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## Thinking Path > - Paperclip is the open source app people use to manage AI agents for work > - The CLI and server both update Paperclip values in `.env` files > - The server preserved operator content, but the CLI rebuilt the complete file > - A CLI rerun could remove comments, custom values, ordering, and newline style > - Both paths need one editor with one value encoding and duplicate key policy > - The final integration also needs one regression test across the related setup and sync safety mechanisms > - This pull request moves the editor to the shared package and adds cross-cutting rerun-survival coverage > - The benefit is safe setup and worktree repair reruns that preserve operator edits ## Linked Issues or Issue Description **What happened?** The CLI rebuilt the complete `.env` file when it wrote a managed Paperclip value. This action removed comments, blank lines, custom keys, original quoting, and the original newline style. **Expected behavior** Paperclip must update only the managed assignments. It must preserve all unrelated bytes. It must skip the file replacement when all managed values are current. **Steps to reproduce** 1. Add comments, custom keys, quoted values, and CRLF newlines to the Paperclip `.env` file. 2. Run a CLI path that calls the agent JWT secret setup. 3. Observe that the old writer replaces the complete file. **Paperclip version or commit** The problem exists on `master` before this pull request. Related public context: Refs #437. ## What Changed - Add one shared line-preserving `.env` editor for the CLI and server. - Define minimal and JSON value encodings in the shared helper. - Update every stale duplicate of a managed key and preserve current duplicate encodings. - Preserve comments, ordering, blank lines, unknown keys, export prefixes, trailing comments, and newline style. - Write changed files through a same-directory temporary file and atomic rename. - Limit CLI updates to non-empty `PAPERCLIP_*` entries. - Skip the write when all managed values are current. - Add shared, CLI, and server regression coverage. - Refresh the branch after the related config, sandbox, and skill safety changes landed. - Add a cross-cutting integration test for config, env-file, managed-sandbox, and managed-instructions rerun survival. ## Verification - `pnpm exec vitest run packages/shared/src/env-file.test.ts packages/shared/src/config-schema.test.ts cli/src/__tests__/agent-jwt-env.test.ts cli/src/__tests__/config-store.test.ts server/src/__tests__/config-file.test.ts server/src/__tests__/worktree-config.test.ts` passes 39 tests. - `pnpm exec vitest run server/src/__tests__/rerun-survival.integration.test.ts` passes 4 tests. - `pnpm -r typecheck` passes on the previous head. GitHub CI reruns it on the refreshed head. - The previous head passed the complete general, serialized, workspace, and E2E matrix. GitHub CI reruns that matrix on the refreshed head. - `pnpm build` passes on the previous head. GitHub CI reruns it on the refreshed head. ## Risks - Low risk. The production change only affects managed `.env` assignments. - Existing managed assignments can keep their original quoting when their decoded values are current. - Changed CLI values keep the prior minimal encoding policy. Changed server values keep the prior JSON encoding policy. - Duplicate managed assignments now follow one explicit rule: Paperclip updates each stale occurrence. - The master refresh had one import-block conflict. The resolution keeps both the config merge imports and the env-file imports. - The added integration file is test-only. It has no database, API, or UI contract effect. > For core feature work, check [`ROADMAP.md`](ROADMAP.md) first and discuss it in `#dev` before opening the PR. Feature PRs that overlap with planned core work may need to be redirected — check the roadmap first. See `CONTRIBUTING.md`. ## Model Used OpenAI Codex from the GPT-5 family produced this change with reasoning, tool use, and code execution. The runtime did not expose the exact model ID or context window size. ## Checklist - [x] I have included a thinking path that traces from project context to this change - [x] I have specified the model used (with version and capability details) - [x] I have checked ROADMAP.md and confirmed this PR does not duplicate planned core work - [x] I have searched GitHub for duplicate or related PRs and linked them above - [x] I have either (a) linked existing issues with `Fixes: #` / `Closes #` / `Refs #` OR (b) described the issue in-PR following the relevant issue template - [x] I have not referenced internal/instance-local Paperclip issues or links (only public GitHub `#NNN` / `github.com/paperclipai/paperclip` URLs) - [x] My branch name describes the change (e.g. `docs/...`, `fix/...`) and contains no internal Paperclip ticket id or instance-derived details - [x] I have run tests locally and they pass - [x] I have added or updated tests where applicable - [x] I have updated relevant documentation to reflect my changes - [x] I have considered and documented any risks above - [x] All Paperclip CI gates are green - [x] Greptile is 5/5 with no open P2s, recommendations, or follow-ups - [x] I will address all Greptile and reviewer comments before requesting merge --------- Co-authored-by: Paperclip <noreply@paperclip.ing>