Weekly Plan — Week of 2026-06-01

Top Priority: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — umbrella task due Fri 2026-06-05; three PRs already in flight (#5149 approved, #5173 awaiting review, #5145 CI red); one remaining subtask ("You've got this" dialogue) due today; Ship Review opens after.

⚠️ No weekly review found for 2026-05-29 — /Users/admin/obsidian/work/briefs/weekly/2026-05-29.md does not exist. Plan derived from DB state + last 24h deltas + snapshot only. Restart Friday rhythm so next week's plan has a proper base.

Quadrants

Quadrant	This Week	Notes
Project	70%	TP shipping window — ship review opens once "You've got this" lands
AOR	15%	Light week: Warn Before Quit pixel PR (commenter pinged Fri), Monterrey-only PR review, two CI-failing tests
Career	10%	Dominik AFK Mon–Fri (LDX3 + holiday) → no 1:1; use slot for Project Advisor doc Part 1
Strategy	5%	Monitor Windows AOT delivery plan thread (open disagreement) + Big Sur drop closure

Bumped Project to 70% because TP has a hard Friday deadline and Ship Review must open this week. Career boost is not triggered (no 1:1 happening) but Project Advisor doc is still owed and Dominik's absence frees the slot.

Shape

Mon 2026-06-01: TP — close out queued duck.ai onboarding subtasks

Persist 'You've got this' dialogue in non-focused state [2d] — due today, in progress per Friday status
O-L Weekly Meeting
Set 1-Must; clear weekend inbox; respond to #5145 CI failure (Ship AI onboarding winner)

Tue 2026-06-02: TP push + standing meetings

Apple Weekly Team Meeting — Brindy noted she'll attend early
Drive review on #5173 (Hide stop-generating button); ping reviewers
Merge #5149 (Hide Free Plan title) — already approved

Wed 2026-06-03: TP integration work + AOR

O-N Weekly Meeting
PR: Make our macOS app Monterrey-only - 1-3d — review and ship (4 days overdue, but waits on Big Sur drop closing)
Remove or re-evaluate Warn Before Quit pixels — commenter Fri 5/30 explicitly asked for a PR

Thu 2026-06-04: Deep work day (Dominik OOO public holiday — no escalation overhead)

Open Ship Review for iOS Address onboarding
Address remaining optionals from Friday status update
Career: Draft Part 1 of Advisor Readiness doc (30 min)

Fri 2026-06-05: TP deadline + weekly retro

TP closeout: confirm Ship Review attendees, finalize artifacts
Follow-up: add support of Inline Text Images to TypingTextAnimation — already 3 days overdue, small follow-up from last sprint
Write weekly review (restore the Friday rhythm)
Skip 1:1 prep — no 1:1 next week (next earliest window is Tue 2026-06-09)

Must-Not-Forget

Persist 'You've got this' dialogue in non-focused state [2d] — assignee: Alex due 2026-06-01 (today) — Friday status said "plan to complete on Mon"; this is the last queued subtask before Ship Review can open
Ship AI onboarding winner (Treatment B) [0.5d] — assignee: Alex 3 days overdue — PR #5145 has 🔴 CI; either fix CI or reassess; this blocks the umbrella TP
Remove or re-evaluate Warn Before Quit pixels — assignee: Alex due 2026-05-29 — commenter pinged Fri 5/30 with "please prepare a PR. If you need more time, add a comment and adjust the due date." This needs a reply or a PR by mid-week.
Desktop Browser Feature Owner Survey — assignee: Alex due 2026-05-26 (5 days overdue) — 5 minute timebox, anonymous; just do it Monday morning
PR Check is failing on main — testWhenTabWithConnectionLostErrorActivatedAndReload… — assignee: Alex due 2026-04-22 (39 days overdue, "active" section) — CI failing tests on main left to rot; either fix or hand off this week

AOR Quick Wins This Week

Feature flag: warnBeforeQuit overdue 37 days — feature flag cleanup, ~30 min once the pixel removal PR is up (related work)
PR Check is failing on main overdue 16 days — second CI failure entry; combine triage with the older one above
Confirm defaultValue for popupBlocking migration inbox, no due date but stale — single confirmation decision, <30 min

Sprint Backlog (pick 1–2 if time allows)

Bug: Tab preview stuck around - 2d due 2025-04-15 — old macOS Browser Bugs ticket, paired bug with a recent feedback report; review whether still reproducing
Duo login to Grafana doesn't persist through browser restart due 2025-07-23 — Internal Support Inbox, low cost to validate / close
Assertion Failure Pixel Anomaly - 2025/09/15 due 2025-09-17 — pixel anomaly investigation, may already be resolved
Review Overdue Tasks Summary - 22 Tasks (Jan 2026) due 2026-01-27 — meta task to triage your own backlog; ironically the right tool to clear the rest of this list

(+ ~5 aged items >180 days in backlog — not listed)

On Radar

[macOS] Reduce real WKWebView loads during unit tests — Sam S posted Fri "fix isn't good enough yet". Touches macOS test infra you co-own. Engage if asked.
Sorting in big HTML is 15sec compared to Vivaldi's 2 second — Ivy proposed a performance test framework approach Fri. Performance work that may touch macOS browser. Monitor.
[macOS/iOS] Faster CI builds through compilation caching — Diego reported WMO neutralized wall-time gains; ~38 min compute gain remains. Relevant to your Apple DevEx AOR.
CEF: Failing tests when 'setTabTitlesEarly' is enabled — Kris zeroing in on root cause. Watch for a fix-and-merge ping.
Drop macOS 11 Big Sur Support — project closing Mon 2026-06-01 — Diego confirmed; ties into your Monterrey-only PR.
TD: AOR: Desktop Browsers Operational Health — Elle flagged macOS no longer sending site_loading_performance pixel. Touches macOS instrumentation. Engage.

Career Action This Week

Picked: Draft Part 1 of Advisor Readiness doc — 30 min block on Thursday.

Skipped:

1:1 prep — Dominik is AFK June 1–5 (LDX3 trip + UK public holiday). Next 1:1 window is Tue 2026-06-09.
Primary AOR discussion — needs 1:1 timing; deferred to 2026-06-09 agenda.
Christie calibration ping — defer one more week; raise with Dominik on 2026-06-09.
Assessment visibility comment — no active O-N/O-L Assessment surfaced in DB this week.

On Radar / Participation Needed

Desktop Browsers: Windows - Produce delivery plan for Windows Browser AOT build You posted twice Fri 5/30 expressing concern about duplication with your existing plan (gid 1214387907502685). Ivy clarified intent; this needs a follow-up from you Mon — engage.
Windows Browser: Re-enable isolated JS worlds Boli asked Bulcsu what's missing to support isolated worlds. May intersect with your Windows scope concern above. Monitor.
AOR: Desktop Browsers Operational Health Elle flagged missing macOS site_loading_performance pixel. This is in your wheelhouse — short comment to acknowledge / route the fix would be appropriate.

Carried Forward from Last Week

iOS Address onboarding conflicts with unified input and ship AI onboarding winner — Alex (DRI) → see TP section above
PR: C-S-S Fix site copy/cut/paste/text selection restrictions for password/input fields — delegated (unassigned) Stale 75 days — no matching merged GitHub PR found. Action: ping or close this week.
Dominik :: Alex Regular 1:1 Agenda — Alex Last 1:1 was 2026-05-26; Dominik AFK all week. Don't add new items until 2026-06-08 (next agenda window).
Follow-up: add support of Inline Text Images to TypingTextAnimation — Alex Due 2026-05-28 (3 days overdue), inbox, macOS Release Board. Small follow-up from last sprint — slot Friday.
NA Analysis: iOS Duck.ai Onboarding Tracker Demo Experiment — Alex No due date but related to the on-hold TP item — confirm whether NA analysis prerequisite changes the "ON HOLD" status before end of week.
Desktop Browser Feature Owner Survey — Alex → also surfaced in Must-Not-Forget; complete Monday and remove from rolling list.

Based on DB state as of 2026-05-31 11:09 (sync fresh). No weekly review file for 2026-05-29 — that rhythm needs restoring this Friday.

Notes on the inputs you provided:

You specified MONDAY_DATE=2026-05-25, but today is Sunday 2026-05-31, so the upcoming Monday is 2026-06-01. I saved the plan as plan-2026-06-01.md (the week the plan actually covers). If you intended a retroactive plan for the week of 2026-05-25, let me know and I'll regenerate.
LAST_FRIDAY_DATE=2026-05-29 matched the Friday immediately before today. The weekly review file for that date doesn't exist on disk — flagged in the plan; restoring the Friday rhythm this week would give next Monday a proper base.

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