Pulumi Upgrade Provider

Pulumi Upgrade Provider

Prerequisites

First, install the upgrade-provider tool:

go install github.com/pulumi/upgrade-provider@latest

After installation, the tool will be in your PATH and you can run it directly as upgrade-provider.

IMPORTANT:

• Do NOT try to modify PATH or use absolute paths to run the tool
• Do NOT try to find where the tool was installed
• Just run upgrade-provider directly after installing - if it's not found (exit code 127), report this as an environment configuration issue and stop

CRITICAL: Session Completion Requirements

DO NOT end this session until one of these conditions is met:

1. Success: The upgrade-provider command completes successfully AND you have retrieved the PR URL
2. Explicit failure: You have hit a stopping condition listed in "When to Stop and Report Failure" below

You MUST NOT end the session if:

• A command is still running or you haven't checked its output
• You encountered an error but haven't attempted to fix it
• You haven't yet run upgrade-provider at least once
• The upgrade-provider command failed but you haven't exhausted the error-fixing loop

Long-running commands: The upgrade-provider command can take up to 10 minutes. You MUST wait for it to complete. Use timeout: 600000 when running it via Bash.

Overview

Drive Pulumi provider upgrades by running the upgrade-provider tool and iterating on failures until the tool succeeds. Keep all git operations read-only in the repo; the tool owns branches, commits, and PRs.

Error Tracking

Track errors across iterations to avoid infinite loops:

• Maintain a mental list of errors encountered and fixes attempted
• An error is "the same" if it has the same error message and affects the same file/resource
• After 3 failed attempts at the same error, stop and report failure

Run Loop

1. Create the output directory first:

mkdir -p .pulumi

2. Run the upgrade tool from the repo root with a 10-minute timeout:

upgrade-provider $ORG/$REPO --repo-path . > .pulumi/upgrade-provider-stdout.txt 2> /dev/null

Use timeout: 600000 (10 minutes) when invoking via Bash.

If exit code is 127 (command not found): This is an environment configuration issue. Report failure immediately - do NOT try to install the tool or find it manually.

3. Wait for the command to fully complete (can take up to 10 minutes). Do not proceed or end the session until you see the final output.

4. Read the output file to check for errors:

cat .pulumi/upgrade-provider-stdout.txt

5. Scan the output for lines starting with error: .
6. If failed:
   • Compare the error to previous attempts
   • If you've seen the same error 3 times, stop and report failure (see "When to Stop")
   • If this is a new/different error, fix it using references/upgrade-provider-errors.md
   • Rerun the command (go back to step 2)
7. If a conflict was fixed, report exactly what changed (file paths + concrete edits or kept intent).
8. If the upgrade required changes to patches, run ./scripts/upstream.sh checkout and review the applied commits:
   • List commit SHAs/titles from upstream.
   • Summarize the intent of each commit in plain language.
   • Call out any behavioral changes or risks.
9. When the tool completes successfully, proceed to Post-run Tasks.

When to Stop and Report Failure

Stop iterating and exit with failure if any of these conditions are met:

1. Command not found (exit code 127): The upgrade-provider tool is not in PATH. This is an environment configuration issue - do NOT try to install the tool yourself
2. Same error 3 times: You've attempted to fix the same error 3 times without success
3. Unknown error pattern: The error is not covered in references/upgrade-provider-errors.md and you cannot determine a safe fix
4. Requires human judgment: The fix requires decisions that need human input, such as:
   • Choosing between multiple valid approaches
   • Breaking changes that affect public API
   • Deprecation strategies
   • Architectural decisions about module organization
5. Circular issues: Fix A causes error B, fix B causes error A
6. Complexity escalation: Each fix attempt reveals more issues, suggesting deeper problems

When stopping, you MUST report:

1. The error(s) encountered
2. What fixes were attempted (with file paths and changes)
3. Why you believe human intervention is needed
4. Any partial progress that was made

Post-run Tasks

The tool creates a PR when the upgrade completes successfully.

1. MUST fetch the PR URL for the current branch using read-only commands:

gh pr view --json url --jq .url || gh pr list --head "$(git branch --show-current)" --json url --jq '.[0].url'

2. MUST append a "Fixes applied to unblock upgrade" section to the existing PR body if any fixes were applied (do not overwrite):

repo=$(gh repo view --json nameWithOwner --jq .nameWithOwner)
pr_number=$(gh pr view --json number --jq .number)
gh pr view --json body --jq .body > /tmp/pr_body.txt

cat <<'EOF' >> /tmp/pr_body.txt

---

### Fixes applied to unblock upgrade

- <list concrete unblocker edits here, with file paths and intent>
EOF

gh api -X PATCH "repos/$repo/pulls/$pr_number" --raw-field body="$(cat /tmp/pr_body.txt)"

Use REST (gh api) instead of gh pr edit to avoid GraphQL project-card errors. Keep the original content intact; only append the new section.

Notes

• git rebase --continue --no-edit is not supported in older git versions. Use git rebase --continue and accept the existing commit message when prompted.
• To avoid the editor prompt during git rebase --continue, run it with GIT_EDITOR=true (or GIT_EDITOR=:).

Working Directory

IMPORTANT: Always run commands from the repository root. Do NOT use cd to change directories - it causes state confusion and is not allowed.

Working with the upstream submodule

The upstream/ directory is a git submodule containing the Terraform provider source. Use these patterns:

Git commands - use -C upstream:

# Check status
git -C upstream status

# View log
git -C upstream log --oneline -10

# Check current branch
git -C upstream branch --show-current

# Continue a rebase (with auto-accept message)
GIT_EDITOR=: git -C upstream rebase --continue

# Stage files after resolving conflicts
git -C upstream add <file>

Reading files - use the Read tool with path from repo root:

Read upstream/docs/resources/droplet.md
Read upstream/go.mod

Editing files - use the Edit tool with path from repo root:

Edit upstream/docs/resources/droplet.md

Listing files - use full paths:

ls -la upstream/
ls -la upstream/vendor/github.com/digitalocean/godo/

Scripts - run from repo root:

./scripts/upstream.sh checkout
./scripts/upstream.sh rebase -o refs/tags/v2.75.0
./scripts/upstream.sh check_in

Guardrails

• Never commit, push, or create branches manually; only run read-only git commands.
• ./scripts/upstream.sh checkout|rebase|check_in are allowed because the tool manages git state.
• Do not stash changes; the tool manages git state.
• Do not use cd - always work from the repository root.

References

• Use this skill's references/upgrade-provider-errors.md for patch conflict and new module mapping fixes.

Final Reminder

Before ending this session, verify:

• You ran upgrade-provider and waited for it to complete
• If it failed, you attempted fixes per the error reference guide
• If it succeeded, you retrieved and reported the PR URL
• If stopping due to failure, you documented the error, attempted fixes, and why human intervention is needed

Do not end the session without completing one of the outcomes above.

Source: pulumi/pulumi-digitalocean — distributed by TomeVault.