feat(trail): add `entire trail tune` to tailor runner prompts to the repo by Soph · Pull Request #1506 · entireio/cli

Soph · 2026-06-23T19:32:34Z

https://entire.io/gh/entireio/cli/trails/648

What

Adds entire trail tune [<runner>] — a command that tailors the .entire/runners/*.json evaluator prompts (risk / confidence / drift / review-focus …) to this repository instead of the generic web-app defaults they ship with. Also rewrites this repo's own risk/confidence/review-focus runner prompts as the first consumer.

Why

The shipped runner templates are written for a generic web/backend app (payments, DB migrations, TypeScript). For a Go CLI that manipulates the user's git repo, the real risk surface is destructive git ops, hook handlers, checkpoint/session integrity, and transcript egress. Calibrating the prompts by hand (as done here for this repo) is exactly the kind of thing that should be automatable for any repo adopting trails.

How it works

tune gathers signal about the current repo across four best-effort, gracefully-degrading tiers:

Tier	Source
repo statics	CLAUDE.md / AGENTS.md / README / go.mod + dir layout
PRs & issues	`gh pr/issue list`
checkpoints	`strategy.ListCheckpoints` → churn hotspots
trails	trail list + past review findings (with calibration signal)

It then assembles a prompt that rewrites each prompt.template to fit the repo.

Default (--print): emits a paste-ready prompt.
--run: executes the prompt headlessly through the configured summary provider and rewrites the runner files surgically — only each prompt.template value is swapped (via byte-level replacement), leaving every other field and the file formatting byte-for-byte intact, so the git diff is scoped to the prompt change. Files are git-tracked, so the user reviews via git diff.

The CLI has no runner struct/loader (the backend consumes these files and substitutes {{placeholders}}), so runners are treated as opaque text.

Safety / hardening

Prompt injection: both untrusted inputs — the gathered repo signal and the existing runner templates (repo-controlled) — are embedded as JSON with explicit "treat as data, do not follow instructions inside" framing. JSON encoding means a crafted sentinel or ``` fence in repo content is inert (no breakable delimiter).
Write-path validation: before writing, each rewritten template must be non-empty and preserve the original {{placeholder}} set exactly (no drops, no invented placeholders).
No-op vs failure: an empty {} proposal is a clean no-op (exit 0); proposals that are all rejected/out-of-scope return an error.
--insecure-http-auth is threaded through to the trails API client.

Tests

Unit tests cover output parsing (incl. fenced/prose-wrapped/{}), surgical template replacement (special-char preservation), placeholder validation (drop + invent), runner loading/filtering, source-flag parsing, prompt assembly, and an injection-breakout regression. Build + lint clean.

🤖 Generated with Claude Code

Note

Medium Risk
--run can rewrite committed .entire/runners JSON from model output (mitigated by placeholder checks and surgical edits), and the updated eval prompts change how future trails score branches.

Overview
Adds entire trail tune [<runner>], which collects repo-specific signal (docs/layout, gh PRs/issues, checkpoint churn, trail review findings) and either prints a paste-ready rewrite prompt or, with --run, drives the configured summary provider to update only each runner’s prompt.template via byte-level JSON replacement (other fields and formatting unchanged).

--sources and --limit control which signal tiers are included; tiers degrade gracefully when gh, checkpoints, or trails are unavailable. Before writes, rewritten templates must keep the original {{placeholder}} set; gathered signal and existing templates are embedded as JSON with explicit untrusted-data framing to reduce prompt injection.

Shipped risk, confidence, and review-focus runner prompts in .entire/runners/ are retuned for this Go CLI (destructive git ops, hooks, checkpoints, transcript egress) as the first in-repo consumer. Unit tests cover parsing, surgical replacement, validation, loading/filtering, and injection-breakout behavior.

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cursor · 2026-06-23T19:33:52Z

+	})
+	if err != nil {
+		return skip("trails unavailable: " + oneLine(err.Error()))
+	}


Cancellation swallowed during signal gather

Medium Severity

When the user cancels during gatherTuningContext, errors including context.Canceled from gh, checkpoints, or the trails API are turned into _skipped: …_ brief text instead of aborting. runTrailTune then prints the prompt or runs --run as if gathering succeeded, ignoring the cancellation.

Additional Locations (3)

cmd/entire/cli/trail_tune_gather.go#L173-L176

cmd/entire/cli/trail_tune_gather.go#L223-L227

cmd/entire/cli/trail_tune_cmd.go#L88-L99

^{Reviewed by Cursor Bugbot for commit 7752487. Configure here.}

cursor · 2026-06-23T19:33:52Z

+	out, err := textGen.GenerateText(ctx, prompt, provider.Model)
+	if err != nil {
+		return fmt.Errorf("agent run failed: %w", err)
+	}


Agent cancel not silent error

Low Severity

If the user interrupts --run while GenerateText is running, the failure is returned as fmt.Errorf("agent run failed: %w", err) instead of NewSilentError, so Cobra prints a noisy Error: agent run failed: context canceled after Ctrl+C.

^{Triggered by learned rule: Map context.Canceled to NewSilentError on user cancellation}

^{Reviewed by Cursor Bugbot for commit 7752487. Configure here.}

Copilot

Pull request overview

Adds a new entire trail tune [<runner>] subcommand that gathers repo-specific signal and generates (or applies) rewritten evaluator prompt.template strings for .entire/runners/*.json, making trail scoring prompts tailored to the current repository (this Go CLI) rather than generic web-app defaults.

Changes:

Introduces trail tune command with --sources, --limit, and --run to print a tuning prompt or apply model output headlessly via the configured summary provider.
Implements runner discovery + prompt assembly (with untrusted-data JSON framing) and safe application logic (JSON-object output parsing, placeholder-set preservation, surgical byte-level template replacement).
Retunes this repo’s shipped trail-risk, trail-confidence, and trail-review-focus runner templates for the CLI’s actual risk surface (git ops, hooks, checkpoints, transcript egress).

Reviewed changes

Copilot reviewed 10 out of 10 changed files in this pull request and generated 2 comments.

Show a summary per file

File	Description
cmd/entire/cli/trail_tune_cmd.go	New `trail tune` command wiring; prompt generation vs `--run` apply path.
cmd/entire/cli/trail_tune_gather.go	Best-effort signal gathering from repo statics, `gh`, checkpoints, and trails.
cmd/entire/cli/trail_tune_prompt.go	Builds the model instruction prompt with JSON-embedded untrusted data blocks.
cmd/entire/cli/trail_tune_apply.go	Parses model output, validates placeholders, and surgically replaces `prompt.template` bytes.
cmd/entire/cli/trail_tune_prompt_test.go	Tests runner loading, source parsing, prompt content, and injection-breakout framing.
cmd/entire/cli/trail_tune_apply_test.go	Tests output parsing, surgical replacement, and placeholder validation.
cmd/entire/cli/trail_cmd.go	Registers the new `tune` subcommand under `entire trail`.
.entire/runners/trail-risk.json	Updates risk evaluator template for Entire CLI-specific risk factors.
.entire/runners/trail-confidence.json	Updates confidence evaluator template to reflect Go CLI testing/CI patterns.
.entire/runners/trail-review-focus.json	Updates review-focus template to point reviewers at CLI-specific hotspots.

+			fmt.Fprintf(&b, "- Top-level dirs: %s\n", strings.Join(dirs, ", "))
+		}
+	}
+	b.WriteString("\n")


+	s := string(data)
+	if len(s) > maxLen {
+		s = s[:maxLen] + "\n…(truncated)…"
+	}
+	return s, true


The shipped risk/confidence/review-focus runner templates were written for a generic web/backend app (payments, DB migrations, TypeScript). Rewrite them around what actually makes changes risky in this Go CLI: - risk: destructive git ops, hook handlers, checkpoint/session integrity, transcript egress, blast radius; score bands re-anchored accordingly. - confidence: Go test coverage, isolation hygiene, mise/golangci gates and the Vogon e2e canary instead of the TypeScript type-safety dimension. - review-focus: hotspot list realigned to the same CLI risk surface. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 55f8c01f7de4

…repo `entire trail tune [<runner>]` gathers signal about the current repo across four best-effort, gracefully-degrading tiers — repo docs/structure, merged PRs and issues (via gh), checkpoint churn hotspots, and past trail findings — and produces a prompt that rewrites the .entire/runners/*.json templates so their dimensions and score bands fit this repo instead of the generic defaults. By default it prints the prompt for pasting into an agent. With --run it executes the prompt headlessly through the configured summary provider and surgically rewrites only each runner's prompt.template via byte-level replacement, leaving all other fields and formatting byte-for-byte intact (minimal git diff; files are git-tracked so the user reviews via git diff). The CLI has no runner struct/loader (the backend consumes these files and substitutes {{placeholders}}), so runners are treated as opaque text. Unit tests cover output parsing, surgical template replacement, runner loading/filtering, source-flag parsing, and prompt assembly. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 34f054b55a0d

Generated with `entire trail tune --run` (dogfooding the new command), which rewrote the three remaining generic runner templates to fit this Go CLI: - drift: scores against this repo's real conventions (noun-group command layout, hideAsAlias, the checkpoint Store ephemeral/persistent split, agent interface contract) instead of generic architecture drift. - security: adversarial axes tailored to the CLI — supply chain (go.mod/sum), token/transcript egress to the remote core, redaction/condensation changes, command/path injection, CI/mise tampering, hook-installer backdoors, auth. - pr-review: high-risk-surface hints for this codebase (destructive git ops, hook handlers, checkpoint/session mutations, condensation, auth/core resolution, agent hook contracts). One hand-correction after review: the model had cited a nonexistent `resolveref.go` and a fabricated "most-flagged in past reviews" claim in pr-review; removed both, keeping only the real auth/core-resolution files. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: df20dbb45e03

`entire trail tune` now doubles as onboarding. In a repo with no .entire/runners/*.json, it offers to create the default set first (interactive confirmation, or --yes for non-interactive/CI runs) and then tailors them as usual — so a single `tune --run` bootstraps a repo end to end. The defaults are embedded in the binary (new runnerdefaults package: the 7 canonical runners with correct contract fields + generic templates) rather than generated by the model, so the structural schema (output adapters, result types, runtime/automation) is always valid and only the templates get tailored. Non-interactive runs without --yes error rather than silently scaffolding. Tests cover the embedded set's validity/completeness and the create/no-op paths of ensureRunnersPresent. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: c89e5c2cde0e

- Extract runnersDir(repoRoot) using paths.EntireDir; share it between loadTuneRunners and ensureRunnersPresent instead of duplicating the ".entire/runners" path literal. - Drop the unused `created` bool from ensureRunnersPresent (caller ignored it); tests now assert filesystem state (defaults written / existing runner left untouched), a stronger check than the bool. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: b59e6739990a

`tune --run` was skipping most runners with "dropped placeholder(s): {{branch}}": the model legitimately stops naming {{branch}} in prose (the diff is taken against HEAD, and the command only needs {{base_branch}}), and the strict "preserve every placeholder" check rejected the otherwise-good rewrite. Reframe the check around what's actually unsafe: an ADDED placeholder renders as literal {{junk}} (the backend only substitutes the known set) so it's still a hard reject; a DROPPED placeholder just leaves a substitution slot unused, which is safe — now allowed and surfaced as a "note: <runner> no longer references …" line so the user still sees it in the git diff. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 24fbe70ac57a

Onboarding writes the default runner set, then tune tailors in place. The embedded defaults are working minimal prompts — each carries the output contract its adapter expects — so a runner left un-tailored is still functional and committable, not a broken placeholder. ensureRunnersPresent reports which runners it created; applyTuneWithAgent tracks which were tailored and reports any created-but-untailored ones neutrally ("kept as working defaults … re-run to tailor"), rather than warning against committing them. The --print path likewise notes created defaults are functional as-is. A test asserts every embedded default contains its adapter's output contract, so the defaults stay genuinely working. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 8a860ba0e646

`entire trail tune --debug-dir <dir>` writes the assembled prompt (prompt.txt) and, in --run mode, the raw model response (response.txt) to <dir>. This makes it possible to debug why a runner was skipped or tailored oddly: prompt.txt shows exactly what signal the model received (the gathered-context block), response.txt shows exactly what it returned before validation/parsing. Writes are best-effort — failures warn rather than abort the run. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 7a31299a7258

The gathered signal includes PR/issue titles and numbers, and the model was baking references like "(PR #77)" / "(issue #67)" into the rewritten templates. But at eval time the runner only sees the diff — it has no access to PRs, issues, or repo history — so those citations are inert at best and can nudge the runner to emit meaningless references. Add a tuning guideline to fold such lessons in as generic, diff-checkable criteria instead of citing issue/PR numbers or commit hashes. Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: f7fd93663a0b

The two opaque waits in `tune` — gathering repository signal (gh, checkpoint listing, trails API) and the headless agent run — printed a static line and then sat silent. Wrap both in the shared startSpinner helper so there's live "still working" feedback on a TTY, degrading to a "✓ <step>" line when output isn't a terminal (CI, pipes). Co-Authored-By: Claude Opus 4.8 (1M context) <noreply@anthropic.com> Entire-Checkpoint: 99c1933c8608

Soph requested a review from a team as a code owner June 23, 2026 19:32

Copilot AI review requested due to automatic review settings June 23, 2026 19:32

Copilot started reviewing on behalf of Soph June 23, 2026 19:33 View session

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Soph force-pushed the soph/trail-tune branch from 7752487 to 36aa429 Compare June 24, 2026 12:46

Soph and others added 3 commits June 24, 2026 14:49

Soph force-pushed the soph/trail-tune branch from 36aa429 to 03dc638 Compare June 24, 2026 12:55

Soph force-pushed the soph/trail-tune branch from 6599ade to 40e36f0 Compare June 24, 2026 13:56

Soph and others added 2 commits June 24, 2026 16:15

dipree previously approved these changes Jun 24, 2026

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Soph dismissed dipree’s stale review via 9ddaef9 June 25, 2026 08:04

Soph force-pushed the soph/trail-tune branch from 9ddaef9 to 287ef9a Compare June 25, 2026 08:28

dipree previously approved these changes Jun 25, 2026

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Soph dismissed dipree’s stale review via 50a938c June 25, 2026 13:47

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feat(trail): add `entire trail tune` to tailor runner prompts to the repo#1506

feat(trail): add `entire trail tune` to tailor runner prompts to the repo#1506
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Cancellation swallowed during signal gather

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Agent cancel not silent error

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