Weekly Review — Week of 2026-05-25

Window: Fri 2026-05-22 → Fri 2026-05-29. Shortened week (AFK Wed 2026-05-27 holiday). TP: iOS Address onboarding conflicts with unified input and ship AI onboarding winner.

✅ Moved Forward

Closed out last TP — Demo tracker (iOS Duck.ai onboarding)

Project iOS: Introduce a new screen that allows usage of the toggle with Search or Duck.ai as default marked complete Tue 2026-05-26 with full Project Wrap-Up writeup. ~127K users in experiment.
Postmortem: [iOS] Introduce a new screen... completed Tue 2026-05-26.
Ship Review: iOS: Demo tracker blocking after chat in onboarding moved PR → Waiting for Release on Tue 2026-05-26.
Kick-off: iOS Address onboarding conflicts... for next TP completed Tue 2026-05-26 (async, per plan).

Discord security postmortem — driven to close

Postmortem: Security Triage: AI Agent use via likely external Discord service closed Thu 2026-05-28 with explicit action items captured (GDPR follow-up scheduled, environment setup tracked via O-T project). Praise from Jeanna ("thorough work"). 22 stories on the thread this week — Alex drove the discussion.

New TP scoped & kicked off

iOS Address onboarding conflicts with unified input and ship AI onboarding winner added to iOS + macOS Release Boards on 2026-05-29; subtasks scoped (Animated Assets, Try Visiting a Site Background, Persist 'You've got this', Hide Free plan, Hide stop chat button, Disable back button, Ship Treatment B).
Async kickoff post landed Mon 2026-05-26 ("scope is set, 2-week window fits").

PRs merged (3)

PR: Simplify tab access in TabBarViewController — Thu 2026-05-28.
PR: iOS AI onboarding — Transition to Contextual + Resume Linear Flow — Fri 2026-05-22.
PR: iOS AI onboarding — New Tab Page Dialogs Refactor — Fri 2026-05-22.

Tech Designs approved (observer / Apple-team perspective)

TD: [iOS] Improve support for Wallet Pass links — approved by Brindy, closed Fri 2026-05-29.
TD: Monthly pixels for iOS and macOS — moved Draft → Approved Thu 2026-05-28 (Jonathan Jackson + Elle).
TD: PIR: Apple: Skip subscription-gated brokers on freemium scans — approved Tue 2026-05-26.

Rotations completed

None active this week.

🔄 Didn't Move

PR Check is failing on main — last activity 2026-05-18, due 2026-05-15 (14d overdue). Flagged in last week's Must-Not-Forget; never picked up. Crowded out by demo-tracker close-out + new-TP kickoff. Next: triage Mon, time-box 30 min before TP work.
PR Check failing on main — testWhenTabWithConnectionLostError... — last 2026-05-13. Likely same underlying flake as above.
security Full Analysis — last 2026-05-20. Ambiguous title; got crowded out by Discord postmortem.
Postmortem: Security Triage AI: edit link — last 2026-05-21. Confirm if separate from the closed Discord PM or rolls under it.
Xcode build speedup skill — no progress; defer to post-WWDC AFK per last plan.
Alex Shurgin – HR — surfaced 2026-05-22, no activity. Open privately Mon.

🔗 Open Loops Carrying Forward

Ship Review (new project): Ship Review: iOS Address onboarding... — created 2026-05-22, zero approvals (waiting on implementation to land).
Treatment B blocked: Ship AI onboarding winner (Treatment B) — Alessandro raised 2026-05-29 that releasing Treatment B may conflict with active tracker-blocker demo experiment. Scope decision needed Mon.
Delegated overdue: Privacy Triage → Jake Abel (8d overdue, not nudged); Dependabot check → Tom (4d overdue); DRI <> Project Advisor async — verify sign-off & close.
Discord GDPR follow-up: scheduled for ~2026-06-15. Monitoring.
No incidents missing postmortem. No PFRs in flight.

📅 Next Week Setup

TP Suggestion: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — carry forward. Due 2026-06-05; subtasks in flight; Treatment B is the wildcard — if blocked all week, descope and ship the rest.

Rotation: None.

OOO watch:

Self: AFK Jun/8-12 WWDC'26 — land most of TP next week before WWDC.
Dominik (career advisor): LDX3 Jun 1–3; next 1:1 likely Jun 15+ (Jun 8–12 conflicts with own AFK).

1:1 prep: Treatment B / tracker-blocker decision; Discord postmortem outcome (praise + actions captured); WWDC AFK handoff plan; carry-overs — Project Advisor Part 1 (not started), Christie EP2/3 calibration status.

🏆 Wins

Closed the Demo tracker O-N project end-to-end — project complete, postmortem, Ship Review → Waiting for Release. Multi-month effort wrapped with ~127K-user experiment-impact writeup.
Drove the Discord security postmortem to closure — postmortem. Explicit praise from Jeanna; reactions from Jonathan Jackson, Dominik, Keagan, Steve Englehardt, Isabel, Brindy. Strong cross-org visibility.
Pivoted cleanly into next TP in a 4-day week — Kick-off done async Mon, scope fully laid out by Tue, project on both release boards. No dead air between TPs despite Wed holiday.

Saved to /Users/admin/obsidian/work/briefs/weekly/2026-05-29.md.

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