Weekly Plan — Week of 2026-05-31

Top Priority: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — DRI, project due 2026-06-05, all four onboarding subtasks land this week, then Ship Review.

Current state (from May/29 status update):

Hide Free plan • Upgrade — PR #5149 CI ✅ waiting review
Hide "stop chat" button — PR #5173 CI ✅ waiting review
Persist 'You've got this' dialogue — in progress, plan to complete Mon Jun 1
Ship AI onboarding winner (Treatment B) — PR #5145 CI 🔴 + scope question open (Alessandro flagged conflict with running tracker-blocker experiment; Costas confirmed iPhone-only). Decision needed before merge.
Ship Review: iOS Address onboarding... — subtask exists, needs to open during Tue O-N or Wed kickoff slot
Kickoff: Costas (May/25) offered the O-N Weekly slot for Tue Jun 2

Why this is TP: Hard due Jun 5; reviewer sign-off still pending on three PRs (only ✅ are CI reactions, not approvals); Alex is at WWDC Jun 8–12 next week — this MUST close before AFK or the project slips two weeks.

Quadrants

Quadrant	This Week	Notes
Project	70%	SR-driven; pre-AFK close-out
AOR	10%	Light week — overdue feature flag + pixel cleanups; Monterey-only PR
Career	15%	No 1:1 (Dominik OOO Jun 1–5) — bank the time on Project Advisor doc instead
Strategy	5%	One assessment/AOR-thread comment

Adjustments: Ship Review week → Project pushed to 70% (tradeoff: AOR sprint backlog deferred). Career boosted because no 1:1 means an uninterrupted 30 min Project Advisor block — direct EP3 lever.

Shape

Today is Sunday 2026-05-31 — shape starts Monday.

Mon Jun 1: TP deep work + week setup

Persist 'You've got this' dialogue — finish implementation
Ship AI onboarding winner (Treatment B) — reply to Alessandro/Costas on experiment-conflict decision; fix CI 🔴 on PR #5145
O-L Weekly Meeting
Set 1-Must = finish Persist 'You've got this' PR

Tue Jun 2: TP kickoff + Apple Weekly

iOS project Kick-off — propose at O-N Weekly Meeting (Costas offered the slot)
Apple Weekly Team Meeting
Address review feedback as PRs come back (#5149, #5173)

Wed Jun 3: TP — open Ship Review

Ship Review: iOS Address onboarding... — open SR, post status + linked PRs, request reviewers
O-N Weekly Meeting
Career block: 30 min — Project Advisor Readiness Self-Reflection — Part 1

Thu Jun 4: TP — address SR feedback + AOR clean-up

Merge any approved onboarding PRs
PR: Monterrey-only — push to merge before WWDC AFK (Diego confirmed Jun 8 = last Big Sur version)
AOR quick wins (see below)

Fri Jun 5: Close the loop + pre-AFK handoff

SR sign-off — chase any pending reviewer
Mark iOS Address onboarding project complete
Write weekly review
Handoff brief for WWDC AFK Jun 8–12 (note who covers [ON HOLD] demo experiment monitoring)

Note: no 1:1 with Dominik this week — he is OOO Jun 1–5 (LDX3 + Public Holiday). Next likely 1:1 = week of Jun 15 (Alex AFK Jun 8–12 immediately after Dominik's return). Skipping 1:1 prep.

Must-Not-Forget

Ship AI onboarding winner (Treatment B) — assignee: Alex due 2026-05-28 (overdue 3d) — Alessandro asked May/29 whether to wait for experiment min-sample-size before flipping Treatment B; this blocks merge. PR #5145 CI is 🔴. Decision + fix needed.
Persist 'You've got this' dialogue in non-focused state — assignee: Alex due 2026-06-01 — committed in May/29 status to land Mon. Protect Monday for this.
PR: Make our macOS app Monterrey-only — assignee: Alex due 2026-05-27 (overdue 4d) — Diego confirmed last Big Sur version ships Jun 8 and Monterey+ merges next week. WWDC week is Alex's AFK → land this Thu Jun 4 or it slips.
Follow-up: add support of Inline Text Images to TypingTextAnimation — assignee: Alex due 2026-05-28 (overdue 3d) — executor PR #4663 is draft + ✅, waiting on Alex to flip to ready and request review.
Ship Review: iOS Address onboarding... — assignee: Alex (subtask of TP) due Jun 5 — only Alex/system stories in thread; reviewer comments are zero. Must open SR no later than Wed so reviewers have 2 days.

AOR Quick Wins This Week

Remove or re-evaluate Warn Before Quit pixels overdue 2d — Dax bot reminder May/30 + Nastia ping May/26 "do you still need these pixels?" → answer + PR or extend due date.
Feature flag: warnBeforeQuit overdue 37d — pair this with the pixel removal above; same feature, single cleanup PR.

Sprint Backlog (pick 1–2 if time allows)

PR Check is failing on main — testWhenTabWithConnectionLostError... due 2026-04-22 (overdue 39d) — active CI failure on main; quiet since May/13.
PR Check is failing on main due 2026-05-15 (overdue 16d) — Apple CI Failing Tests inbox; needs triage.
Text selection in the address bar doesn't work as standard due 2026-05-01 (overdue 30d) — Internal Product Feedback; one-line repro needed.
Pinned tab opens link in background tab due 2026-05-01 (overdue 30d) — Internal Product Feedback; quick triage candidate.
Desktop Browser Feature Owner Survey due 2026-05-26 (overdue 5d) — 5-min timebox; do during Mon inbox sweep.

(+ 3 aged items >180 days in backlog — not listed)

On Radar

AOR: Desktop Browsers Operational Health — Elle flagged May/30 that the site_loading_performance pixel is no longer sending on macOS. Touches Alex's secondary AOR (crash/pixels). Watch the thread; engage only if a macOS owner is needed.
NA Analysis: iOS Duck.ai Onboarding Tracker Demo Experiment — Dax bot posted enrollment data May/28 showing no app_use d5-7 conversions yet. Directly relevant to Treatment B ship decision — monitor this thread as input to MNF #1.

Career Action This Week

Selected: Draft Part 1 of Project Advisor Readiness Self-Reflection — 30 min, Wed afternoon.

Why this one:

Project Advisor is the highest-leverage EP3 signal (career-notes #1, status: Not started).
No 1:1 prep needed (Dominik OOO Jun 1–5) → Career time is free.
Primary AOR target discussion (#2) requires a 1:1 to land — defer to week of Jun 15.
Christie calibration follow-up (#4) is overdue but should bundle into the next 1:1.
Assessment visibility comment (#3) covered separately under Strategy quadrant.

On Radar / Participation Needed

AOR: Desktop Browsers Operational Health Elle (May/30): macOS site_loading_performance pixel missing — engage if no other macOS owner picks it up by mid-week.

Carried Forward from Last Week

iOS Address onboarding conflicts with unified input and ship AI onboarding winner → see TP section above
DRI <> Project Advisor async for Demo tracker blocking after chat in onboarding — Alex Created by Alessandro on May/29 ("Since you were OOO I created that"). Asynchronous task to coordinate with project advisor while tracker-demo experiment is on hold. Next action: post initial sync comment Mon.
Dominik :: Alex Regular 1:1 Agenda — Alex Was due 2026-05-26 (last Tue's 1:1, likely already happened). No new agenda items posted since. Defer all career items to next 1:1 (target week of Jun 15 — Dominik OOO this week, Alex AFK next week).
Discord GDPR follow-up — Alex Due Jun 15; just a watch item this week.

Based on DB state as of 2026-05-31 11:12 UTC (sync snapshot); no prior weekly review found on disk — built from snapshot + career-notes + recurring-rhythms. Saved to plan-2026-05-25.md per supplied MONDAY_DATE.

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