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Overnight Autonomous Session — 2026-05-30

Branch: auto/overnight-2026-05-30 (off main @ cc8b1d2). Driver: Claude (Opus 4.8), orchestrating builder / tester / reviewer / designer subagents while the user sleeps.

Operating rules

  • Branch-only. All work commits to auto/overnight-2026-05-30. No push, no PRs, no changes to main without explicit authorization.
  • Atomic commits. One backlog item per commit, each independently revertible.
  • Verify before commit. Every code item must BUILD SUCCEEDED + unit tests green, and pass a review pass, before it's committed.
  • Safe scope. Local, additive, demo-strengthening work only. No backend, no destructive ops, no secrets. Skip or defer anything risky and log it.
  • Dispatch. Milestone updates sent via PushNotification (phone). This log is the durable record.

Backlog (prioritized)

# Item Issue Owner Status
1 Manual receipt entry — wire "+" on receipts list to a form #58 #3 builder done
2 Data export (CSV) from Settings → share sheet #5 #26 builder pending
3 Replace print() error-swallowing with user-facing alerts #58 builder pending
4 "Flagged for review" badge in ReceiptDetailView review inline pending
5 Remove unused template files (ContentView/Item) hygiene inline done — files already absent
6 Info.plist ITSAppUsesNonExemptEncryption = NO (TestFlight) follow-up inline pending
7 AnalyticsService + parser regression tests #58 builder pending
8 CONTRIBUTING.md + docs/context.md #43 #44 inline done
9 Targeted UI polish + pitch screenshots #7 designer pending
10 Attach sample images to seeded demo receipts (split-view demo) demo builder pending

Progress log

  • start — committed session work to main (cc8b1d2: hybrid AI extraction, split proof view, correction flow). Branched, wrote this plan.
  • item 5 (done) — verified ContentView.swift/Item.swift no longer exist; nothing to remove.
  • item 1 (done) — manual receipt entry: + add in the receipts header opens ManualReceiptEntryView (Form, line items, totals); extractionSource="manual". Build green.
  • item 8 (done) — wrote CONTRIBUTING.md (#43) and docs/context.md (#44) in parallel while builder #1 ran.
  • process — added docs/ROADMAP.md (plan of record + backlog + parking lot). Discoveries captured there, not acted on out of scope.
  • B2 (done) — CSV data export: CSVExporter (RFC-4180 escaping, locale-independent money/dates) + Settings ShareLink row. Build green.
  • design plan (received) — designer subagent returned a prioritized UI-polish plan; captured in ROADMAP. Implementing the Top 5 next (contrast/hierarchy, flag marker, proof-view discoverability); rest parked.
  • B6 (done) — UI polish Top 5: hero-total weight, dark-mode contrast (textSecondary 0.48 / dateHeader 0.34), greys→tokens, needs review markers, "proof" promoted to first menu item. Build green. Logged BUG-2 (analytics placeholders) + scrim-token idea.
  • bug/arch audit — confirmed BUG-1 (no product indexing on real saves) + found BUG-3..7, A6..A10. SpendingAnalytics suspected then cleared (the verify gate caught a wrong hypothesis).
  • stall (~18h) — an xcodebuild test run deadlocked building the UI-test bundle and hung ~17.75h, blocking the loop; killed on resume (this was the "1065 min" task).
  • BUG-1 + BUG-3 (fixed)ProductIndexer indexes products/brands/price-points at every save site; scan save prefers proof-sheet values (no $0); dead code removed. Compile-verified; indexer unit tests added (fixed an insert-order test-helper crash).
  • resume (2026-05-30) — re-established baseline (BUILD SUCCEEDED), wrote + got approval on a plan for the remaining queue (BUG-4, BUG-7, B9, B3, A7, A8/A9, B5; A1/A6/A10 deferred as schema-risky).
  • BUG-4 (fixed) — unified all three analytics breakdowns onto one itemized (pre-tax) basis so the category/store charts reconcile; brand breakdown keys off the indexed item.product?.brand identity. Headline total stays money-out (incl. tax). Build green.
  • BUG-7 (fixed)ProductIndexer.deindex reverses indexing on delete (removes the item's PricePoint, recomputes the product average, rolls back Brand stats); wired into both delete sites in ReceiptDetailView. Code-only (A6/A10 cascade+migration stay deferred). Build green. A11 dug into: file-backed test store clears the container trap but the relationship insert still traps the test host (same ops work in-app), so verified via build+review+app, not unit tests.
  • B9 (done)grain/Info.plist now sets ITSAppUsesNonExemptEncryption = false, removing the encryption-compliance prompt on every TestFlight upload. Build green.
  • B3 (done — save paths) — manual entry + receipt edit now surface save failures via an alert and keep the form open (no more silent print() + phantom dismiss); the Export row reports a write failure honestly. Remaining print()s are the AnalyticsService fetch paths (degraded display, parked). Build green.
  • A7 (done)KeychainStore checks OSStatus + sets kSecAttrAccessibleAfterFirstUnlock, returns Bool; AIConfig.setClaudeAPIKey propagates it; Settings shows an inline keychain-save-failure note. Build green.
  • A8 + A9 (done) — extracted RegexReceiptParser (nonisolated, single source of truth); RegexReceiptExtractor now calls it directly (dropped the MainActor.run hop + service instantiation) and DocumentScanProcessor.parseBasicFields reuses it (no duplicate regex). Build green; OCR-parser + extraction tests pass (5/5, no ModelContainer so no A11 trap).
  • B5 (done) — added container-free regression tests (5/5 pass): AnalyticsService breakdown consistency + brand keying (BUG-4), RegexReceiptParser SUBTOTAL/\bTAX\b/TOTAL (BUG-5), CSVExporter UTC date (BUG-6). Made the breakdown helpers static for testability. Dodges A11 by never inserting into a ModelContainer. A3 partially addressed.
  • B8 (done) — new ReceiptImageRenderer renders each seeded demo receipt to a thermal-slip JPEG (ImageRenderer, monospace black-on-white, no bundled assets) and DemoDataSeeder sets imageData. The proof / split / scan-overlay views now show a real image for demo data, and because the render is clean text Vision re-OCRs it so the split-view line cursor works. DEBUG-only seeding, so Release/TestFlight is unaffected. Build green.
  • B7 (done) — captured a fresh pitch set from the running DEBUG sim (home, analytics, index, receipt detail, proof/split) into screenshots/refresh-2026-05-31/. The proof shot confirms B8 end-to-end: the rendered thermal slip shows in the bottom pane and Vision re-OCRs it into the numbered top pane. Left as a new folder (didn't clobber the stale March set) — pending user promotion.
  • resume session complete (initial 7) — 7 commits landed (BUG-4, BUG-7, B9, B3, A7, A8+A9, B5); branch now 19 ahead of main. Final gate: full grainTests suite green (34 passed / 0 failed / 3 skipped = the A11-blocked indexer tests). Deferred (documented): A1 (SpendingAnalytics→struct), A6 + A10 (relationship delete-rules + schema migration) — all schema-touching, need a launch test.
  • B8 + B7 promoted; wrapped up (user-directed) — B8 thermal demo images verified live in the proof/split view; B7 fresh captures promoted to the canonical screenshots/ set (Home, Detail, Proof, Analytics, Index) with gallery captions updated. 03·Scan / 06·Item Watch / 08·Retailers left pre-redesign (computer-use disconnected mid-session + no native sim-tap fallback, so they couldn't be recaptured — flagged pending in the gallery README). Branch pushed; PR opened to main.