Ricky Lee Whittemore

Staff Engineer building enterprise content platforms. Writing about software architecture, data pipelines, and AI tooling.

Building a Personal Intelligence System: Design Decisions and Lessons Learned

March 9, 2026 · 14 min read

Part 2: The engineering tradeoffs, Apple Notes knowledge base, pitfalls, and practical guide behind a 12,000-event personal timeline for Apple Intelligence.

How I Gave Apple Intelligence 20 Years of Context It Didn't Have

March 6, 2026 · 21 min read

Part 1: Using Claude Code and personal data exports, I built a pipeline that extracts, normalizes, deduplicates, and imports over 12,000 life events into Apple Calendar — spanning 2004 to 2026.

Ricky Lee Whittemore

Building a Personal Intelligence System: Design Decisions and Lessons Learned

How I Gave Apple Intelligence 20 Years of Context It Didn't Have

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