Development Session - 2025-12-29 10:49:27

Session Metadata

• Start Time: 2025-12-29 10:49:27
• Branch: feat/macos-signing-homebrew-375
• Task: Complete macOS code signing and Homebrew automation (Issue #375)
• Issue: https://github.com/terraphim/terraphim-ai/issues/375

Current Repository State

Recent Commits

76ec8979 docs(session): add research, design, and session logs
66e9cb67 docs(handover): complete implementation handover for KG validation workflows
114dde94 docs: update documentation for KG validation workflows

Modified Files

• Cargo.lock
• crates/terraphim-markdown-parser/Cargo.toml
• crates/terraphim-markdown-parser/src/lib.rs
• crates/terraphim-markdown-parser/src/main.rs
• crates/terraphim_atomic_client/atomic_resource.sh
• crates/terraphim_persistence/src/lib.rs
• crates/terraphim_persistence/tests/persistence_consistency_test.rs
• crates/terraphim_persistence/tests/quick_validation_test.rs
• crates/terraphim_persistence/tests/redb_persistence_test.rs
• crates/terraphim_settings/test_settings/settings.toml

Untracked Files

• .opencode/ directory
• .playwright-mcp/ screenshots (docs testing)
• MIGRATION_PLAN_ZOLA_TO_MDBOOK.md

Context Analysis

Based on the current state, there are several areas of active development:

1. Markdown Parser: Updates to terraphim-markdown-parser crate
2. Persistence Layer: Test updates and library changes
3. Atomic Client: Script modifications
4. Documentation: Playwright testing artifacts and migration planning

Task Breakdown

Working on Issue #375: Complete macOS code signing and Homebrew automation

Phase A: ✅ Complete (universal binaries, Homebrew tap created)

Phase B: Code Signing Pipeline (L - Large, depends on Apple enrollment)

• B1: Enroll in Apple Developer Program ($99/year, 24-48hr verification)
• B2: Create Developer ID Application certificate
• B3: Create App-Specific Password for notarization
• B4: Store credentials in 1Password
• B5: Add sign-and-notarize-macos job to workflow
• B6: Test signing with manual workflow dispatch

Phase C: Homebrew Automation (M - Medium, depends on Phase B)

• C1: Create GitHub PAT with repo scope
• C2: Add HOMEBREW_TAP_TOKEN secret
• C3: Test full release cycle
• C4: Update README with installation instructions

Phase D: Cleanup (S - Small)

• D1: Archive old homebrew-formulas/ directory
• D2: Add Homebrew badge to README
• D3: Document release process

Checkpoint Schedule

• Next checkpoint: 2025-12-29 11:19:27 (30 minutes)
• Auto-commit pattern: git add -A && git commit -m "checkpoint: [progress-description]"

Progress Log

10:49:27 - Session Started

• Initialized session tracking
• Captured current repository state
• Identified pending work areas

10:54:00 - Issue #375 Analysis Complete

Current Implementation Status:

Phase A: Infrastructure Setup ✅ COMPLETE

• create-universal-macos job exists in workflow (lines 110-157)
• update-homebrew job exists in workflow (lines 398-543)
• homebrew-terraphim repository created
• Formulas exist but build from source (not using pre-built binaries yet)
• Universal binaries are being created and uploaded

Phase B: Code Signing Pipeline ❌ NOT STARTED

• No sign-and-notarize-macos job in workflow
• Apple Developer credentials not in 1Password
• BLOCKER: Requires Apple Developer Program enrollment ($99/year, 24-48hr verification)

Phase C: Homebrew Automation ⚠️ PARTIAL

• Workflow references homebrew-tap-token in 1Password but token not found
• Cannot test full cycle until Phase B complete
• README not yet updated with installation instructions

Phase D: Cleanup ❌ NOT STARTED

• Old homebrew-formulas/ directory still exists (needs archiving)
• No Homebrew badge in README
• No release process documentation

Key Findings:

1. Universal binaries are being created correctly
2. Homebrew formulas exist but build from source
3. The workflow is ready to update formulas but awaiting signed binaries
4. Main blocker: Apple Developer Program enrollment needed

11:05:00 - Phase B Complete (B1-B5)

Completed:

• B1: Apple Developer Program enrollment ✅
• B2: Developer ID Application certificate created ✅
• B3: App-specific password for notarization created ✅
• B4: Credentials stored in 1Password (verified with --no-newline) ✅
• B5: Sign-and-notarize-macos job added to workflow ✅

Implementation Details:

• Created scripts/sign-macos-binary.sh for reusable signing logic
• Added sign-and-notarize-macos job to workflow (lines 159-230)
• Updated create-release job to depend on signed binaries
• Updated release notes to mention "Signed and Notarized - No Gatekeeper warnings"
• All credentials loaded with --no-newline flag to avoid trailing characters
• Team ID: VZFZ9NJKMK

Handoff Template (To be filled at session end)

Progress Summary

[To be completed]

Current State

[To be completed]

Next Steps

1. [To be determined]
2. [To be determined]
3. [To be determined]

Questions for Team

• [To be added as they arise]

Decision Log

[Decisions and discoveries will be logged here throughout the session]

Links and References

• Branch: architecture-review
• Related Docs: MIGRATION_PLAN_ZOLA_TO_MDBOOK.md
• Test Artifacts: .playwright-mcp/ directory