Gmail drafting backends

June 2, 2026 · View on GitHub

The skills create Gmail drafts via one of two backends, selected by the user in .apache-magpie-overrides/user.md under tools.gmail.draft_backend:

BackendValueThread attach?Setup
claude.ai Gmail MCPclaude_ai_mcp (default, recommended)yes — via replyToMessageId (a message ID resolved from the inbound thread)none — works as soon as the Gmail connector is authenticated on claude.ai
OAuth + curl scriptoauth_curlyes — via threadId (and explicit In-Reply-To / References headers)one-time Google OAuth client + refresh-token setup, automated via uv run --project <framework>/tools/gmail/oauth-draft oauth-draft-setup — see oauth-draft/README.md

Both backends create drafts — never send. The human review-and-send step is still required before any outbound message leaves the user's Gmail.

Why there are two

The first-party claude.ai Gmail MCP is easy to set up and now exposes everything the skills need for reading, searching, listing drafts, and creating thread-attached drafts via replyToMessageId. It is the default and the recommended backend for almost every adopter.

Historically the MCP's create_draft tool did not plumb through a threadId parameter, which forced thread-attached drafts down the oauth_curl path. That gap closed when the MCP added replyToMessageId (a Gmail message ID — Gmail attaches the draft to the conversation containing that message). The oauth_curl backend remains in the toolchain because it offers two capabilities the MCP still does not:

  • threadId-keyed draft creation — useful when only a threadId is on hand (e.g. from an old tracker rollup) and re-fetching the thread to extract the latest message ID is not worth a round-trip.
  • Bulk read/modify operationsoauth-draft-mark-read (label-modify on a query result set) has no MCP equivalent.

If you do not need either of those, stay on the default claude_ai_mcp backend. The OAuth setup, refresh-token rotation, and credentials-on-disk overhead is no longer required for thread attachment alone.

How the skills pick a backend

Every skill step that says "create a Gmail draft via mcp__claude_ai_Gmail__create_draft" means "create a draft via the project's configured drafting backend".

Default — claude_ai_mcp with replyToMessageId. This is the recommended path. Resolution:

  1. Resolve the latest message ID on the inbound thread. Call mcp__claude_ai_Gmail__get_thread(threadId=<inbound>, messageFormat='MINIMAL') and take the id of the chronologically-last message. The tracker stores threadId (per the existing security-thread body field convention); the message-ID resolution is one extra round-trip and the skills absorb it.
  2. Create the draft. Call mcp__claude_ai_Gmail__create_draft(..., replyToMessageId=<that message id>). The draft attaches to the inbound thread on the sender's Gmail and surfaces in both the conversation view and the global Drafts folder.
  3. Fallback — omit replyToMessageId. When the latest message cannot be resolved (thread archived, deleted, or stale threadId), create the draft with replyToMessageId omitted and rely on subject-matched threading (Re: <root subject> plus the recipient's own In-Reply-To / References chain). See threading.md.

Opt-in — oauth_curl for the cases the MCP cannot serve. A user who has explicitly set tools.gmail.draft_backend: oauth_curl and who has a credentials file on disk:

  1. Probe for oauth_curl credentials in this order:

    • tools.gmail.oauth_credentials_path from .apache-magpie-overrides/user.md when set;
    • the $GMAIL_OAUTH_CREDENTIALS environment variable;
    • the default path ~/.config/apache-magpie/gmail-oauth.json.

    The probe is a single test -f <path> — actually parsing the file or doing a token-refresh probe at this stage would burn HTTP round-trips on every draft.

  2. If credentials are found → use oauth_curl. Invoke uv run --project <framework>/tools/gmail/oauth-draft oauth-draft-create with --thread-id, --to, --cc, --subject, --body-file — see oauth-draft/README.md for the full shape.

  3. If credentials are not found despite the user opting in → fall back to claude_ai_mcp and surface the missing-credentials warning. Do not silently swallow the configuration mismatch.

The skills surface which backend was used in the proposal / recap so the user can tell at a glance how the draft is threaded. The format is one line:

Draft created via claude_ai_mcp (replyToMessageId-attached to message <msg-id-prefix>... on thread <thread-id-prefix>...)

or

Draft created via oauth_curl (threadId-attached on <thread-id-prefix>...)

or, when fallback kicks in:

Draft created via claude_ai_mcp (subject-matched fallback — <reason: thread archived / latest message unresolved / etc.>)

Detecting drafts that already exist on a thread

Before drafting a reply on a thread, skills check whether a pending draft already exists so they do not silently shadow it (the claude.ai MCP cannot update or delete drafts; see operations.md). Run both detection paths and treat any hit as "a draft already exists; surface it to the user before drafting a new one":

  • List drafts globally. Call mcp__claude_ai_Gmail__list_drafts, optionally narrowed by query: "<recipient-email>" or a distinctive subject substring. Both claude_ai_mcp-with- replyToMessageId drafts and oauth_curl drafts surface here, as do legacy MCP drafts created without replyToMessageId (which live as standalone server-side conversations).

  • Read the thread directly. Call

    mcp__claude_ai_Gmail__get_thread(threadId: "<inbound-thread-id>", messageFormat: MINIMAL)
    

    and scan the returned messages for any whose labelIds (or the snippet's metadata) include DRAFT. This catches thread-attached drafts that — under the pile-up condition described below — may not be navigable from the global Drafts folder.

list_drafts alone is not sufficient when thread-attached drafts are involved (either backend); always do the per-thread check too.

Limitations that apply to both backends

  • No update, no delete on the claude.ai MCP side — see operations.md — Hard limitation. The oauth_curl script could in principle update or delete drafts too (the Gmail API supports it), but the skills deliberately do not, to keep the drafts queue immutable and auditable.
  • Drafts are always drafts — both backends skip the send operation. A human review step is non-negotiable.
  • Confidentiality — both leave drafts in the user's personal Gmail account. The oauth_curl backend additionally requires the user to manage a refresh token on disk; treat it like an SSH key.

Known issue — thread-attached drafts may not surface in the global Drafts folder when stacked

Caught live on 2026-04-25 during the <tracker>#346 fix-skill flow: when multiple thread-attached drafts pile up on the same Gmail thread within a single skill flow (typical sequence: security-cve-allocate drafts a CVE-allocated message → security-issue-sync drafts a corrected version with updated state → security-issue-fix drafts the final version after a state change), the drafts all carry the DRAFT label in the Gmail API but only the most recent surfaces in the user's global Drafts folder in Gmail's UI. The earlier ones become reachable only by direct URL or by opening the conversation view of the thread. The user's own report from that session: "Can't see the draft — I see some old drafts on the list but they are missing".

This is a Gmail UI behaviour where multiple thread-attached drafts on a single conversation collapse / hide in the global Drafts list rather than rendering as N separate entries. It applies to both backends — claude_ai_mcp drafts created with replyToMessageId and oauth_curl drafts attached by threadId — because both result in true thread-attached drafts on the Gmail server. The drafts exist (a Gmail API round-trip confirms DRAFT labels and full message bodies); they are simply not navigable from the standard Drafts folder when stacked.

The only path that avoids this is creating a draft without attaching it to the inbound thread — the legacy MCP behaviour before replyToMessageId was added. Each such draft becomes its own top-level entry in the Drafts folder, at the cost of losing sender-side threading.

When a skill is about to draft a reply on a thread that already has a pending draft on it from an earlier skill pass in the same session, omit the thread-attachment parameter for the new draft — i.e. call mcp__claude_ai_Gmail__create_draft without replyToMessageId (or oauth-draft-create without --thread-id). The trade-off:

  • Visibility wins: the new draft is guaranteed to surface in the user's Gmail Drafts folder, so they can actually see and review it.
  • Sender-side threading lost: the new draft will start a new server-side thread on the user's own Gmail. The recipient's mail client will still thread it onto the existing conversation via the Re: <exact subject> match plus the In-Reply-To / References headers Gmail synthesises, so the recipient experience is unaffected.

The pile-up case is the only situation where this trade-off applies. For the first draft on a thread, the default thread-attached path remains preferred — that draft is visible in both the conversation view and the Drafts folder.

Concrete steps when the pile-up has already happened

  1. Delete the stale drafts. oauth_curl drafts can be deleted via the Gmail API (DELETE https://gmail.googleapis.com/gmail/v1/users/me/drafts/<draft-id> with the OAuth bearer token from the same oauth_curl credentials file). Drafts created via the claude.ai MCP can only be discarded from the Gmail UI (the MCP is no-update / no-delete per operations.md).
  2. Recreate the consolidated message. Call mcp__claude_ai_Gmail__create_draft with replyToMessageId omitted and the Re: <exact subject> line so the recipient's client still threads it via subject match.
  3. Surface the path change in the tracker's status rollup so the audit trail shows why this draft is not thread-attached. A future triager looking at the rollup should see "draft created without replyToMessageId because the thread already carried a pending pile-up" rather than wondering why the threading suddenly degraded.

When this rule does not apply

  • The thread has no pending draft yet — keep the default thread-attached path (replyToMessageId for claude_ai_mcp, --thread-id for oauth_curl). The single-draft case does not trigger the visibility issue.

Referenced by