File GitHub issues to the right repository (pup CLI or plugin)
SkillScore68Maintained
Automatic
◆Coding pack
Last verified 8/14/2026
What it changes
Passed 13 of 19 test cases with the skill, and 10 of 19 without it.
Without skill50%
With skill68%
Checks it passed that the model alone missed
Specifies the label agent
Directs the issue submission to DataDog/pup
4 fixed11 passed either way7 still failing0 broke
Pass-rate lift
+18 pp
Tokens
+83%
Agent turns
0%
Response time
-59%
Model gemini-3.6-flashMeasured 8/14/2026v115 of 22 cases passed with skill · 19 comparable
Tokens, turns and time describe resource use, not a dollar price.
See it in action
One of 4 test cases the skill fixed. Same model, same prompt, with and without the skill.
1 of 4
Prompt
I am submitting a ticket because AGENTS.md missing instructions for configuring custom headers. Which labels should be included on the command?
What was checked, without and with the skill
Checked
Without skill
With skill
Specifies the label documentation
Passed
Passed
Specifies the label agent
Missed
Passed
case-15 · gemini-3.6-flash · 8/14/2026 · answers are capped and redacted
What's inside
The instructions your model reads when the skill loads.
SKILL.md327 linessingle file
DD File Issue Skill
This skill helps you file GitHub issues to the correct repository. All issues — whether related to the pup CLI, skills, agents, or documentation — are tracked in DataDog/pup.
Invocation: /dd-file-issue
Decision Logic: Which Repository?
File to DataDog/pup Repository
All issues are filed here, including:
API Functionality: API calls failing, incorrect responses, missing API endpoints
Authentication: OAuth2 issues, token refresh problems, API key handling
CLI Behavior: Command syntax, flags not working, output format issues
pup Installation: Binary installation, PATH issues, version problems
API Coverage: Missing Datadog API endpoints, incomplete command coverage
Performance: Slow API calls, timeout issues
Error Messages: Confusing pup error messages, API errors