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# Weekly Plan — Week of 2026-05-18 (forward-looking: 2026-05-25 → 2026-05-29)
> Note: Generated Sat 2026-05-23. The week of May 18 has already wrapped (Friday review = 2026-05-22).
> No weekly-review file exists at `briefs/weekly/2026-05-22.md` — plan built from DB snapshot only.
> Forward-looking content targets the upcoming work week (May 25 → May 29). AFK Wed May 27.
**Top Priority**: [iOS Address onboarding conflicts with unified input and ship AI onboarding winner](https://app.asana.com/0/0/1214592943696234) — confirmed by Alex's own comment on the TP-Threads task (2026-05-22): closing out the demo-tracker TP and starting Address onboarding as next O-N TP. Due 2026-06-05; in `top_priority`; subtasks already scoped for asset/UI work.
### Quadrants
| Quadrant | This Week | Notes |
|---|---|---|
| Project | 65% | New O-N TP kickoff + closing demo-tracker PR; shortened week (AFK Wed) bumps from 60% |
| AOR | 15% | UTI issues, CI failing tests, PR review backlog. Trimmed because week is 4 days |
| Career | 15% | 1:1 with Dominik Tue May 26 — Dominik NOT OOO (next AFK June 1–3). Boost vs baseline because 1:1 falls this week |
| Strategy | 5% | O-N/O-L weekly, Apple Weekly. TD: Monthly pixels (Jonathan) — observe only |
### Shape
**Sat 2026-05-23 / Sun 2026-05-24:** Off — weekend.
**Mon 2026-05-25:** Close out, kick off
- [iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551050320249) — final review pass on PR, address Alessandro's toggle question, hand off to reviewer
- [PR: iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214425079182350) — answer Alessandro (2026-05-22 comment about toggle remaining hidden until onboarding completes); reassign
- [iOS Address onboarding conflicts with unified input and ship AI onboarding winner](https://app.asana.com/0/0/1214592943696234) — async kick-off (in-person slots full per Alex's comment to Dominik); post kickoff note
- [Address Universal Input (UTI) issues](https://app.asana.com/0/0/1214965000075517) — wrap remaining UTI work before pivoting fully to new TP
- O-N Weekly Meeting (2026-05-25) — surface async-kickoff plan
- O-L Weekly Meeting (2026-05-25) — Dominik hosting; light agenda, no items required
- Set 1-Must for the day; post weekly TP
**Tue 2026-05-26:** 1:1 + meetings, light Project work
- [Dominik :: Alex Regular 1:1 Agenda](https://app.asana.com/0/0/1214933759913756) — add career items BEFORE meeting (see Career Action below)
- 1:1 with Dominik (Tue) — confirmed: Dominik not OOO until 2026-06-01
- Apple Weekly Team Meeting (2026-05-26)
- [Persist 'You've got this' dialogue in non-focused state [0.5d]](https://app.asana.com/0/0/1215009192158950) — start subtask of TP
**Wed 2026-05-27:** 🏖️ AFK (holiday — [Alex M AFK May/27](https://app.asana.com/0/0/1212694796293421))
- No work scheduled
**Thu 2026-05-28:** Deep work on TP subtasks
- [Address Bar Toggle Selection: Animated Assets [2-3d]](https://app.asana.com/0/0/1214627423981798) — primary deep-work block
- [Try Visiting a Site: Background [1d]](https://app.asana.com/0/0/1214828145455342) — quick subtask if time
**Fri 2026-05-29:** Close loops + maintenance handoff
- Continue Address Toggle assets
- Weekly review (write it — last week's was missed)
- Handoff macOS App Maintenance to Tom (already assigned via May 29 cycle)
- Pre-1:1-next-cycle agenda items: add anything that surfaced
### Must-Not-Forget
- [ ] **[PR: iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214425079182350)** — assignee: Alex
due 2026-05-26 — Alessandro asked on 2026-05-22 whether the toggle should remain hidden until onboarding completes; Alex committed publicly to "review pass on Monday and assign to [reviewer]" — Alex IS the blocker
- [ ] **[iOS Address onboarding kickoff — async confirmation](https://app.asana.com/0/0/1214592943696234)** — assignee: Alex
awaiting Dominik's reply on Alex's May 22 "kick-off slots taken — can we run async?" question — if no reply by Mon, ping Dominik so kickoff isn't delayed
- [ ] **[PR Check is failing on main](https://app.asana.com/0/0/1214797526093576)** — assignee: Alex
due 2026-05-15 (8d overdue) — main-branch CI failure in `active` is a P1-style signal; not yet addressed. Diagnose Monday morning before deep work blocks
- [ ] **[Full Analysis](https://app.asana.com/0/0/1214900901154134)** — assignee: Alex
due 2026-05-22 (1d overdue) — title alone is ambiguous (no project, no notes context surfaced in snapshot); open task and either action or re-scope. Surfacing because of recent due date
- [ ] **[Privacy Triage: Apple — iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214965405681675)** — assignee: Jake Abel
delegated; due 2026-05-21 (2d overdue) — directly blocks closing TP. Nudge Jake on Monday if not done
### AOR Quick Wins This Week
- **[Feature flag: warnBeforeQuit](https://app.asana.com/0/0/1212444166689969)**
overdue 29 days — flag removal; standard cleanup, <1h
- **[Remove or re-evaluate Warn Before Quit pixels](https://app.asana.com/0/0/1212808567112832)**
overdue 23 days — pair with the feature flag above; pixel cleanup
- **[Consider removing or reworking mac_malicious-site-protection_client-timeout](https://app.asana.com/0/0/1210855358441832)**
overdue 304 days — review whether still needed; quick scoping decision
### Sprint Backlog (pick 1–2 if time allows)
- **[PR Check is failing on main - testWhenTabWithConnectionLostErrorActivatedAndReloadFailsAgain_errorPageIsShownOnce](https://app.asana.com/0/0/1213975496167929)**
due 2026-04-22 (31d overdue) — `active` section, CI failing test; may overlap with the newer PR-Check task above
- **[Pinned tab opens link in background tab](https://app.asana.com/0/0/1214038885921128)**
due 2026-05-01 (22d overdue) — Internal Product Feedback; pinned-tab regression
- **[Text selection in the address bar doesn't work as standard](https://app.asana.com/0/0/1214071796247142)**
due 2026-05-01 (22d overdue) — Internal Product Feedback; UX regression
- **[Assertion Failure Pixel Anomaly - 2025/09/15](https://app.asana.com/0/0/1211379705725021)**
due 2025-09-17 (248d overdue) — `planning` section; revisit or close
- **[Review Overdue Tasks Summary - 22 Tasks (Jan 2026)](https://app.asana.com/0/0/1212881948512860)**
due 2026-01-27 (116d overdue) — meta task about overdue management; ironic
(+ 2 aged items >180 days in backlog — not listed: Bug: Tab preview stuck around (403d), Duo login Grafana (304d))
### On Radar
- **TD: [Monthly pixels for iOS and macOS](https://app.asana.com/0/0/1214950124367781)** — Jonathan Jackson revisited monthly-pixel approach on 2026-05-23. Touches pixel/instrumentation AOR Alex has worked in. Engage if Apple-team input solicited.
- **Discussion: [shield in address bar overlapping with text](https://app.asana.com/0/0/1214946075851940)** — Zac following up on a macOS browser address-bar bug, reproducing on v1.190.0. Likely macOS AOR adjacency.
### Career Action This Week
**Add career discussion points to [Dominik :: Alex Regular 1:1 Agenda](https://app.asana.com/0/0/1214933759913756) before Tue 2026-05-26 (15 min)**
Picked because 1:1 IS this week and Dominik is NOT OOO (verified — next AFK is 2026-06-01). Skipped Project-Advisor doc draft because the 1:1 is the time-bounded action; raise Project Advisor as the *primary* agenda item in the 1:1 instead — same content, better leverage. Skipped Christie EP2/3 calibration ping — surface as a 1:1 question to Dominik first ("did Christie submit?"), then act if needed. Skipped Assessment comment item — no current open O-N/O-L Assessment requires it this week.
Specific 1:1 agenda items to add:
1. Project Advisor — "I've made no progress; want to commit to Part 1 of the Readiness doc this cycle. Sanity-check what 'good' looks like."
2. Primary AOR target — "Which AOR is realistic to pursue as primary by next review?"
3. Christie EP2/3 calibration — "Did she submit? Status unclear in my notes."
4. EP3 gap check — "Beyond what we discussed in Feb, what's the next gap to close?"
### On Radar / Participation Needed
- **[Tech Design: Monthly pixels for iOS and macOS](https://app.asana.com/0/0/1214950124367781)**
Jonathan Jackson returning to monthly-pixel approach (2026-05-23 comment) — touches Alex's instrumentation work; monitor, engage if Apple-team perspective is asked for
### Carried Forward from Last Week
- **[iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551050320249)** — Alex (DRI)
→ see TP / Monday in Shape — closing out PR, Privacy Triage delegated, Project-Advisor async open
- **[DRI <> Project Advisor async for Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551072611261)** — Alex
async sign-off thread; verify status before closing the TP
- **[Address Universal Input (UTI) issues](https://app.asana.com/0/0/1214965000075517)** — Alex
per Alex's May 22 comment: completing this before pivoting to new TP — wrap on Monday
- **[Alex Shurgin – HR](https://app.asana.com/0/0/1215056211788084)** — Alex
HR-related task surfaced May 22; review for any time-sensitive action. ⚠️ HR content — handle privately.
- **[Postmortem: Security Triage AI: edit link](https://app.asana.com/0/0/1214996544314187)** + **[Postmortem: Security Triage: AI Agent use via likely external Discord service](https://app.asana.com/0/0/1214996544314182)** — Alex
Security postmortems in inbox. Read, contribute if assigned an action; otherwise leave as observer. ⚠️ Security content — handle privately.
- **[Xcode build speedup skill](https://app.asana.com/0/0/1214996544314193)** — Alex
Personal tooling task; schedule in a gap day (likely after WWDC AFK)
---
*Based on DB snapshot 2026-05-23 04:23 UTC + agent rhythms. Weekly-review for 2026-05-22 not found on disk — plan built from DB only.*
*DRI conflict check: none flagged. Career advisor (Dominik) OOO check: clear through 2026-05-31. Quick Wins week: not announced.*
Saved to `/Users/admin/obsidian/work/briefs/weekly/plan-2026-05-18.md`.
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# Weekly Plan — Week of 2026-05-25
> Note: No weekly-review file exists at `briefs/weekly/2026-05-22.md`. Plan rebuilt from DB snapshot 2026-05-25 02:01 UTC + last week's plan-2026-05-18.md.
> **Shortened week**: AFK Wed 2026-05-27 (holiday). 4 working days.
> **Career advisor (Dominik) OOO check**: clear through 2026-05-31; earliest AFK June 1–3 (LDX3). 1:1 Tuesday is GO.
> **Quick Wins week**: not announced.
**Top Priority**: [iOS Address onboarding conflicts with unified input and ship AI onboarding winner](https://app.asana.com/0/0/1214592943696234) — confirmed as next O-N TP (Alex's own May/22 note on TP-Threads bot task). Due 2026-06-05; in `top_priority`; subtasks already scoped for asset/UI work (Animated Assets [2-3d], Try Visiting a Site Background [1d], Persist 'You've got this' [0.5d]). Last week's TP (Demo tracker) is in final close-out (PR + Privacy Triage outstanding) — kept under Monday in Shape, not duplicated as TP.
### Quadrants
| Quadrant | This Week | Notes |
|---|---|---|
| Project | 65% | New O-N TP kickoff + closing demo-tracker PR; shortened week (AFK Wed) bumps from 60% baseline |
| AOR | 15% | 2 PR-Check failures on main, UTI wrap, Sentry/CI maintenance, address-bar bug adjacency |
| Career | 15% | 1:1 with Dominik Tue May 26 — Dominik NOT OOO until June 1. Boost vs 5% baseline because 1:1 falls this week |
| Strategy | 5% | O-N/O-L Weekly Mon, Apple Weekly Tue. TD: Monthly pixels (Jonathan) — observe only |
### Shape
**Mon 2026-05-25:** Close out + kick off (3 meetings stacked)
- [iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551050320249) — final review pass on PR; address Alessandro's toggle question; reassign reviewer
- [PR: iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214425079182350) — due tomorrow; answer Alessandro's May/22 toggle-visibility question; hand off
- [iOS Address onboarding conflicts with unified input and ship AI onboarding winner](https://app.asana.com/0/0/1214592943696234) — async kick-off post in TP comments (per Alex's May/22 note: in-person slots full)
- [Address Universal Input (UTI) issues](https://app.asana.com/0/0/1214965000075517) — wrap remaining work before pivoting fully to new TP
- [Alex M next Top Priority (May/25)](https://app.asana.com/0/0/1215058019347550) — bot-generated nudge; update due date or close once new TP declared
- [O-N Weekly Meeting](https://app.asana.com/0/0/1214950287303110) — surface async-kickoff plan for new TP
- [O-L Weekly Meeting](https://app.asana.com/0/0/1214908681776067) — Dominik hosting; light agenda
- Set 1-Must for the day; declare weekly TP on team board
**Tue 2026-05-26:** 1:1 + meetings + light project work
- [Dominik :: Alex Regular 1:1 Agenda](https://app.asana.com/0/0/1214933759913756) — add career items BEFORE meeting (see Career Action below)
- 1:1 with Dominik — confirmed: Dominik not OOO until 2026-06-01
- [Apple Weekly Team Meeting](https://app.asana.com/0/0/1214929922983741)
- [Persist 'You've got this' dialogue in non-focused state [0.5d]](https://app.asana.com/0/0/1215009192158950) — start subtask of new TP
- [Desktop Browser Feature Owner Survey](https://app.asana.com/0/0/1214940335721015) — due today; 5-min timebox
**Wed 2026-05-27:** 🏖️ AFK ([Alex M AFK May/27, holiday](https://app.asana.com/0/0/1212694796293421))
- No work scheduled
**Thu 2026-05-28:** Deep work on new TP
- [Address Bar Toggle Selection: Animated Assets [2-3d]](https://app.asana.com/0/0/1214627423981798) — primary deep-work block (due today)
- [Try Visiting a Site: Background [1d]](https://app.asana.com/0/0/1214828145455342) — secondary subtask
- Buffer for CI/AOR firefighting if PR-Check issues persist
**Fri 2026-05-29:** Close loops + retrospective
- Continue Address Toggle assets if not done
- Weekly review write-up (this week's + catch-up for May/22 if missing)
- Handoff [macOS App Maintenance](https://app.asana.com/0/0/1215057986055515) to Tom (already assigned via May 29 cycle)
- Pre-next-1:1 agenda items: capture anything that surfaced this week
### Must-Not-Forget
- [ ] **[PR: iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214425079182350)** — assignee: Alex
due 2026-05-26 — Alessandro asked on 2026-05-22 whether the toggle should remain hidden until onboarding completes; Alex committed publicly to "review pass on Monday and assign to [reviewer]" — Alex IS the blocker. Action today.
- [ ] **[Privacy Triage: Apple — iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1214965405681675)** — assignee: Jake Abel
delegated; due 2026-05-21 (4d overdue) — directly blocks closing last week's TP. Nudge Jake today if not done.
- [ ] **[PR Check is failing on main](https://app.asana.com/0/0/1214797526093576)** — assignee: Alex
due 2026-05-15 (10d overdue) — main-branch CI failure in `inbox`; P1-style signal. Diagnose Monday morning before deep-work blocks.
- [ ] **[Full Analysis](https://app.asana.com/0/0/1214900901154134)** — assignee: Alex
due 2026-05-22 (3d overdue) — title alone is ambiguous (no project, no notes context in snapshot); open and either action or re-scope.
- [ ] **[Dominik :: Alex Regular 1:1 Agenda](https://app.asana.com/0/0/1214933759913756)** — assignee: Alex (preparer)
due 2026-05-26 — needs career items added before Tue meeting (see Career Action).
### AOR Quick Wins This Week
- **[Feature flag: warnBeforeQuit](https://app.asana.com/0/0/1212444166689969)**
overdue 31 days — flag removal; standard cleanup, <1h
- **[Remove or re-evaluate Warn Before Quit pixels](https://app.asana.com/0/0/1212808567112832)**
overdue 25 days — pair with the feature flag above; pixel cleanup
- **[Consider removing or reworking mac_malicious-site-protection_client-timeout](https://app.asana.com/0/0/1210855358441832)**
overdue 306 days — review whether still needed; quick scoping decision
### Sprint Backlog (pick 1–2 if time allows)
- **[PR Check is failing on main - testWhenTabWithConnectionLostErrorActivatedAndReloadFailsAgain_errorPageIsShownOnce](https://app.asana.com/0/0/1213975496167929)**
due 2026-04-22 (33d overdue) — `active` section, CI failing test; may overlap with newer PR-Check task in MNF
- **[Pinned tab opens link in background tab](https://app.asana.com/0/0/1214038885921128)**
due 2026-05-01 (24d overdue) — Internal Product Feedback; pinned-tab regression
- **[Text selection in the address bar doesn't work as standard](https://app.asana.com/0/0/1214071796247142)**
due 2026-05-01 (24d overdue) — Internal Product Feedback; UX regression
- **[Review Overdue Tasks Summary - 22 Tasks (Jan 2026)](https://app.asana.com/0/0/1212881948512860)**
due 2026-01-27 (118d overdue) — meta task about overdue management
(+ 3 aged items >180 days in backlog — not listed individually: Bug: Tab preview stuck around (405d), Duo login Grafana (306d), Assertion Failure Pixel Anomaly (250d))
### On Radar
- **TD: [Monthly pixels for iOS and macOS](https://app.asana.com/0/0/1214950124367781)** — Jonathan Jackson returned to monthly-pixel approach on 2026-05-23. Touches pixel/instrumentation AOR Alex has worked in. Engage if Apple-team input solicited.
- **Discussion: [shield in address bar overlapping with text](https://app.asana.com/0/0/1214946075851940)** — Zac confirmed reproduction on v1.190.0 (2026-05-23); macOS browser address-bar AOR adjacency; monitor for direct ask.
### Career Action This Week
**Add career discussion points to [Dominik :: Alex Regular 1:1 Agenda](https://app.asana.com/0/0/1214933759913756) before Tue 2026-05-26 (15 min)**
Picked because 1:1 IS this week AND Dominik is NOT OOO (verified — next AFK is 2026-06-01). Skipped #1 (Project Advisor doc Part 1 draft) because the 1:1 is the more time-bounded action — raise Project Advisor as the *primary* agenda item in the 1:1 instead, same content, better leverage. Skipped Christie EP2/3 calibration ping — surface as a 1:1 question first ("did Christie submit?"), then act if needed. Skipped Assessment comment item — no current open O-N/O-L Assessment requires it this week.
Specific 1:1 agenda items to add (in priority order):
1. **Project Advisor** — "No progress since last cycle; want to commit to Part 1 of the Readiness doc this cycle. Sanity-check what 'good' looks like."
2. **Primary AOR target** — "Which AOR is realistic to pursue as primary by next review (~2026-08)?"
3. **Christie EP2/3 calibration** — "Did she submit? Status still unclear in my notes."
4. **EP3 gap check** — "Beyond what we discussed in Feb, what's the next gap to close?"
### On Radar / Participation Needed
- **[Tech Design: Monthly pixels for iOS and macOS](https://app.asana.com/0/0/1214950124367781)**
Jonathan Jackson revisited monthly-pixel approach (2026-05-23 comment) — touches Alex's instrumentation work; monitor, engage if Apple-team perspective is explicitly asked for
- **[shield in address bar overlapping with text](https://app.asana.com/0/0/1214946075851940)**
Zac confirmed reproduction on v1.190.0 (2026-05-23); macOS address-bar AOR. Watch for any direct ask.
### Carried Forward from Last Week
- **[iOS: Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551050320249)** — Alex (DRI)
→ see Mon in Shape — closing out PR, Privacy Triage delegated to Jake, Project-Advisor async open
- **[DRI <> Project Advisor async for Demo tracker blocking after chat in onboarding](https://app.asana.com/0/0/1213551072611261)** — Alex
async sign-off thread; verify status before closing the last TP
- **[Address Universal Input (UTI) issues](https://app.asana.com/0/0/1214965000075517)** — Alex
per Alex's May 22 note: completing this before pivoting fully to new TP — wrap on Monday
- **[Alex Shurgin – HR](https://app.asana.com/0/0/1215056211788084)** — Alex
HR-related task surfaced May 22; review for any time-sensitive action. ⚠️ HR content — handle privately, don't auto-summarize via connectors.
- **[Postmortem: Security Triage AI: edit link](https://app.asana.com/0/0/1214996544314187)** + **[Postmortem: Security Triage: AI Agent use via likely external Discord service](https://app.asana.com/0/0/1214996544314182)** — Alex
Security postmortems in inbox. Read, contribute if assigned an action; otherwise leave as observer. ⚠️ Security content — handle privately.
- **[Xcode build speedup skill](https://app.asana.com/0/0/1214996544314193)** — Alex
Personal tooling task; schedule in a gap day (likely post-WWDC AFK)
- **[Alex M next Top Priority (May/25)](https://app.asana.com/0/0/1215058019347550)** — Alex
bot-generated TP-threads nudge from May/24; close or update once new TP is declared today
---
*Based on DB snapshot 2026-05-25 02:01 UTC + plan-2026-05-18.md (no weekly-review for 2026-05-22 on disk).*
*DRI conflict check: none flagged. Career advisor (Dominik) OOO check: clear through 2026-05-31. Quick Wins week: not announced.*
Saved to `/Users/admin/obsidian/work/briefs/weekly/plan-2026-05-25.md`.