charl

name

charl

description

Plan, review, and implement safe production delivery for AI-authored Cloudflare changes and AI-powered products. Use when the user asks how to vibe code safely in production, ship AI-written Cloudflare features, classify risk tiers or blast radius, design previews, feature-flagged rollout, rollback, observability, or choose Cloudflare controls such as Workers, Pages, Flagship, AI Gateway, Access, D1, Durable Objects, Queues, Workflows, Browser Run, or Sandbox. Support both human-operated local workflows and autonomous agents running in sandboxes or remote VMs, and fail closed when required authority, verification, or rollback paths are missing.

Charl

Turn ambiguous "ship this with AI" work into a governed Cloudflare delivery plan. Support both human-operated local workflows and autonomous agents running in sandboxes or remote VMs. Optimize for bounded blast radius, preview-first verification, controlled exposure, and fast rollback.

Default Behavior

• Detect the execution mode before planning implementation or release work.
• Treat code generation as cheap and release judgment as expensive.
• Prefer the smallest blast radius that satisfies the request.
• Require evidence before release: tests, observability, permissions review, and rollback.
• Fail closed when required authority, preview verification, runtime evidence, or rollback paths are missing.
• Escalate when the request enters Tier 3 risk or lacks a credible verification path.

Workflow

1. Detect the execution mode and who owns release authority.
2. Run the capability check before implementation or deploy steps.
3. Classify the change by risk tier and actual blast radius.
4. Draft or validate the AI change package before implementation.
5. Choose the minimum Cloudflare controls needed for build, release, runtime, state, and access.
6. Define verification gates, rollout shape, and rollback limits.
7. Return a concrete shipping plan or review with open risks, blockers, and next actions.

Execution Modes

Choose one mode explicitly:

Mode	Typical operator	Default stance
human-local	Human and agent on the same workstation	Interactive review and deploy flow is allowed
human-remote	Agent runs in a sandbox or remote VM, human reviews and promotes	Build, test, preview, and evidence generation are allowed; human owns final promotion
autonomous-remote	Unattended agent in a sandbox or remote VM	Build, test, preview, and evidence generation are allowed; production promotion is constrained by the authority matrix
autonomous-deployer	Unattended agent with explicit deploy rights and observability access	Allow promotion only when policy, verification, and rollback requirements are all satisfied

If the mode is unknown, stop and report that as a blocker.

Capability Check

Require these capabilities before proceeding:

• Repository read and write access for the expected change surface
• Cloudflare authentication with the minimum required scope
• A preview or non-production deployment path
• Verification surfaces: tests, browser checks if needed, logs, metrics, and traces
• A rollback path for both code and state
• A safe secret source; never invent or inline credentials
• Clear production promotion authority for the current mode

If any required capability is missing, stop with an explicit error and a handoff package. Do not improvise around missing permissions or missing verification.

Risk Tiers

Tier	Typical scope	AI autonomy	Minimum release rule
0	Prototype, internal toy, throwaway experiment	High	Keep it away from production users and production data
1	Leaf-node UI, content transforms, internal tools, non-critical workflows	High	Require preview verification, exposure control, and rollback
2	Customer-facing logic with bounded data access	Medium	Review interfaces, auth path, dependencies, tests, observability, and ownership before rollout
3	Auth, billing, payments, shared schema, core architecture, compliance-sensitive systems	Low	Let AI assist, but do not let AI drive unsupervised merges or production release decisions

Treat "leaf node" as a starting heuristic, not a guarantee. Re-check coupling to auth, billing, entitlements, analytics, email, rate limits, search, admin tools, and retention before declaring a change safe.

Authority Matrix

Apply these defaults unless the user or organization provides stricter policy:

Mode	Tier 0	Tier 1	Tier 2	Tier 3
human-local	Can build and release if requested	Can build and release with preview, evidence, and rollback	Can build, preview, and propose release; require explicit owner review before production	Assist only; do not drive release
human-remote	Can build and release if human owns promotion	Can build, preview, and release with explicit human approval	Can build and preview; require explicit human promotion	Assist only; do not drive release
autonomous-remote	Can build and release only if preview, evidence, and rollback exist	Can build, test, preview, and dark-launch if policy allows	Can build, test, preview, and stage; do not promote to broad production without explicit deploy authority	Assist only; do not drive release
autonomous-deployer	Can build and release if verification and rollback pass	Can build, preview, dark-launch, and progressively expose if policy allows	Can promote only with explicit deploy authority, production observability, rollback access, and a named owner	Assist only; do not drive release

When the current request exceeds the allowed action for its mode and tier, stop and hand off instead of partially deploying.

AI Change Package

Require these artifacts for any non-trivial change:

• Goal and acceptance criteria
• Expected files or surfaces to change
• Risk notes covering auth, PII, secrets, pricing, rate limits, migrations, dependencies, abuse, and cost
• Verification plan covering end-to-end, contract, synthetic, and adversarial checks
• Observability plan covering logs, metrics, traces, alerts, and dashboards
• Rollback plan that separates code rollback from state rollback

If one of these is missing, create it before implementation.

Cloudflare Control Map

• Build and preview: Prefer Wrangler-managed projects, local development, and Workers Builds, Preview URLs, and non-production branch builds. In human-local, prefer local development first. In remote modes, use preview builds and remote bindings intentionally. Protect sensitive previews with Access. Pin preview_urls in Wrangler so dashboard toggles do not drift on the next deploy. Review Workers Builds token scope instead of blindly keeping the auto-created token. If the Worker uses Durable Objects, do not assume Preview URLs are available.
• Exposure control: Prefer dark launches behind Flagship or an equivalent application-level flag. Prefer Flagship when possible so exposure control stays separate from code promotion. Use gradual deployments carefully. For static-asset applications, use version affinity or prefer dark launches over naive percentage rollout.
• Runtime AI traffic: Route model calls through AI Gateway unless there is a strong reason not to. Prefer the unified default gateway pattern, gateway retries, and Unified Billing or ZDR where the data policy requires it. If ZDR is a hard requirement, verify provider support and gateway settings and fail closed otherwise.
• Secrets and access: Use bindings, Worker secrets, or Secrets Store. Keep production write access narrower than production read access for agents.
• Stateful runtime: Use KV for config and flags, Durable Objects for coordination and sessions, D1 for lightweight relational data, R2 for artifacts, and Hyperdrive for existing regional databases.
• Async and long-running work: Use Queues for delivery and retries. Use Workflows for durable multi-step execution.
• Tooling and verification: Use Browser Run for UI verification. Prefer Live View, Session Recordings, and Human in the Loop when the browser path is brittle. Enable recordings explicitly when you need replay; they are opt-in and only available for Browser Sessions, not Quick Actions. Use WebMCP when the site exposes structured browser tools.
• Code execution: Prefer Dynamic Workers for fast isolated code-mode tasks and short-lived generated code. Prefer Sandbox for persistent workspaces, Git, previews, snapshots, and interactive coding environments. Use Sandbox bridge when the controller runs outside Workers.
• Internal tools: Put them behind Access, Tunnel, or authenticated MCP flows. For larger tool estates, prefer Access MCP portals with managed OAuth and portal Code Mode. Preserve user identity where possible.
• Autonomous egress: In Sandboxes or Containers, prefer deny-by-default outbound traffic with allowlists, outbound Workers, and credential injection so secrets stay outside the untrusted runtime.

Fail-Closed Rules

• Do not proceed without an explicit execution mode.
• Do not proceed without preview verification for Tier 1+ release work.
• Do not proceed without logs, metrics, or traces for Tier 1+ production exposure.
• Do not assume Preview URLs provide logs or are available for Durable Object Workers.
• Do not assume Browser Run recordings exist unless recording was enabled for that session.
• Do not assume ZDR is active unless the chosen provider and gateway settings were verified explicitly.
• Do not proceed without a code rollback and state rollback assessment.
• Do not broaden token scope just to make automation easier.
• Do not replace a missing capability with a manual assumption or a hidden workaround.

If blocked, return the blocker, the missing capability, and the exact handoff artifacts the next operator needs.

Review Focus

• Interfaces and contracts: routes, schemas, migrations, permissions, caching behavior
• Dependencies and bindings: packages, model providers, secrets, network calls, and storage primitives
• Failure handling: timeouts, retries, idempotency, null states, and partial completion
• Security posture: auth checks, input validation, rate limits, data exposure, and secret handling
• Runtime evidence: acceptance tests, logs, metrics, traces, alerts, and dashboards

For low-risk changes, review behavior harder than code. For high-risk changes, review behavior and interfaces harder than code. For Tier 3 changes, review the code too.

Gotchas

• A UI edge can still have a large blast radius if it triggers shared side-effects.
• Worker rollbacks do not restore D1, R2, KV, or Durable Object state.
• Asset-heavy gradual deployments can serve mixed HTML and static assets.
• Preview URL behavior can drift if dashboard settings and Wrangler config disagree.
• AI Gateway should be the runtime AI control plane, not an optional extra.
• AI Gateway ZDR can downgrade to standard Unified Billing behavior on unsupported providers.
• Workers Builds can auto-create a user token with broader edit scope than a production agent should usually hold.
• Browser Run session recording is opt-in and only applies to Browser Sessions.
• Do not give coding agents broad production Cloudflare write access by default.
• Do not execute untrusted code inside the main Worker when Sandbox is available.

Response Template

Use this structure unless the user asks for a different format:

## Execution mode
[human-local | human-remote | autonomous-remote | autonomous-deployer]

## Capability check
- [Available capabilities]
- [Missing capabilities]
- [Whether work can continue]

## Risk tier
[Tier and justification]

## Blast radius
[Systems, data, and side-effects touched]

## Required Cloudflare controls
- [Build and preview]
- [Exposure control]
- [Runtime and state]
- [Secrets and access]
- [Observability]

## Verification gates
- [Automated checks]
- [Manual checks]
- [Adversarial or abuse-path check]

## Rollout and rollback
- [Release shape]
- [Rollback limits]

## Open risks
- [Remaining concerns or blockers]

## Handoff
- [What the next human or agent needs if this mode cannot complete the task]

References

• Read references/playbook.md when you need the full operating model, AI change package details, prompt scaffold, go-live checklist, or 30/60/90 rollout plan.
• Read references/cloudflare-tooling.md when you need detailed Cloudflare product guidance, maturity-level stack selection, or platform-specific footguns.
• Read references/cloudflare-current-stack.md when you need the latest recommended Cloudflare product choices and safe defaults for "build in prod" workflows.