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@kidchenko kidchenko commented Feb 5, 2026

Fixed a TOCTOU race condition in tools/setup-ssh-keys.sh by using umask to ensure secure file permissions at creation time. Also added .jules/sentinel.md with the learning.


PR created automatically by Jules for task 874749863381477520 started by @kidchenko

Summary by CodeRabbit

Release Notes

  • Documentation

    • Added comprehensive security guidance on TOCTOU race conditions and best practices for secure file creation procedures to prevent unintended access.
  • Bug Fixes

    • Enhanced SSH key setup process with explicit permission controls to ensure private and public keys maintain correct access levels.

🚨 Severity: CRITICAL
💡 Vulnerability: SSH private keys were created with default permissions (often world-readable) before being restricted with `chmod`. This created a race condition (TOCTOU) where the key could be read by other users on the system.
🎯 Impact: Potential leakage of private SSH keys.
🔧 Fix: Used `umask 077` in a subshell during file creation to ensure keys are written with 600 permissions atomically.
✅ Verification: Verified syntax with `./build.sh` and manual code inspection.

Co-authored-by: kidchenko <5432753+kidchenko@users.noreply.github.com>
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coderabbitai bot commented Feb 5, 2026

📝 Walkthrough

Walkthrough

A security-focused update adds documentation about TOCTOU race conditions in file creation and refactors a shell script to use subshells with explicit umask settings during file operations, enhancing permission handling consistency without changing functional outcomes.

Changes

Cohort / File(s) Summary
Security Documentation
.jules/sentinel.md
New file documenting TOCTOU race condition vulnerabilities when creating sensitive files via shell redirection, with mitigation strategy using restricted umask in subshells.
SSH Key Setup Hardening
tools/setup-ssh-keys.sh
Refactored private and public key read operations to execute within subshells with explicit umask settings (077 for private, 022 for public), ensuring correct permissions at operation time without altering final file permissions.

Estimated code review effort

🎯 2 (Simple) | ⏱️ ~12 minutes

Poem

🐰 A sentinel hops through the code with care,
Subshells and umasks floating in the air,
No race conditions shall peek through the door,
With restricted permissions forevermore!
Security strengthened, one script, one note—
This rabbit's quite proud of this security vote.

🚥 Pre-merge checks | ✅ 3
✅ Passed checks (3 passed)
Check name Status Explanation
Description Check ✅ Passed Check skipped - CodeRabbit’s high-level summary is enabled.
Title check ✅ Passed The title directly addresses the main change: fixing a TOCTOU vulnerability in SSH key creation, which is the core focus of both file modifications.
Docstring Coverage ✅ Passed Docstring coverage is 100.00% which is sufficient. The required threshold is 80.00%.

✏️ Tip: You can configure your own custom pre-merge checks in the settings.

✨ Finishing touches
  • 📝 Generate docstrings
🧪 Generate unit tests (beta)
  • Create PR with unit tests
  • Post copyable unit tests in a comment
  • Commit unit tests in branch sentinel-ssh-toctou-fix-874749863381477520

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Actionable comments posted: 1

🤖 Fix all issues with AI agents
In @.jules/sentinel.md:
- Around line 1-4: Change the document heading to an H1 and add blank lines
around it, and wrap long lines to satisfy MD041/MD022/MD013: replace the first
line "## 2024-05-22 - Secure File Creation in Shell Scripts" with "# 2024-05-22
- Secure File Creation in Shell Scripts", ensure there is a blank line before
and after that H1, and reflow the longer sentences in the body (e.g., the
"Vulnerability", "Learning", and "Prevention" lines) so each line is under the
project's max line length (commonly 80 chars) while preserving the content and
bullet/heading structure.
🧹 Nitpick comments (1)
tools/setup-ssh-keys.sh (1)

155-165: Consider atomic write to avoid empty key files on op read failure.

Redirection creates the target file before op read executes; if the read fails, an empty key file is left behind. Use a temp file + mv to keep the write atomic while preserving the umask behavior.

💡 Suggested change (atomic write)
-    (
-        umask 077
-        op read "op://$VAULT/$KEY_NAME/private_key" > "$PRIVATE_KEY_FILE"
-    )
+    (
+        umask 077
+        tmp_key="$(mktemp "${PRIVATE_KEY_FILE}.XXXXXX")"
+        op read "op://$VAULT/$KEY_NAME/private_key" > "$tmp_key"
+        mv -f "$tmp_key" "$PRIVATE_KEY_FILE"
+    )
@@
-    (
-        umask 022
-        op read "op://$VAULT/$KEY_NAME/public_key" > "$PUBLIC_KEY_FILE"
-    )
+    (
+        umask 022
+        tmp_pub="$(mktemp "${PUBLIC_KEY_FILE}.XXXXXX")"
+        op read "op://$VAULT/$KEY_NAME/public_key" > "$tmp_pub"
+        mv -f "$tmp_pub" "$PUBLIC_KEY_FILE"
+    )

Comment on lines +1 to +4
## 2024-05-22 - Secure File Creation in Shell Scripts
**Vulnerability:** TOCTOU race condition when creating sensitive files (like SSH keys) using redirection (`>`) followed by `chmod`.
**Learning:** Files created via redirection inherit default permissions (usually 644/666) before `chmod` runs, leaving a window where they are world-readable.
**Prevention:** Use `umask` inside a subshell to strictly control permissions at creation time: `(umask 077; command > file)`.
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⚠️ Potential issue | 🟡 Minor

Fix markdownlint violations (H1 + blank lines + wrap long lines).

The file fails MD041 (first line should be H1), MD022 (blank lines around heading), and MD013 (line length).

✅ Suggested fix
-## 2024-05-22 - Secure File Creation in Shell Scripts
-**Vulnerability:** TOCTOU race condition when creating sensitive files (like SSH keys) using redirection (`>`) followed by `chmod`.
-**Learning:** Files created via redirection inherit default permissions (usually 644/666) before `chmod` runs, leaving a window where they are world-readable.
-**Prevention:** Use `umask` inside a subshell to strictly control permissions at creation time: `(umask 077; command > file)`.
+# 2024-05-22 - Secure File Creation in Shell Scripts
+
+**Vulnerability:** TOCTOU race condition when creating sensitive files (like SSH keys)
+using redirection (`>`) followed by `chmod`.
+
+**Learning:** Files created via redirection inherit default permissions (usually
+644/666) before `chmod` runs, leaving a window where they are world-readable.
+
+**Prevention:** Use `umask` inside a subshell to strictly control permissions at
+creation time: `(umask 077; command > file)`.
🧰 Tools
🪛 GitHub Check: Lint Documentation

[failure] 4-4: Line length
.jules/sentinel.md:4:81 MD013/line-length Line length [Expected: 80; Actual: 126] https://github.com/DavidAnson/markdownlint/blob/v0.34.0/doc/md013.md


[failure] 3-3: Line length
.jules/sentinel.md:3:81 MD013/line-length Line length [Expected: 80; Actual: 158] https://github.com/DavidAnson/markdownlint/blob/v0.34.0/doc/md013.md


[failure] 2-2: Line length
.jules/sentinel.md:2:81 MD013/line-length Line length [Expected: 80; Actual: 131] https://github.com/DavidAnson/markdownlint/blob/v0.34.0/doc/md013.md


[failure] 1-1: First line in a file should be a top-level heading
.jules/sentinel.md:1 MD041/first-line-heading/first-line-h1 First line in a file should be a top-level heading [Context: "## 2024-05-22 - Secure File Cr..."] https://github.com/DavidAnson/markdownlint/blob/v0.34.0/doc/md041.md


[failure] 1-1: Headings should be surrounded by blank lines
.jules/sentinel.md:1 MD022/blanks-around-headings Headings should be surrounded by blank lines [Expected: 1; Actual: 0; Below] [Context: "## 2024-05-22 - Secure File Creation in Shell Scripts"] https://github.com/DavidAnson/markdownlint/blob/v0.34.0/doc/md022.md

🤖 Prompt for AI Agents
In @.jules/sentinel.md around lines 1 - 4, Change the document heading to an H1
and add blank lines around it, and wrap long lines to satisfy MD041/MD022/MD013:
replace the first line "## 2024-05-22 - Secure File Creation in Shell Scripts"
with "# 2024-05-22 - Secure File Creation in Shell Scripts", ensure there is a
blank line before and after that H1, and reflow the longer sentences in the body
(e.g., the "Vulnerability", "Learning", and "Prevention" lines) so each line is
under the project's max line length (commonly 80 chars) while preserving the
content and bullet/heading structure.

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