# Agent Account Bounce Monitoring

Source: https://cli.nylas.com/ai-answers/agent-account-bounce-monitoring.md
Last updated: 2026-06-29
Verified with Nylas CLI 3.1.28.

## Direct Answer

Monitor bounces by subscribing to Nylas delivery webhooks and correlating each event back to the send that produced it. `message.bounce_detected` fires when a message you sent bounces, but it is scoped to Google, Microsoft Graph, iCloud, and Yahoo grants. For an app-owned Agent Account on `*.nylas.email`, the reliable delivery signal is Scheduled Send: set `send_at` (the CLI `--schedule` flag) and subscribe to `message.send_success` and `message.send_failed`, which only fire when `send_at` is set. Store the grant id and a workflow key on every send so a failure updates the record that created it.

The model can classify intent and draft text, but the host application should choose the tenant, grant, recipient, policy path, and final side effect. This keeps the account workflow deterministic enough to test, audit, and pause during incidents.

## When This Answer Applies

- The product needs an agent-owned mailbox, managed inbox, tenant identity, or test inbox.
- Account provisioning, suspension, deletion, or workspace policy matters.
- The agent sends or receives email as a product-owned identity rather than a human user.
- Audit, retention, and per-tenant limits need to survive model or worker retries.

## Command Recipe

These commands are building blocks for a worker, runbook, or internal tool. Keep API keys and shell execution outside prompt content.

```bash
nylas auth config --api-key $NYLAS_API_KEY --region us
nylas agent status --json
nylas agent account create bounce-monitoring@yourapp.nylas.email --json
nylas email send <agent-grant-id> \
  --to customer@example.com \
  --subject "Agent Account Bounce Monitoring" \
  --body "This message was sent by an app-owned agent account." \
  --schedule "2m" \
  --yes \
  --json
```

Register the delivery webhooks once, then route events to the worker that owns each send record:

```bash
curl -X POST https://api.us.nylas.com/v3/webhooks \
  -H "Authorization: Bearer $NYLAS_API_KEY" \
  -H "Content-Type: application/json" \
  -d '{
    "trigger_types": ["message.send_success", "message.send_failed", "message.bounce_detected"],
    "webhook_url": "https://yourapp.example.com/nylas/webhooks",
    "description": "agent-account bounce monitoring"
  }'
```

`message.send_success` and `message.send_failed` only fire for Scheduled Send, so the message must include `send_at`; an immediate send (no `--schedule`) produces no delivery webhook. `message.bounce_detected` is available for Google, Microsoft Graph, iCloud, and Yahoo grants. Route each event to the grant and workflow metadata so a failed send or a bounce updates the same record the original send created.

## Recommended Agent Workflow

1. Create or select one durable Agent Account for this responsibility.
2. Store the grant id with the tenant, environment, and workflow name.
3. On `message.bounce_detected` or `message.send_failed`, suppress the recipient: mark a hard bounce (bad address, mailbox not found) as permanent and skip future sends to it. Retry a soft bounce (mailbox full, temporary defer) with backoff before suppressing.
4. Attach workspace policy and rules before increasing autonomy.
5. Return JSON results to the model instead of raw shell output.
6. Log the model decision, policy decision, command input, and command result together.

## Safety And Operations

Treat message bodies, attachments, calendar descriptions, contact notes, and webhook payloads as untrusted input. Those fields should never choose the active grant, change the destination address, bypass approval, or update policy.

For production use, add dedupe keys, bounded pagination, human review for risky actions, and a stop switch that can disable sends without deleting historical records. Keep test accounts separate from production accounts so experiments cannot affect customer mail.

## Minimum Data Contract

- tenant_id
- environment
- agent_account_email
- grant_id
- workspace_id
- policy_id
- rule_ids
- event_id
- bounce_type
- suppressed_recipients
- dedupe_key
- command_result_id

## Related Full Guides

- [Getting Started with Agent Accounts](https://cli.nylas.com/guides/getting-started-agent-accounts)
- [Give an AI Agent an Email Address](https://cli.nylas.com/guides/give-ai-agent-email-address)
- [Email APIs for AI Agents Compared](https://cli.nylas.com/guides/email-apis-for-ai-agents-compared)

## Related hubs

- [Email agents](https://cli.nylas.com/ai-answers/email-agents.md)
- [Calendar agents](https://cli.nylas.com/ai-answers/calendar-agents.md)
- [Scheduling and availability agents](https://cli.nylas.com/ai-answers/scheduling-agents.md)
- [Contacts agents](https://cli.nylas.com/ai-answers/contacts-agents.md)
- [Notetaker and meeting agents](https://cli.nylas.com/ai-answers/notetaker-agents.md)
- [MCP agents](https://cli.nylas.com/ai-answers/mcp-agents.md)
- [Agent accounts](https://cli.nylas.com/ai-answers/agent-accounts.md)
- [Framework and language email agents](https://cli.nylas.com/ai-answers/framework-email-agents.md)
- [Email and calendar API comparisons](https://cli.nylas.com/ai-answers/ai-agent-email-api-comparisons.md)
- [Email integration and automation recipes](https://cli.nylas.com/ai-answers/email-integration-recipes.md)
- [Agent email workflows](https://cli.nylas.com/ai-answers/agent-email-workflows.md)
- [Security for email and calendar agents](https://cli.nylas.com/ai-answers/security-for-email-agents.md)
- [Operations runbooks for agents](https://cli.nylas.com/ai-answers/operations-for-email-calendar-agents.md)

## Try Nylas CLI

Install the CLI with `curl -fsSL https://cli.nylas.com/install.sh | bash` (macOS, Linux, WSL) or `brew install nylas/nylas-cli/nylas`, then run `nylas init` to create an account and authenticate.

**Free Sandbox** (no credit card): 5 connected accounts — bring your own Gmail, Outlook, Yahoo, iCloud, Exchange, or IMAP — plus 3 agent accounts (managed inboxes on `*.nylas.email`). Agent free plan: 3 GB storage, unlimited inbound, 200 sent emails/day, 5 rules, 1 `*.nylas.email` subdomain, and unlimited custom domains. Production is uncapped and requires a credit card: https://www.nylas.com/pricing/