obsidian-vault/work/briefs/weekly/plan-2026-06-01.md

Weekly Plan

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Weekly Plan — Week of 2026-06-01

Note: No prior weekly review file exists for 2026-05-29. This plan is seeded from current Asana state and the existing carry-forward signals in My Tasks top_priority section.

Top Priority: iOS Address onboarding conflicts with unified input and ship AI onboarding winner — umbrella deliverable due Fri 2026-06-05; four sub-tasks already in top_priority (Persist dialogue [2d], Hide Free Plan, Hide stop button, Ship AI onboarding winner) converge on it; Ship Review subtask 1215009192158961 is created and downstream. This is the visible shipping event for the week, and three of the four sub-tasks are already overdue 3–4 days.

Career Advisor status: Dominik OOO entire week — LDX3 Jun 1–3 + Public Holiday Jun 4–5. 1:1 SKIPPED this week. Next bi-weekly window Jun 15–17 is also at risk because Alex is partly AFK for WWDC'26 Jun 8–12. Realistic next 1:1: week of Jun 15.

Quadrants

Quadrant	This Week	Notes
Project	70%	TP cluster is large; Ship Review Fri is the gating event — bumped above 60% target.
AOR	10%	Light week — two CI-failing-on-main tasks need triage; one delegated review-request batch on GitHub.
Career	15%	Above 5% floor: 1:1 skipped, but Project Advisor draft is overdue per career-notes and needs the cycle.
Strategy	5%	Windows AOT delivery plan response to Ivy/Mark — a scoping decision Alex wanted to influence.

Shape

Mon 06-01: Ramp + ship the 0.5d's

• O-L Weekly Meeting (recurring, today)
• Persist 'You've got this' dialogue in non-focused state [2d] — start; due today
• Ship AI onboarding winner (Treatment B) [0.5d] — PR #5145 CI is red → fix CI failure first, then merge
• Hide Free plan • Upgrade in onboarding [0.5d] — PR #5149 approved; Alessandro asked 06:53 today "let me know when the PR is ready for another look" → ping him + merge
• Set 1-Must for today

Tue 06-02: Onboarding cluster + strategic comment

• Apple Weekly Team Meeting (recurring)
• Persist 'You've got this' dialogue [2d] — continue / finish
• Hide "stop chat" button in the input box [0.5d] — PR #5173 CI ✅, review ✅ → land
• Strategy: Reply on Desktop Browsers: Windows AOT delivery plan — Ivy + Mark replied Sat; Ivy plans to "pick it up Mon/Tue as next top priority." Silence reads as acquiescence on a scoping decision.

Wed 06-03: Build out remaining TP + clear CI

• O-N Weekly Meeting (recurring)
• Try Visiting a Site: Background [1d] — start
• Triage two CI-failing-on-main tasks (1213975496167929, 1214797526093576)
• PR: Make our macOS app Monterrey-only - 1-3d — on Diego's critical path (Monterey+ release Jun 15); push to merge this week

Thu 06-04: Close loops; PR review backlog

• Try Visiting a Site: Background [1d] — finish
• Clear GitHub review-requested queue (6 PRs pending Alex's review)
• Verify SR scope: Ship Review: iOS Address onboarding... — confirm subtasks listed and build is green

Fri 06-05: Ship Review + retro + career

• iOS Address onboarding conflicts... — Ship Review milestone (project due today)
• DRI <> Project Advisor async for Demo tracker blocking after chat in onboarding — close out async DRI sync before WWDC AFK
• Career action — Draft Part 1 of Advisor Readiness doc (see Career Action below)
• Write weekly retrospective (Dominik OOO → no 1:1 prep this week)
• WWDC AFK starts Mon Jun 8 — write handoff comment on TP cluster if Persist or Try Visiting slip

Must-Not-Forget

• Ship AI onboarding winner (Treatment B) [0.5d] — assignee: Alex due 2026-05-28 (overdue 4d) — PR #5145 CI is red; this is the bottleneck for the AI onboarding ship. Alex needs to fix the failing job before merge can happen.

• Hide Free plan • Upgrade in onboarding [0.5d] — assignee: Alex due 2026-05-28 (overdue 4d) — PR #5149 is approved; Alessandro asked at 06:53 today "let me know when the PR is ready for another look." Ping + merge Mon.

• Hide "stop chat" button in the input box [0.5d] — assignee: Alex due 2026-05-29 (overdue 3d) — PR #5173 CI ✅ + review ✅ → land Mon or Tue.

• Persist 'You've got this' dialogue in non-focused state [2d] — assignee: Alex due 2026-06-01 (today) — biggest unstarted TP-cluster item; protect Mon/Tue. Needs a draft PR by EOW for SR Fri.

• PR: Make our macOS app Monterrey-only - 1-3d — assignee: Alex due 2026-05-27 (overdue 5d) — Diego confirmed: last Big Sur release Jun 8, Monterey+ release Jun 15. Alex's PR is on the critical path.

AOR Quick Wins This Week

• PR Check is failing on main - testWhenTab...errorPageIsShownOnce overdue 40 days — CI failing test on main; investigate flake vs real regression, disable or fix.

• PR Check is failing on main overdue 17 days — second CI failing task; likely related or a flake batch.

• Follow-up: add support of Inline Text Images to TypingTextAnimation overdue 4 days — PR #4663 is up (draft); review and promote out of draft.

• Feature flag: warnBeforeQuit due 2026-04-24 — feature flag cleanup; quick win if the related ship is shipped.

Sprint Backlog (pick 1–2 if time allows)

• Text selection in the address bar doesn't work as standard due 2026-05-01 (31d overdue) — Internal Product Feedback; likely AOR-touching.

• Pinned tab opens link in background tab due 2026-05-01 (31d overdue) — Internal Product Feedback; PR #4630 (cross-domain from pinned) addresses an adjacent case — verify and either consolidate or close.

• Desktop Browser Feature Owner Survey due 2026-05-26 (6d overdue) — 5-minute timebox; complete and close.

• Review Overdue Tasks Summary - 22 Tasks (Jan 2026) due 2026-01-27 (125d overdue) — meta task, 5min to read & either close or schedule.

• Assertion Failure Pixel Anomaly - 2025/09/15 due 2025-09-17 (257d overdue) — pixel investigation; verify still relevant before working.

(+ 2 aged items >180 days in backlog — not listed: tab preview stuck 412d, Duo login Grafana 313d.)

On Radar

• Drop macOS 11 Big Sur Support — Diego: SR completed, last Big Sur release Jun 8, Monterey+ release Jun 15. Alex's "Make Monterrey-only" PR is on this critical path — keep in sync.
• SIGKILL inside MainViewController chrome bar reveal animation — Eduardo Pinto added defensive weak captures; Sentry/crash AOR touchpoint, monitor merge.
• CEF: Failing tests when 'setTabTitlesEarly' is enabled — Kris Wright zeroing in on root cause; touches OnDocumentTitleChanged. Monitor; engage if it blocks Apple work.
• AOR: Desktop Browsers Operational Health — Elle flagged missing site_loading_performance pixel on macOS. AOR-adjacent, monitor.

Career Action This Week

Picked: Draft Part 1 of Advisor Readiness doc (30 min) — task: Readiness Self-Reflection for Potential Project Advisor - Alex M.

Why this one (priority 1 from career-notes):

• Project Advisor is the single most direct EP3 lever identified in the 2026-02 review.
• Status in career-notes: "Not started" — task has been sitting since Feb.
• 1:1 prep (priority 5) is moot — Dominik OOO all week.
• Calibration follow-up with Christie (priority 3) deferred — better raised at next 1:1 once Dominik is back (week of Jun 15).
• Strategic visibility (priority 4) is partially covered by the Windows AOT comment (Strategy quadrant).

Concrete deliverable: 30-min block Fri afternoon — write Part 1 of the self-reflection doc (one project I'd be a strong advisor on, why, what unique perspective I bring). Don't polish; goal is to break the "not started" state before WWDC AFK.

On Radar / Participation Needed

• Desktop Browsers: Windows - Produce delivery plan for Windows Browser AOT build Ivy + Mark replied Sat to Alex's two pushback comments ("spinning off another project without discussing... I don't get how this is different"). Ivy: "your plan is the foundation for this... I plan to pick it up Mon/Tue as my next top priority." Engage Mon/Tue with substantive reply — silence on a scoping decision reads as acquiescence.

• Sorting in big HTML is 15sec compared to Vivaldi's 2 second Ivy proposed a perf test using Boli's framework. Touches macOS perf AOR adjacent — monitor; engage if Apple team input requested.

• Windows Browser: Re-enable isolated JS worlds Boli asked Bulcsu about isolated worlds on new native script injection APIs; CPM-related. Monitor; not Apple-side.

Carried Forward from Last Week

No prior weekly review exists — nothing to carry forward formally. The closest equivalents are stale active-section tasks needing a status decision:

• Cursor integration: configure VSCode support — assignee: Alex In active section, last modified 2026-05-06; not advanced in 3+ weeks. Decide: pick up or move to do_later.

• GH Workflow Failure - UI Tests — assignee: Alex In active section, last modified 2026-03-20; very stale. Decide: still relevant? Close or revive.

• UI Tests refinement — assignee: Alex In active section, last modified 2026-02-11; almost certainly stale. Status decision needed.

• Dominik :: Alex Regular 1:1 Agenda (old) — possibly deleted (per snapshot ⚠️); do not act until confirmed. Current active agenda task is gid 1214933759913756.

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Based on DB state as of 2026-06-01 02:01 UTC (sync fresh). No prior weekly review available. Saved to /Users/admin/obsidian/work/briefs/weekly/plan-2026-06-01.md.