Japan Is the Stress Test: What happens when AI meets a culture that doesn't move at Silicon Valley speed

​AI is rapidly mastering tasks once reserved for humans. For leaders, the critical question is no longer what to automate—it is what to retain, and what critical capabilities quietly evaporate when machines take over.

​Japan faces this reality first. The decisions made today about what to hand over and what to protect will define organizational survival over the next five years.

​This is a working, off-the-record dscussion—not a lecture, book launch, or panel. 15 to 20 leaders gather around a single table, and everyone speaks.

​Key Details

• ​Date & Time: Thursday, October 29, 2026

• ​Location: Toranomon

• ​Format: Off-the-Record Roundtable (Chatham House Rule | No recording, filming, or streaming)

• ​Capacity: Limited to 20 participants (Founders, VCs, & Executive Leaders, Senior Business Operators)

• ​Language: English (Japanese input welcome; direct translation provided)

• ​Fee: Free

​Core Discussion

​"What is one judgment in your work you have explicitly decided NOT to hand over to AI and what has that decision cost you?"

​Schedule

• ​17:45 — Arrival & Drinks

• ​18:00 — Welcome & The One Rule

• ​18:05 — Provocation & Visual Story (Anna Skrypka)

• ​18:20 — Round-the-Table Insights (2 mins per person)

• ​18:50 — Open Discussion

• ​19:05 — Emerging Patterns & Takeaways

• ​19:15 — Close & Informal Dinner nearby (optional, separate tabs, venue to be announced)

​What You Leave With

• ​Actionable Perspectives: Clear benchmarks on which human capabilities gain value as AI advances.

• ​Organizational Clarity: Real-world examples of how top leaders decide what not to automate.

• ​Post-Event Insight: A synthesized write-up, The Handover Test, delivered exclusively to attendees after the session.

​Host

​Anna Skrypka

​Founder, Augmented Society | Author, Culture Decides, released on Oct 9

​Tokyo-based since 2010. Scaled Autodesk Japan’s SaaS direct business from $0.2M to $39M ARR and led AI product-adoption strategy at Woven by Toyota. Director of the films THRESHOLD and MUSCLE MEMORY.

​概要

​AIの進化に伴い、経営者が直面する本当の課題は「何を自動化するか」ではなく「何を人の手に残すか」に変わりつつあります。

​本セッションは、登壇者も観客もいない 〜20名限定の非公開ラウンドテーブル（オフレコ） です。参加者全員が同じテーブルにつき、本音で議論を行います。

• ​日時： 2026年10月29日（木）18:00〜19:30（17:45開場）

• ​会場： Toranomon

• ​問い： 「機械に渡さないと決めたものは何か。そして、その判断は何を犠牲にしてきたか。」

• ​言語： 英語（日本語での発言も歓迎・通訳あり）

• ​参加費： 無料

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​Save your seat : Inquire for registation link with address.