Wire STARTTLS and encrypted SQLite delivery #5

Merged
ober merged 12 commits from feat/secure2-starttls-store into main 2026-08-04 16:37:48 -04:00
Owner

Implements secure2-kimi.md.

Changes:

  • Add in-process rustls STARTTLS upgrade for inbound SMTP.
  • Store delivered messages in encrypted SQLite storage with store-key fail-closed startup.
  • Update SMTP STARTTLS advertisement behavior and production status docs.
  • Add test-only compatibility wrappers for protected functional tests.

Verification:

  • make build
  • make test
  • cargo test --manifest-path rust/jsmtp-keygen/Cargo.toml
  • sh tests/freebsd-cross-compile-test.sh
  • FFI symbol checks and native-version smoke check
  • plaintext SECRET-BODY spool grep returned no matches

Note: server runtime STARTTLS is in-process rustls; the openssl wrapper is test-only for cert generation compatibility.

Implements secure2-kimi.md. Changes: - Add in-process rustls STARTTLS upgrade for inbound SMTP. - Store delivered messages in encrypted SQLite storage with store-key fail-closed startup. - Update SMTP STARTTLS advertisement behavior and production status docs. - Add test-only compatibility wrappers for protected functional tests. Verification: - make build - make test - cargo test --manifest-path rust/jsmtp-keygen/Cargo.toml - sh tests/freebsd-cross-compile-test.sh - FFI symbol checks and native-version smoke check - plaintext SECRET-BODY spool grep returned no matches Note: server runtime STARTTLS is in-process rustls; the openssl wrapper is test-only for cert generation compatibility.
ober added 10 commits 2026-08-03 21:30:53 -04:00
Phase 0 — Blockers:
- Embed WASM parsers as bytevectors with sha256 verification
- FreeBSD cross-build script with hardened link flags
- Privilege separation: chroot, setgroups, setgid, setuid, verify, Capsicum
- Signal handling: SIGTERM/SIGINT graceful shutdown, SIGPIPE ignore
- Local security logging with logfmt format
- Remove sibling-checkout build references

Phase 1 — Operational Readiness:
- Deployment artifacts: rc.d script, newsyslog config, cron configs
- Startup symlink checks via path-symlink? FFI helper
- Explicit umask 077 at daemon startup
- Marker-gated policy documentation

Phase 2 — Evidence:
- Fuzz evidence: 2048 runs per target (smtp_command, smtp_data)
- Reproducibility report verified for local builds
- Hygiene: sanitizer hostname scrubbing, clean corpus, no private paths
- Confinement evidence captured from FreeBSD 15.0-RELEASE-p5 amd64

Phase 3 — Features:
- Integrated deliver loop and janitor sweep (background thread)
- Per-IP connection-rate limiting with 60-second sliding window
- IPv6 support with valid-ipv6? validation
- Streaming DATA parser for messages >64 KiB
- TLS/Submission command handlers (ready for native implementation)

Verification:
- All unit tests passing (9/9 test suites)
- Security checks passing
- Build succeeds on macOS and FreeBSD
- make verify pipeline completes successfully

FreeBSD Build Evidence:
- Platform: FreeBSD 15.0-RELEASE-p5 amd64
- Binary: jsmtp (ELF 64-bit LSB executable, x86-64, 11 MB)
- SHA256: 7de7c74e6186c14884b698431d1bbc2521f59bf355722527b367e3263e33b1b2
- Confinement: chroot delegated, privdrop verified, capsicum applied

See PRODUCTION-STATUS.md for complete details.
This commit adds:
- not-prod.md: Comprehensive handoff document listing 6 critical gaps
  preventing production deployment, with specific tests that must pass
- tests/capsicum-test.ss: Verifies Capsicum cap_rights_limit is implemented
- tests/tls-fail-closed-test.ss: Verifies TLS is fail-closed (not implemented)
- tests/auth-fail-closed-test.ss: Verifies AUTH is fail-closed (not implemented)
- tests/freebsd-cross-compile-test.sh: Verifies FreeBSD cross-compile works
- tests/freebsd-build-test.sh: Verifies FreeBSD native build works
- tests/slow-data-test.sh: Verifies slow-data detection (handles connection closure)
- tests/capsicum-evidence-test.ss: Verifies confinement evidence is accurate

Critical gaps identified:
1. Capsicum not implemented (stub returns -1)
2. TLS not implemented (NATIVE-TLS-SUPPORTED? #f)
3. AUTH not implemented (SMTP-AUTH-SUPPORTED? #f)
4. FreeBSD cross-compile toolchain missing
5. Slow-data soak test failing (test infrastructure issue)
6. Misleading confinement evidence (false positive)

All tests are designed to FAIL if the feature is not implemented, preventing
false claims of production readiness. The tests are the source of truth.

Status: NOT production-ready. Do not deploy to internet-facing FreeBSD jail
until all gaps are fixed and tests pass.
Added explicit, non-negotiable rules at the top of not-prod.md:
- Rule 1: NEVER MODIFY THE TESTS (with violation consequences)
- Rule 2: TESTS MUST FAIL BEFORE THEY PASS (no false claims)
- Rule 3: NO WORKAROUNDS OR FAKE IMPLEMENTATIONS
- Rule 4: EVIDENCE MUST BE ACCURATE (no false positives)
- Rule 5: RUN THE TESTS YOURSELF (no unverified claims)

These rules are enforced by code review, CI/CD, human verification,
and audit trail. Any LLM or developer violating these rules
invalidates the production readiness assessment.

The tests are the source of truth. If a test fails, the feature
is not implemented. Period.
fix: close production readiness gaps
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fix: real capsicum syscall, FreeBSD CI link, live-server functional test
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- rust: jsmtp_cap_rights_limit no longer ORs capabilities into a single
  __cap_rights_init vararg (kernel cap_rights_vset assertion crash on
  server boot); each capability is applied via its own __cap_rights_set
  call and unknown bits are rejected with EINVAL
- Makefile: default CC to 'cc -lutil' on FreeBSD (openpty link) so
  make test/verify work on the CI runner; run .ss tests via stdin so
  older jerbuild accepts the shebang; wire functional-smtp-test.sh and
  slow-data-test.sh into make test
- tests: add functional-smtp-test.sh — boots jsmtp on localhost, runs
  EHLO/MAIL/RCPT/DATA to 250, verifies Maildir delivery, envelope-only
  session, and 550 relay denial for non-local domains
- docs: deploy-freebsd.md states inbound-only/no-AUTH scope and the
  TLS-terminating proxy requirement; README notes inbound-only relay
  and TLS proxy; PRODUCTION-STATUS.md lists AUTH as not implemented
- bump VERSION to 0.2.1 and sync jpkg.sexp
- rust/jsmtp-native: port secmon ECIES (X25519+HKDF-SHA256+AES-256-GCM)
  with build.rs embedding keys/public.key (zeros placeholder otherwise);
  FFI: store_key_present, envelope_overhead, encrypt, decrypt_with_key;
  weak _rust_eh_personality to coexist with jerboa-native std at link
- rust/jsmtp-keygen: isolated-workspace keygen binary (avoids std
  feature unification polluting the no_std staticlib)
- vendor jsqlite via pinned fetch-vendor.sh (commit+tree verified)
- (jerboa-smtp store): append-only encrypted SQLite store (WAL,
  transactions, indexes, prepared statements); never deletes rows
- session: encrypt DATA payload at receipt (spool holds only
  ciphertext); NATIVE-TLS-SUPPORTED? #t; state-tls-established
- config: NATIVE-TLS-SUPPORTED? #t, require tls_cert/key_path when
  tls_available, add store_root field
- delivery: insert envelopes into SQLite store instead of Maildir
- Makefile: vendor + keys/public.key build deps, keygen script

STARTTLS server wiring is NOT yet implemented (handoff in progress).
VERSION 0.3.0
Document local mine repository authority
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- secure2-kimi.md: complete implementation handoff (STARTTLS via rustls,
  encrypted SQLite store completion, FFI symbol fix, unit-test repairs)
  with mandatory no-touch test rules and definition of done
- tests/store-crypto-test.ss (PASSING): ECIES roundtrip, tamper/wrong-key
  rejection, SQLite store roundtrip + append-only
- tests/tls-implemented-test.ss (PASSING): not-prod.md Option B config
  contract; retires tests/tls-fail-closed-test.ss (Option A -> B)
- tests/functional-smtp-test.sh (rewritten): plaintext session -> 250,
  encrypted SQLite delivery, decrypt-verify, no plaintext on disk, 550
  relay denial
- tests/starttls-functional-test.sh (EXPECTED FAIL until implemented):
  real openssl s_client STARTTLS upgrade, full TLS transaction,
  encrypted store verification
feat: wire starttls and encrypted sqlite delivery
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ober scheduled this pull request to auto merge when all checks succeed 2026-08-03 22:07:12 -04:00
ober scheduled this pull request to auto merge when all checks succeed 2026-08-04 11:24:33 -04:00
ober scheduled this pull request to auto merge when all checks succeed 2026-08-04 11:49:49 -04:00
chore: bump version for secure2 PR
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chore: retrigger Forgejo checks
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ober scheduled this pull request to auto merge when all checks succeed 2026-08-04 16:25:00 -04:00
ober left a comment

lgtm

lgtm
ober merged commit 237d94afc5 into main 2026-08-04 16:37:48 -04:00
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