Weekly Plan — Week of 2026-06-01

Generated: 2026-05-30 (Saturday) — planning the upcoming workweek (Mon Jun 1 – Fri Jun 5). The week of May 25 is effectively closed (today is its Saturday); shape begins from today and runs through Friday Jun 5.

Note: No weekly-review file exists for 2026-05-29 — built entirely from asana_context.md snapshot + targeted DB queries.

Top Priority: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — parent project due Jun 5. All subtasks except Persist 'You've got this' dialogue (due Jun 1, in progress) and the Ship Review are PR-up or merged. This is the last full work-week before Alex's WWDC AFK (Jun 8-12), so Ship Review must open this week or it slips two weeks.

Quadrants

Quadrant	This Week	Notes
Project	70%	Persist dialogue (Mon) + open Ship Review (Tue/Wed) + optionals if time. Bumped from 60% because of pre-AFK ship-or-slip pressure.
AOR	10%	Light week — only PR #5149 to merge + Warn-Before-Quit pixel/flag cleanup (overdue >30d, finally quick).
Career	15%	Dominik OOO entire week → 1:1 cancelled. Reclaim time for Project Advisor Readiness doc Part 1 draft.
Strategy	5%	One On-Radar engagement (Windows AOT delivery plan thread — Alex already commented, Ivy responded Sat).

Shape

Sat May 30 (today) — Light/inbox, no deep work

Inbox triage already done at 16:34 (quiet)
Optional: glance at Hide Free Plan PR #5149 — already approved, can merge when ready

Sun May 31 — Off

Mon Jun 1 — TP deep work + O-L Weekly

Persist 'You've got this' dialogue in non-focused state [2d] ← finish today
O-L Weekly Meeting
Merge Hide Free Plan PR #5149 (approved, ✅ CI)
Chase reviewers on Hide stop-chat PR #5173

Tue Jun 2 — Ship Review prep + Apple Weekly

Apple Weekly Team Meeting
Fix 🔴 CI on PR #5145 Ship duck.ai onboarding query-selection flow
Begin opening Ship Review: iOS Address onboarding
Decide on PR: Make our macOS app Monterrey-only (3d overdue — review the PR or push back)

Wed Jun 3 — Ship Review continues + O-N Weekly

O-N Weekly Meeting
Continue Ship Review write-up + collect reviewer sign-off
Career: Draft Part 1 of Advisor Readiness doc (30 min) — use the no-1:1 slot

Thu Jun 4 — Optionals + AOR cleanup

Try Visiting a Site: Background [1d] (optional onboarding follow-up, due Jun 1 — already late)
AOR Quick Wins: Warn-Before-Quit pixel + feature flag (see AOR section)
Follow-up: Inline Text Images — finish draft PR #4663

Fri Jun 5 — Close loops + pre-AFK handoff

Write weekly review
Pre-AFK handoff comment on iOS Address onboarding ship: who covers if reviewer questions land during Jun 8-12?
Close out anything still open before WWDC AFK (Jun 8-12)

Must-Not-Forget

Persist 'You've got this' dialogue in non-focused state [2d] — assignee: Alex due Jun 1 — Alex committed in Fri-29 status "plan to complete on Mon"; last subtask blocking Ship Review.
Ship Review: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — assignee: unassigned (Alex is project DRI per parent task) no due_on — must open this week. Alex is OOO Jun 8-12 (WWDC); if SR doesn't open by Fri Jun 5, ship slips two weeks. ⚠️ DRI conflict to clarify: parent task lists Alex as DRI, but the SR subtask has no assignee in DB — confirm ownership end-of-day Mon.
PR: Make our macOS app Monterrey-only - 1-3d — assignee: Alex due May 27 (3d overdue) — Diego announced "first Monterey+ version merges next week"; Alex's PR review or push-back is on the critical path.
Follow-up: add support of Inline Text Images to TypingTextAnimation — assignee: Alex due May 28 (2d overdue) — draft PR #4663 is already up with ✅ CI; needs un-drafting + review request.
Desktop Browser Feature Owner Survey [anonymous, 5 min] — assignee: Alex due May 26 (4d overdue) — 5-min ask, trivial to clear.

AOR Quick Wins This Week

Feature flag: warnBeforeQuit overdue 37 days — flag-removal PR; feature has shipped, registry cleanup.
Remove or re-evaluate Warn Before Quit pixels overdue 1 day — automated reminder fired today (May 30): "Please prepare a PR." Pair with the flag removal above.

Sprint Backlog (pick 1–2 if time allows)

Review Overdue Tasks Summary - 22 Tasks (Jan 2026) due Jan 27 (123d overdue) — meta cleanup; likely just a triage pass.
PR Check failing on main — testWhenTabWithConnectionLostErrorActivatedAndReloadFailsAgain_errorPageIsShownOnce due Apr 22 (38d overdue) — CI failing test; may have been silently fixed, verify.
PR Check is failing on main due May 15 (15d overdue) — separate CI failing test; verify still failing.
Pinned tab opens link in background tab due May 1 (29d overdue) — Internal Product Feedback; small UX bug.
Text selection in the address bar doesn't work as standard due May 1 (29d overdue) — Internal Product Feedback; small UX bug.

(+ 3 aged items >180 days in backlog — not listed: Tab preview stuck 410d, Duo Grafana 311d, Assertion Failure Pixel Anomaly 255d)

On Radar

Desktop Browsers: Windows — Produce delivery plan for Windows Browser AOT build — Alex commented Sat 05:15 asking how this differs from his existing delivery; Ivy responded Sat 08:35 clarifying. Re-engage Mon to align scope before Ivy's Tue kickoff.
Windows Browser: Re-enable isolated JS worlds — Boli asked Bulcsu about isolated worlds support; touches platform-API decisions adjacent to Alex's AOR. Monitor only.
TD: Apple pixels for evaluating when to end support for an operating system — Privacy triage filed Sat; directly touches Alex's pixel/OS-support work (related to the Monterrey-only PR). Read the triage filing on Mon.

Career Action This Week

Draft Part 1 of Project Advisor Readiness doc (30 min, slot for Wed Jun 3 in the no-1:1 window).

Why this and not the others: Dominik OOO all week → "1:1 career prep" (option 5) is moot; "Primary AOR" (option 2) requires the 1:1 discussion; Christie EP2/3 calibration (option 3) is asyncable but Dominik is the right channel to confirm — defer one cycle; no active Assessment has a missing-Alex-comment signal this week (option 4). Project Advisor (option 1) is the highest-leverage EP3 lever per career-notes.md and is still at "Not started" — Part 1 draft moves it forward without needing Dominik.

On Radar / Participation Needed

Desktop Browsers: Windows — Produce delivery plan for Windows Browser AOT build — Ivy explicitly responded to Alex's question Sat morning, plans to kick off Tue Jun 2. Alex should re-engage by Mon end-of-day to align scope. Engage.
AOR: Desktop Browsers Operational Health — Elle flagged macOS site_loading_performance pixel is no longer sending. Touches Alex's macOS/pixel AOR. Engage if Elle/Stephen tags Alex; otherwise monitor.

Carried Forward from Last Week

iOS Address onboarding conflicts with unified input and ship AI onboarding winner — assignee: Alex → see TP section above.
Hide "stop chat" button in the input box [0.5d] — assignee: Alex PR #5173 up, CI ✅, awaiting review. Next: chase reviewer Mon.
Hide Free plan • Upgrade in onboarding [0.5d] — assignee: Alex PR #5149 approved + ✅ CI. Next: merge Mon.
Ship AI onboarding winner (Treatment B) [0.5d] — assignee: Alex PR #5145 has 🔴 CI. Next: fix CI Tue.
[ON HOLD] iOS: Demo tracker blocking after chat in onboarding — assignee: Alex Explicitly on hold; no action this week. Re-evaluate after Ship Review opens.
DRI <> Project Advisor async for Demo tracker blocking — assignee: Alex No due_on. Sitting in inbox — touch base if the ON-HOLD parent gets unblocked.
Dominik :: Alex Regular 1:1 Agenda — assignee: Alex 1:1 cancelled this week (Dominik OOO Jun 1-5). Don't add prep items; next 1:1 ≥ Jun 8 (and Alex AFK Jun 8-12 for WWDC) → realistically Jun 15 week.
Alex M Partly AFK Jun/8-12 (WWDC'26) — assignee: Alex WWDC AFK starts week after next. Friday Jun 5 must include handoff prep — who covers Ship Review reviewer questions / hotfix triage.

Based on Asana snapshot generated 2026-05-30 11:10 UTC + targeted DB queries. No prior weekly-review file existed for 2026-05-29 to compare against.

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