What Your AI Doesn't Know About You

I conducted a session on Sat, 23 May 2026 at IIM Alumni Singapore — AI Unboxed (1/4). Summary: AI performance depends less on clever prompts than on context. Give models the right goals, examples, constraints, history, and tools so they can act effectively. Here’s the link to the session Links: Video (126 min) Transcript Audio (119 min)

Where Enterprise AI is headed

A podcast host sent me eight questions. Instead of rehearsing answers in my head, I used ChatGPT with Local MCP to read 6 months of call transcripts and find the best examples: Iteration 1: Here are questions I have been asked to answer in a podcast. Help me prepare with examples. For each question, go through my transcripts or emails and find examples relevant to the question and share (for each relevant example) a summary, how it’s relevant, and the relevant verbatim quotes from the transcript. Iteration 2: Mention WHO said it. Emphasize the most important parts. Do a second pass. More examples. Disprove your own hypotheses with evidence to the contrary and retain what remains robust. Iteration 3: Do a third pass. Find more real-life examples. Try and disprove yourself even harder. Share the best examples for what survives - not all. Same format. Iteration 4: Ensure diversity of client examples. For example, in Q2, all three are the same client. Extend to add / replace examples - ideally with better ones. Then I used Claude with examples of my writing style to summarize it in my voice. ...