Weekly Plan — Week of 2026-06-01

Top Priority: Persist 'You've got this' dialogue in non-focused state [2d] — due today, 2d estimate, last remaining iOS Duck.ai onboarding rollout item before the bigger Address onboarding conflicts project kicks off Tuesday.

No weekly review file exists for 2026-05-29 — TP is derived from snapshot state (top_priority section + Alex's May/29 status comment) rather than an explicit prior recommendation.

Quadrants

Quadrant	This Week	Notes
Project	65%	Wrap 'You've got this' (2d) + Address onboarding kick-off + implementation start
AOR	10%	Light week — CI red on main + AFK June 8-12 handoff prep
Career	20%	Dominik OOO all week (June 1-5) → no 1:1; time reclaimed for Project Advisor doc. Career thin per career-notes; bumped above 15% floor.
Strategy	5%	Drop macOS 11 PR review + Windows AOT plan feedback loop

Shape

Mon (Jun 1): Ramp + start TP

Set 1-Must: Persist 'You've got this' dialogue [2d] — start implementation
O-L Weekly Meeting (1215106190309457)
Process weekend inbox; reply to Alessandro re Treatment B mid-experiment block on Ship AI onboarding winner
Reply to Costas re iPhone-only scope on Address onboarding conflicts

Tue (Jun 2): Wrap TP + kick off next project

Finish Persist 'You've got this' dialogue → open PR
Apple Weekly Team Meeting (1215138977402987) — Costas suggested running kick-off for Address onboarding conflicts in this slot
No 1:1 — Dominik AFK June 1-3 (LDX3 '26)

Wed (Jun 3): Address onboarding implementation start

iOS Address onboarding conflicts — begin scoped implementation (2-week window)
O-N Weekly Meeting (1215156632997364)
AOR slot: triage PR Check failing on main — Sam S has fix PR; verify status

Thu (Jun 4): Address onboarding continued + Career

iOS Address onboarding — continue
Career block (90 min): Draft Part 1 of Project Advisor Readiness self-reflection
Review queue: Drop macOS 11 Big Sur Support

Fri (Jun 5): Wrap + WWDC handoff prep

Weekly review + close loops on iOS onboarding rollout
WWDC handoff brief — AFK June 8-12 starts Monday; note in-flight items + on-call expectations
No 1:1 prep — next likely window is week of June 15

Must-Not-Forget

Ship AI onboarding winner (Treatment B) [0.5d] — assignee: Alex Alessandro flagged May/29: releasing Treatment B mid-experiment changes onboarding control flow and compromises tracker-blocker demo data. Alex must respond with a release/hold decision before Treatment B can ship. PR up but blocked.
iOS Address onboarding conflicts with unified input and ship AI onboarding winner — assignee: Alex due 2026-06-05 — Costas asked May/25 to run kick-off in Tue's Apple Weekly; pending: iPhone-only scope confirmation (Costas, May/29). 2-week implementation window.
PR Check is failing on main — assignee: Alex due 2026-05-15 (17d overdue) — main is red; Sam S posted May/31 he has a fix PR succeeding overnight. Confirm Sam's PR lands; if not, escalate.
Alex M Partly AFK Jun/8-12 (WWDC'26) — assignee: Alex due 2026-06-12 — OOO starts Monday. By Friday: handoff brief for in-flight Address onboarding + AOR Crash Reporting secondary expectations.
Desktop Browser Feature Owner Survey — assignee: Alex due 2026-05-26 (6d overdue) — 5-minute task, do during Monday inbox.

AOR Quick Wins This Week

PR: Make our macOS app Monterrey-only - 1-3d overdue 5 days — Alex's own PR pending merge; check CI + reviewer status
Feature flag: warnBeforeQuit overdue 38 days — feature flag removal candidate, <1h work
Remove or re-evaluate Warn Before Quit pixels overdue 3 days — paired with warnBeforeQuit flag above
Follow-up: add support of Inline Text Images to TypingTextAnimation overdue 4 days — PR #4663 already drafted by executor

Sprint Backlog (pick 1–2 if time allows)

PR Check is failing on main - testWhenTabWithConnectionLostErrorActivatedAndReloadFailsAgain due 2026-04-22 (40d overdue) — flaky test investigation
Pinned tab opens link in background tab due 2026-05-01 (31d overdue) — Internal Product Feedback
Text selection in the address bar doesn't work as standard due 2026-05-01 (31d overdue) — Internal Product Feedback
Review Overdue Tasks Summary - 22 Tasks (Jan 2026) due 2026-01-27 (125d overdue) — meta-cleanup; would unblock backlog visibility

(+ 3 aged items >180 days in backlog — not listed: Tab preview stuck 412d, Duo Grafana 313d, Assertion Failure Pixel Anomaly 257d)

Career Action This Week

Draft Part 1 of Project Advisor Readiness self-reflection (gid:1210386994396212) — 30 min, Thursday in the slot reclaimed from the cancelled 1:1.

Priority rationale (per career-notes.md):

✅ Project Advisor (Not started) — picked. Highest EP3 leverage this cycle.
Skipped: Primary AOR discussion — needs 1:1 (Dominik OOO).
Skipped: Calibration follow-up (Christie EP2/3) — needs Dominik confirmation; defer.
Skipped: Assessment visibility — no urgent open Assessment.
N/A: 1:1 career prep — Dominik OOO all week.

On Radar / Participation Needed

Desktop Browsers: Windows AOT build delivery plan Mark replied May/31 acknowledging Alex's feedback. Monitor — engage only if re-pinged.
Drop macOS 11 Big Sur Support Diego (May/31): "macOS 12+ version is looking good and is almost ready to merge." Already in Alex's GitHub review-requested queue.

Carried Forward from Last Week

Persist 'You've got this' dialogue [2d] — assignee: Alex → see TP section above
Ship AI onboarding winner (Treatment B) — assignee: Alex PR up; Alessandro flagged May/29 it can't ship mid-experiment. Decision needed Monday — see MNF.
Hide "stop chat" button in input box — assignee: Alex PR #5173 up, CI ✅, review ✅. Land + close task this week.
Hide Free plan • Upgrade in onboarding — assignee: Alex PR #5149 up, CI ✅, review ✅. Land + close task this week.
iOS Address onboarding conflicts — assignee: Alex Discovery; kick-off Tue Apple Weekly per Costas. 2-week window.
Alex M Partly AFK Jun/8-12 (WWDC'26) — assignee: Alex Handoff brief due Friday this week.
Desktop Browser Feature Owner Survey — assignee: Alex 6d overdue, 5-min timebox. Monday inbox.
Dominik :: Alex Regular 1:1 Agenda — following Dominik OOO June 1-5. No 1:1 this week. Next opportunity: week of June 15.

Saved to /Users/admin/obsidian/work/briefs/weekly/plan-2026-06-01.md. Based on snapshot 2026-06-01 11:31 UTC + targeted DB queries. No weekly-review file existed for 2026-05-29.

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