Files
tech-log-backend/docs/superpowers/plans/2026-08-02-web-security-boundary.md
T
DongHyeonkaandClaude Opus 5 5f10b791d3 chore: record pre-existing uncommitted repository state
Snapshot of the in-flight state that already existed, identically, in both
this worktree and the main checkout before this session began: the initial
HTTP Client platform implementation (previously untracked), the redis-lab
removal, and the JPA / object-storage / notification integration work.

Kept separate from this session's HTTP Client review response, which lands
in the following commit, so the two bodies of work stay reviewable apart.

Co-Authored-By: Claude Opus 5 (1M context) <noreply@anthropic.com>
2026-08-11 16:48:43 +09:00

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3.1 KiB
Markdown

# Web Security Boundary Implementation Plan
> **Execution:** Follow test-driven development and request an independent read-only review before
> advancing to Redis session/CSRF.
**Goal:** Make JWT/JWKS and CORS filter-boundary behavior hermetic, release-blocking, and impossible
to skip silently.
**Architecture:** Tests remain in inbound-web, use only existing dependencies, and cross the real
Spring Security filter chain. A tagged Gradle task isolates them from the ordinary unit suite.
**Tech Stack:** Java 21, Spring Boot 4.0.0, Spring Security 7, Nimbus JOSE JWT, JDK HttpServer,
MockMvc, Gradle 9.
### Task 1: Dedicated No-Skip Test Gate
**Files:**
- Modify: `src/adapter/inbound/web/build.gradle`
- [x] Register `webSecurityBoundaryTest` over `sourceSets.test` with tag inclusion, no-discovery
failure, no up-to-date reuse, UTC, and a root-suite skipped-count guard.
- [x] Exclude `security-boundary` from ordinary `test` and require the dedicated task from `check`.
- [x] Confirm 13 tagged tests are discovered with zero skips and no dependency/lock entry is added.
### Task 2: JWT/JWKS RED Contracts
**Files:**
- Create: `src/adapter/inbound/web/src/test/java/dev/caskeleton/adapter/inbound/web/auth/JwtJwksSecurityFilterIntegrationTest.java`
- [x] Add a loopback OIDC discovery/JWKS server with request counters and deterministic 503 mode.
- [x] Add RS256 token generation using ephemeral keys and conspicuous secret sentinels.
- [x] Prove lazy startup and valid bearer-to-principal conversion.
- [x] Prove exact expiry, issuer, audience, signature, unknown-kid, and JWKS-outage envelopes/headers.
- [x] Prove same-context recovery after a first-request JWKS 503 and prove mismatched discovery
metadata reaches the safe 500 `INTERNAL_AUTH_MISCONFIGURATION` filter boundary.
- [x] Run the dedicated task and record RED: unknown kid was classified as signature failure and a
first-request JWKS 503 escaped as `JwtDecoderInitializationException`/`AuthenticationServiceException`.
### Task 3: CORS RED Contracts
**Files:**
- Create: `src/adapter/inbound/web/src/test/java/dev/caskeleton/adapter/inbound/web/auth/CorsSecurityFilterIntegrationTest.java`
- [x] Prove approved credentialed preflight bypasses bearer authentication and emits exact headers.
- [x] Prove denied origin, disabled CORS, wildcard-without-credentials, and approved actual-origin behavior.
- [x] Assert bounded `Vary` behavior and no reflection of an unapproved sentinel origin.
- [x] Run the dedicated task: all five CORS filter-boundary contracts passed without production changes.
### Task 4: Minimal Production Fixes and Verification
- [x] If RED exposes a production mismatch, change only the owning classifier/security configuration
and keep stable error-code/header contracts intact.
- [x] Run `webSecurityBoundaryTest`, ordinary inbound-web `test`, module static analysis, `check`,
dependency-lock verification, architecture verification, and `git diff --check`.
- [x] Request an independent read-only review; add the requested same-context recovery and non-I/O
initialization-failure contracts, and bind the loopback server to an explicit IPv4 address.