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planning-with-files

Persistent file-based planning for multi-step AI-agent work. Keeps task_plan.md, findings.md, and progress.md on disk; lifecycle hooks inject selected project planning context. Automatic recovery reads project planning files only. Explicit session-catchup.py --metadata reads same-project local agent session records and emits aggregate counts only; --replay may emit bounded nonce-framed excerpts. Optional gated mode can request continuation only when the host supports it and never runs commands declared in Markdown. The skill has no network upload path. Use for research or work needing 5+ tool calls.

Quality

71%

Does it follow best practices?

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SecuritybySnyk

Passed

No findings from the security scan

Fix and improve this skill with Tessl

tessl review fix ./.factory/skills/planning-with-files/SKILL.md
SKILL.md
Quality
Evals
Security

Quality

Content

63%Weight 40%Scale 1-5

Reviews the quality of instructions and guidance provided to agents. Good implementation is clear, handles edge cases, and produces reliable results.

The body delivers strongly actionable, executable guidance with explicit validation checkpoints and error-recovery protocols, and it is well-sectioned. Its weaknesses are redundancy across the restore/create/quick-start sections, a lifecycle spread over multiple sections instead of one ordered flow, and a reference layer pointing at files that are not present in the provided bundle.

Suggestions

Ship the referenced files (templates/task_plan.md, templates/findings.md, templates/progress.md, references.md, examples.md, plan-inventory.md) in the bundle or remove/inline those links — currently most referenced navigation targets resolve to nothing.

Consolidate the repeated restore/create guidance from "FIRST: Restore Project State" and "Quick Start" into a single lifecycle section, and trim the "5-Question Reboot Test" and inferable rows of the "Read vs Write Decision Matrix".

Add a copy-paste example invocation for `resolve-plan-dir.sh` (with PLAN_ID/PWF_PLAN_ROOT) and replace the hardcoded `.factory/skills/...` path in the session-catchup command with the `$PWF_SKILL_DIR` pattern used elsewhere.

DimensionReasoningScore

Conciseness

The many tables are tight, but guidance repeats across sections ("Restore before creating" appears in both "FIRST: Restore Project State" and "Quick Start"), and the "5-Question Reboot Test" and "Read vs Write Decision Matrix" restate inferences Claude can make on its own ("Error occurred → Read relevant file — Need current state to fix"). Not 2 because there is no concept-explanation padding; not 4 because the repetition and inferable matrix rows could be trimmed.

3 / 5

Actionability

Concrete executable commands appear throughout: `sh "$PWF_SKILL_DIR/scripts/init-session.sh"`, `sh "$PWF_SKILL_DIR/scripts/check-complete.sh" --validate path/to/task_plan.md`, `sh "<skill-dir>/scripts/set-active-plan.sh" --list` with `--archive <id>`/`--yes`/`--restore <id>`, PowerShell equivalents, and the exact `### Phase N: Name` / `**Status:**` marker format. Not 5 because the session-catchup command hardcodes the `.factory/skills/...` install path and `resolve-plan-dir.sh` is described without a copy-paste example invocation.

4 / 5

Workflow Clarity

The lifecycle is clear with an explicit validation gate ("Validation must succeed before substantive work and after changing phase structure"), a feedback loop (the 3-Strike protocol escalating to the user), and preview/confirm gating for the destructive archive operation. Not 5 because the sequence is distributed across "FIRST: Restore Project State", "New plan creation contract", "Quick Start", and "Critical Rules" rather than one coherent ordered flow, leaving the reader to assemble the full lifecycle.

4 / 5

Progressive Disclosure

References are clearly signaled and one level deep ([templates/task_plan.md], [references.md](./references.md), [examples.md](./examples.md), [the inventory schema and worker handoff](plan-inventory.md)), and referenced scripts all exist in the bundle's scripts/ directory. However, scored against the actual bundle, four of the referenced navigation targets (templates/, templates/task_plan.md, references.md, examples.md, plan-inventory.md) are absent, so the navigation structure cannot be relied on. Not 4 because missing reference targets exceed "minor organization gaps".

3 / 5

Total

14

/

20

Passed

Description

67%Weight 40%Scale 1-5

Based on the skill's description, can an agent find and select it at the right time? Clear, specific descriptions lead to better discovery.

The description explicitly covers both what the skill does and when to use it, with concrete named files and behaviors. Its main weaknesses are a narrow trigger vocabulary and a mid-section of privacy/security posture statements that dilute the capability description and add length without improving triggerability.

Suggestions

Add natural trigger synonyms such as "task tracking", "progress tracking", "stay organized", or "long-running tasks" to broaden the terms users would actually say.

Expand the 'Use for' clause to match the body's broader triggers (multi-step tasks, building projects, any work needing organization), not just research or 5+ tool calls.

Move the privacy/security posture detail (no network upload path, aggregate-counts-only behavior) into the SKILL.md body so the description stays focused on capabilities and triggers.

DimensionReasoningScore

Specificity

Lists several concrete actions with named artifacts ("Keeps task_plan.md, findings.md, and progress.md on disk; lifecycle hooks inject selected project planning context", "session-catchup.py --metadata reads same-project local agent session records"), though mid-description sentences about privacy posture ("The skill has no network upload path") describe constraints rather than capabilities, diluting coverage.

4 / 5

Completeness

Both parts are explicit: the what ("Persistent file-based planning for multi-step AI-agent work. Keeps task_plan.md, findings.md, and progress.md on disk") and the when ("Use for research or work needing 5+ tool calls"). Not 5 because the when-clause is narrow — it omits the body's broader triggers like multi-step tasks, building projects, or general organization — and the what is cluttered with security-detail sentences.

4 / 5

Trigger Term Quality

Relevant keywords like "planning", "multi-step", "research", and "5+ tool calls" are present, but common natural variations users would say ("task tracking", "stay organized", "progress tracking", "todo") are missing. Not 4 because the trigger vocabulary is narrow relative to the skill's actual use cases.

3 / 5

Distinctiveness Conflict Risk

"Persistent file-based planning" with specific file names and hook behavior carves a distinct niche with clear triggers; only minor overlap risk with other planning/productivity skills. Not 5 because the generic "planning" and "research" terms could still collide with general task-management skills.

4 / 5

Total

15

/

20

Passed

Validation

87%

Checks the skill against the spec for correct structure and formatting. All validation checks must pass before discovery and implementation can be scored.

Validation — 14 / 16 Passed

Validation for skill structure

CriteriaDescriptionResult

frontmatter_unknown_keys

Unknown frontmatter key(s) found; consider removing or moving to metadata

Warning

relative_links

Relative link issues: 7 missing

Warning

Total

14

/

16

Passed

Repository

OthmanAdi/planning-with-files

Path

.factory/skills/planning-with-files/SKILL.md

Reviewed

Table of Contents

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