles them line by line, flags every place the bill overcharges, and drafts the questions for the billing office.
Volume 38: Why Your Best AI Idea Is Stuck in Someone's Inbox
When an AI tool misbehaves, "train it more" is usually the wrong instinct. Prompting handles one-off tasks, retrieval handles changing information, and fine-tuning earns its cost only at high volume, so here is how to choose the right lever.
Your AI Rollout Is Stalling on Your Org Chart
Your best AI idea is probably stuck in someone's inbox, and the reason is structural, not technical. My team stopped waiting for the org chart to catch up and built a new operating model on top of it instead.
Steal My Prompt Vol. 38: The Email Thread Extractor
A thread with thirty-seven messages, and you still cannot tell what was decided. Paste it into this prompt and it separates settled from open, names who owns what, flags where people talked past each other, and drafts the reply that closes the loop.
Volume 37: Better AI Is Discipline, Not a Larger Budget
Every commercial AI you use was trained to be helpful through a process most professionals have never heard of. It is why these tools feel useful instead of bizarre, and also why they sometimes tell you what you want to hear. Here is how that training works.
The Cost of Using AI Is Moving From Dollars to Discipline
I hit my AI session limit mid-thought, already paying for the hundred-dollar plan, with no way forward but to pay more. Paying would have fixed that night, not the habit. The cost of using AI well is shifting from dollars to discipline, and here are the three habits that kept me building.
