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Daily Brief — 2026-05-29 (Friday)

Morning

On this day in 1919, Arthur Eddington photographed a total solar eclipse from the island of Príncipe and measured starlight bending around the sun — the first real-world confirmation of Einstein's general relativity. Light bent by gravity, captured on a glass plate, observed from a tropical island. Curious how the universe sometimes hands over its secrets in such specific places. 💧 Start with a glass of water.

Anchor: Today's focus per last week's plan — land TP subtasks (Hide stop chat, Persist 'You've got this'), resolve Treatment B scope question. New signals since yesterday: 17 task changes, 17 new comments — Alessandro raised a Treatment B / tracker-blocker experiment conflict that needs a decision.

Context note: No plan-2026-05-25.md found (weekly retrospective 2026-05-29.md used as baseline). No prior daily brief exists — this is the first.

Plan for Today

  1. Desktop Browser Feature Owner Survey — 5-min anonymous survey, 3 days overdue. Momentum starter.
  2. 🔴 Ship AI onboarding winner (Treatment B) — respond to Alessandro's scope question (releasing Treatment B mid-experiment may compromise tracker-blocker data). Decide: option 1 (wind-down via remote config) vs option 2 (wait for sample size). 1d overdue.
  3. 🔴 Hide Free plan • Upgrade in onboarding — PR #5149 has CI + review. Merge and close. 1d overdue.
  4. 🔴 Hide "stop chat" button in input box — TP subtask due today. Implement.
  5. 🔴 Persist 'You've got this' dialogue in non-focused state — TP subtask due today. Implement.
  6. 🟠 PR Check failing on main — 14d overdue, time-box 30 min per weekly plan. Triage flaky test.
  7. 🟠 PR Reviews batch — ~11 review requests + mentions queued in GitHub. Batch after TP block.
  8. 🟡 Nudge delegated: Privacy Triage → Jake (8d overdue), Dependabot → Tom (4d, gentle).

Ordering: #1 quick win for momentum; #25 are TP-block (Treatment B needs decision before further sub-work; merge → implement). #6 is the weekly-plan carry-over flagged "Mon 30 min" — slipped past Monday, do it Friday. #7 batched. No 1-Must override (today's 1-Must is due today, not stale).


🔴 Urgent / Overdue

[OVERDUE — DRI] Ship AI onboarding winner (Treatment B) — due 2026-05-28 (1d). Context: Alessandro raised this morning (06:11) that releasing Treatment B while the tracker-blocker demo experiment is still running would change the onboarding flow mid-experiment and compromise data. Two options offered. Costas confirmed iPhone-only sticking, iPad spin-off discussion proposed for next week's O-N weekly. Decision needed from Alex. Action: Post a reply choosing option 1 (wind-down via remote config) or option 2 (wait for sample size), and confirm iPhone-only scope.

[OVERDUE — DRI] Hide Free plan • Upgrade in onboarding — due 2026-05-28 (1d). Context: PR #5149 has CI + review. Action: Merge PR, close Asana task.

[OVERDUE — DRI] PR Check failing on main — due 2026-05-15 (14d). Context: Assigned by Alessandro 2026-05-14. Two failing tests called out. No movement since. Flagged in weekly plan as "Mon 30 min before TP work" — slipped. Action: Time-box 30 min, reproduce locally, post finding (fix, delegate, or quarantine).

[OVERDUE — DRI] PR: Make our macOS app Monterrey-only — due 2026-05-27 (2d). Action: review-and-merge or assign reviewer.

[OVERDUE — DRI] Follow-up: inline Text Images to TypingTextAnimation — due 2026-05-28 (1d). PR #4663 up as draft, CI. Action: promote from draft, request review.

Backlog cluster (chronic, not surfaced individually) — 5 items >1 month stale in inbox/planning/active, including the older PR Check on main #1213975496167929, Pixel Anomaly Sep 2025, Review Overdue Tasks Summary Jan 2026, Tab preview stuck, Duo Grafana login. Informational.


🟠 Needs Action Today

Ship Reviews (DRI)Ship Review: iOS Address onboarding…: no AOR sign-offs yet; waiting on implementation to land. No action today beyond closing TP subtasks above.

TP & onboarding follow-upsDRI <> Project Advisor async: Alessandro created the thread yesterday while Alex was OOO. Read and respond.

PR Reviews — ~11 review requests + mentions queued. Batch after TP block.

Tech Designs — None requiring response today.

PFRs — None in flight.

Incidents — Discord PM closed. GDPR follow-up scheduled 2026-06-15. Postmortem: Security Triage AI: edit link — 2-min check, close or re-scope.


🟡 Delegated — Follow Up Needed


🔵 Rhythms

TP: iOS Address onboarding… — set this week, fresh. Subtasks: 2 overdue, 2 due today, 1 completed today. On track if Treatment B unblocks.

Next TP Thread check: skip — TP mid-flight.

Active Rotations: none.

Upcoming: AFK Jun 812 (WWDC, 10 days out) → land most of TP this week before WWDC. Dominik 1:1 likely Jun 15+ (LDX3 + Alex AFK) — no prep today.


Saved to /Users/admin/obsidian/work/briefs/daily/2026-05-29.md.