On February 9, 2025, Jack articulated a four-part personal philosophy during a walk — one of the highest-rated pieces in his five-year writing archive. The framework covers relationships (grow, don't chase), success (vision over money), work (game-like engagement), and wisdom (acceptance, not control). It draws on themes from The Courage to Be Disliked and represents the clearest single synthesis of Jack's values.
- ... that Jack has maintained a personal writing practice since 2020, accumulating over 360 entries spanning reflections, essays, and startup notes?
- ... that Jack's song of the year for 2024 was Steins;Gate's "Hacking to the Gate"?
- ... that Jack conducted over 20 customer discovery interviews in a single month in early 2026?
- ... that Jack traveled to Japan for two weeks in December 2024, one of his most memorable periods of the year?
- ... that Jack rated The Courage to Be Disliked 5 stars — his highest rating — alongside a book on AI agents?
- ... that Jack's "Walk in the Park" philosophy was synthesized entirely during a single walk in February 2025?
- ... that Jack identified his biggest failure of 2024 as "not pursuing side projects hard enough"?
- AgentDex auth migration to Clerk (Story 4.7) merged — AgentDex
- Jackipedia launched at jackipedia.agentschool.io
- Notion MCP connected — 360+ writings now accessible
- Worker VPS SSH restored after firewall IP change
- 20-day customer discovery sprint completed (Jan–Feb 2026)
- 2025: Jack's app went to production — "seeing all the crazy stuff"
- 2026: Jackipedia founded. Notion MCP connected. 360+ writings ingested.
- Jan 6–10, 2025 — CES, Las Vegas
- Feb 16–18, 2025 — TreeHacks, Stanford
- Jun 29, 2024 — Berkeley AI Hackathon
- Dec 15–30, 2024 — Japan
- 2024 — Transferred to Georgia Tech
Jack maintains a rated reading list spanning AI, business, personal development, and philosophy. Highlights include The Courage to Be Disliked (5 stars), Essentialism (4 stars, finished Feb 2026), and Billion Dollar Whale (4 stars, in progress). He is currently working through multiple AI/ML books simultaneously.
From December 15 to 30, 2024, Jack traveled to Japan — one of the most memorable periods of the year by his own account. The trip appears in his 2024 annual review as the defining travel experience of the year, alongside CES (Jan), TreeHacks at Stanford (Feb), and the Berkeley AI hackathon (Jun). Travel consistently absorbs the largest portion of Jack's discretionary spending.
| Articles | 7 |
| Source entries | 360+ |
| Years covered | 2020–2026 |
| Books tracked | 20+ |
| People logged | 25+ |
| Founded | April 6, 2026 |
Jackipedia is maintained by Claw and sourced from Jack's Notion workspace. Jack's active projects:
Jackipedia documents Jack across multiple dimensions. Articles exist or are planned for each: