autopilot-roadmap

name	autopilot-roadmap
description	Execute roadmap items iteratively with policy-aware vendor routing and learning feedback
category	Automation
tags	["roadmap","execution","autopilot","multi-vendor"]
triggers	["autopilot-roadmap","autopilot roadmap","execute roadmap"]

Autopilot Roadmap

Execute roadmap items iteratively with policy-aware vendor routing and adaptive reprioritization. Manages the full lifecycle of each roadmap item from planning through completion, writing learning entries and adjusting priorities based on accumulated experience.

Arguments

<workspace-path> - Path to a roadmap workspace directory containing roadmap.yaml (produced by /plan-roadmap).

Optional flags:

• --repo-root <path> - Repository root for schema validation (defaults to auto-detect)
• --dry-run - Report what would be executed without making changes

Prerequisites

• A roadmap workspace with roadmap.yaml (from /plan-roadmap)
• Shared runtime at <skill-base-dir>/../roadmap-runtime/scripts/ (models, checkpoint, learning, context)
• At least one vendor CLI available for /implement-feature invocation

Local CLI Mutation Boundary

autopilot-roadmap writes checkpoint, roadmap status, learning entries, and may invoke implementation/validation skills for roadmap items. In local CLI execution, every mutating run MUST start from a managed worktree unless --dry-run is set.

Before loading or updating the roadmap workspace, run:

CHANGE_ID="roadmap-<workspace-name>"
eval "$(python3 "<skill-base-dir>/../worktree/scripts/worktree.py" setup "$CHANGE_ID")"
cd "$WORKTREE_PATH"
python3 "<skill-base-dir>/../shared/checkout_policy.py" require-mutation

--dry-run remains read-only and may run from the shared checkout.

Input

A roadmap workspace path containing:

• roadmap.yaml - The roadmap with items, dependencies, policy, and status
• checkpoint.json (optional) - Existing execution state for resume
• learnings/ (optional) - Previously written learning entries

Steps

1. Load or Resume from Checkpoint

from orchestrator import execute_roadmap
result = execute_roadmap(workspace=Path(workspace_path), repo_root=Path(repo_root))

If checkpoint.json exists, the orchestrator resumes from the saved position, skipping already-completed items. Otherwise, it creates a fresh checkpoint targeting the first ready item.

2. Select Next Ready Item

The orchestrator queries roadmap.ready_items() to find items whose dependencies are all completed and whose status is approved. Items are processed in priority order (lower number = higher priority).

3. Execute via /implement-feature

For each ready item, the SKILL.md prompt layer invokes the existing skill workflow. The orchestrator provides a dispatch_fn callback interface:

result = execute_roadmap(
    workspace=workspace,
    repo_root=repo_root,
    dispatch_fn=my_dispatch,  # Called for each item needing implementation
)

The dispatch_fn receives (item_id, phase, context) and returns an outcome string. The SKILL.md layer implements this by invoking /implement-feature, /validate-feature, etc.

4. Handle Success

On item completion:

• Write a learning entry via <skill-base-dir>/../roadmap-runtime/scripts/learning.py
• Mark the item completed in the checkpoint
• Run adaptive reprioritization (replanner.replan()) to adjust pending items
• Advance to the next ready item

5. Handle Failure

On item failure:

• Record the failure in the checkpoint via CheckpointManager.fail_item()
• Propagate blocked status to dependent items
• Continue to the next available item (if any)

6. Apply Vendor Policy on Limits

When a vendor hits rate limits or budget constraints:

• The policy engine (policy.py) evaluates the roadmap's policy configuration
• Supports wait_if_budget_exceeded (wait for limit reset) and switch_if_time_saved (try alternate vendor)
• Cascading failover with max_switch_attempts_per_item guard
• All policy decisions are logged with structured events

7. Loop Until Complete or Blocked

The orchestrator continues until:

• All items are completed (status: completed)
• All remaining items are blocked or failed (status: blocked_all)
• No more ready items exist (status: blocked_all)

Output

The execute_roadmap() function returns a summary dict:

{
    "completed_count": 3,
    "failed_count": 1,
    "blocked_count": 2,
    "skipped_count": 0,
    "status": "completed" | "blocked_all" | "partial",
    "policy_decisions": [...]
}

Workspace artifacts updated:

• checkpoint.json - Final execution state
• roadmap.yaml - Updated item statuses
• learnings/<item-id>.md - Per-item learning entries
• learning-log.md - Index of all learning entries

Shared Runtime

All data model operations use the shared runtime at <skill-base-dir>/../roadmap-runtime/scripts/:

• models.py - Roadmap, Checkpoint, LearningEntry dataclasses
• checkpoint.py - CheckpointManager for save/restore/advance
• learning.py - Learning entry write/read/compact
• context.py - Bounded context assembly

Design Principle: Host-Assisted Only

Autopilot-roadmap must not make direct LLM API calls. All reasoning happens in one of two places:

1. The orchestrating Claude Code agent, via the dispatch_fn callback. orchestrator.execute_roadmap() hands (item_id, phase, context) tuples to the callback; the agent runs /implement-feature / /validate-feature / friends in response. The host agent is the LLM runtime; no external API key is required.
2. Deterministic code — replanner.replan() (regex text matching over learning entries), policy.evaluate_policy() (arithmetic/rule-based vendor decisions).

Any future work that needs semantic reasoning must be expressed as either (a) a new callback delegated to the host agent, or (b) a new dispatch phase routed through /implement-feature. Reaching for llm_client.py or an SDK like anthropic / openai / google.generativeai inside <skill-base-dir>/scripts/ is out of bounds and enforced by the source-contribution-only test skills/tests/autopilot-roadmap/test_host_assisted_invariant.py.

The same principle applies to <skill-base-dir>/../autopilot/scripts/. The invariant exists because autopilot is typically invoked from a Claude Code session that already has a paid-for model loaded; routing reasoning through a second external API would double-bill and fragment the session's context.

The one intentional exception elsewhere in the installed payload is <skill-base-dir>/../parallel-infrastructure/scripts/review_dispatcher.py (used by parallel-review-plan and parallel-review-implementation), where vendor diversity is the feature — multi-vendor review requires calling different models to get independent findings. That's not host-assistable by construction.

Deferred: automated re-decomposition on replan_required

The roadmap item status enum includes replan_required, but autopilot does not act on it today — replanner.replan() only nudges priorities of existing items (regex over learning entries), and the orchestrator never re-reads the source proposal. An item that genuinely needs re-decomposition currently requires a human to re-run /plan-roadmap.

If we later want autopilot to re-decompose automatically when an item is flagged replan_required, that is the point at which a headless generation entry point in plan-roadmap earns its keep. The shape that respects this invariant:

• A <skill-base-dir>/../plan-roadmap/scripts/generate.py that drives the deterministic loop — fill templates/generation-prompt.md, dispatch, run decomposer.validate_roadmap(), and re-dispatch with the error list up to a bounded retry — but takes an injected runner callback rather than calling any model itself (mirror <skill-base-dir>/../autopilot/scripts/provider_dispatch.py::dispatch_phase(payload, runner=...)).
• Autopilot supplies that runner the same way it supplies dispatch_fn: the host agent (or a CLI dispatch via review_dispatcher.py) does the actual generation. No LLM SDK enters <skill-base-dir>/scripts/.

Until that automation exists, generate.py would be solving for a caller that doesn't exist — decomposition stays interactive in /plan-roadmap, where the agent is already the control flow.

Next Step

After roadmap execution completes:

/cleanup-feature <change-id>