Proxying IMAP Connections

EmailEngine provides a built-in IMAP proxy interface that allows you to connect to OAuth2-protected accounts using standard IMAP clients that don't support OAuth2. This is particularly useful for scripts, legacy applications, and standard email clients.

Overview

The Problem

Major email providers (Gmail, Outlook) have disabled password-based authentication:

Gmail: Account password authentication completely disabled for all accounts (app-specific passwords required, 2FA must be enabled)
Outlook/Microsoft 365: OAuth2-only authentication (IMAP passwords completely disabled)
iCloud: Requires app-specific passwords when 2FA is enabled

However:

Many IMAP client libraries don't support OAuth2
Scripts and automation tools expect username/password authentication
OAuth2 token management is complex for simple scripts
You don't want to store long-lived credentials on every server

The Solution

EmailEngine's IMAP proxy provides a bridge:

Your client:

Connects to EmailEngine's proxy as if it were an IMAP server
Authenticates with account ID + short-lived access token
Uses standard IMAP commands

EmailEngine:

Looks up OAuth2 credentials for the account
Establishes real IMAP session with provider (OAuth2)
Relays IMAP session between client and provider
Handles token refresh automatically

Key Features

OAuth2 Without Native Support

Access OAuth2-protected accounts using any IMAP client:

No OAuth2 library required
Works with standard IMAP clients
Transparent OAuth2 handling

Short-Lived Access Tokens

Instead of long-lived passwords:

Generate temporary access tokens via API
Tokens can be scoped (e.g., imap-proxy only)
Tokens can be revoked instantly
Tokens can be IP-restricted

Standard IMAP Protocol

The proxy relays the session to the provider's IMAP server, so the client sees the provider's own capabilities and command set:

Works with any IMAP client
Use with Thunderbird, Outlook, scripts, etc.
No special client configuration needed (except server/port)

Centralized Management

Manage all accounts in EmailEngine:

Single place for OAuth2 configuration
Automatic token refresh
Connection monitoring
Unified access control

Important Limitation

IMAP-backed accounts only

The IMAP proxy works for any account that EmailEngine itself reaches over IMAP: password accounts as well as OAuth2 accounts whose app uses the IMAP/SMTP base scope.

Accounts registered through a Gmail API or Microsoft Graph API app cannot be proxied because there is no IMAP session to relay. A login for such an account is refused with NO [ACCOUNTDISABLED] IMAP is not supported for API-based accounts.

If you need to proxy such an account, register it again through an OAuth2 app with the IMAP/SMTP base scope.

Setup Guide

Step 1: Enable IMAP Proxy in EmailEngine

Navigate to Configuration > IMAP Proxy in the EmailEngine dashboard.

IMAP Proxy configuration page Enable the proxy and set the listen address, port and TLS options

Configuration Options:

Field	Setting	Purpose
Enable IMAP Proxy	`imapProxyServerEnabled`	Starts the proxy server
Port	`imapProxyServerPort`	The listening port, for example `2993`
Listen Address	`imapProxyServerHost`	`0.0.0.0` or empty to accept external connections, `127.0.0.1` for localhost only
Enable PROXY Protocol	`imapProxyServerProxy`	Expect the HAProxy PROXY protocol header on incoming connections. Needed behind HAProxy with `send-proxy`, so the proxy sees the client's address rather than the load balancer's
Global Password	`imapProxyServerPassword`	An optional shared password accepted for every account instead of an access token
Enable TLS Encryption	`imapProxyServerTLSEnabled`	Serve implicit TLS rather than plaintext

After saving, EmailEngine starts the proxy on the given host and port. The plaintext listener does not offer STARTTLS; TLS is either on for the whole listener or off.

This page configures the listener your clients connect to. Routing EmailEngine's own outbound IMAP and SMTP connections through a SOCKS or HTTP proxy is a different setting, proxyUrl, described under Proxy Configuration.

TLS needs a Service URL with a real domain

There is no certificate upload here. When TLS is enabled, EmailEngine serves the certificate it manages for the hostname in your Service URL, so the checkbox stays disabled until that URL points at a real domain rather than an IP address or localhost (once TLS is on, it can still be switched off). The EENGINE_IMAPPROXY_TLS_KEY and EENGINE_IMAPPROXY_TLS_CERT environment variables supply a certificate of your own; a valid managed certificate for the Service URL hostname takes precedence over them.

Step 2: Verify Proxy is Running

With TLS (Recommended for Production)

openssl s_client -crlf -connect localhost:2993

Expected Response: the certificate details, then the greeting, which ends with the connection ID:

* OK EmailEngine IMAP Proxy ready for requests from 127.0.0.1 hkdq2ls1a8y9zk3x

Without TLS (Development Only)

nc -C localhost 2143

Or:

telnet localhost 2143

Expected Response:

* OK EmailEngine IMAP Proxy ready for requests from 127.0.0.1 hkdq2ls1a8y9zk3x

Port Selection

2993: Common choice for TLS-enabled IMAP proxy (993 + 2000)
2143: Common choice for non-TLS proxy (143 + 2000)
Choose any available port that doesn't conflict with existing services

Step 3: Add OAuth2 Account to EmailEngine

First, ensure you have an OAuth2 account configured in EmailEngine.

For Gmail: Follow Gmail OAuth2 setup guide

For Outlook: Follow Outlook OAuth2 setup guide

Must Use IMAP Backend

The account must be configured to use IMAP/SMTP, not Gmail API or MS Graph API. The proxy only works with IMAP-based accounts.

Step 4: Generate Access Token for Proxy

Create an access token scoped specifically for IMAP proxy access using the Generate Token API endpoint:

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_EMAILENGINE_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy"],
    "description": "IMAP proxy token for backup script",
    "restrictions": {
      "addresses": ["127.0.0.0/8"]
    }
  }'

Parameters:

account: EmailEngine account ID
scopes: Must include "imap-proxy" for proxy access
description: Required token description for identification
restrictions.addresses: Optional IP restrictions (CIDR notation)

Response:

{
  "token": "6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026",
  "id": "1bc12baf7f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe4d2e9f5d5e1a"
}

Save the token value - you'll use it as the IMAP password, and it is never shown again. The id is what the token listing reports for it.

Token Scopes

If you also want to use the same token for SMTP proxy, include both scopes:

{
  "scopes": ["imap-proxy", "smtp"]
}

Step 5: Connect via IMAP Client

Using Command-Line IMAP Client

With TLS:

openssl s_client -crlf -connect localhost:2993

Authenticate:

A LOGIN user123 6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026

Username: EmailEngine account ID
Password: The generated access token

Response: the provider's own CAPABILITY line, relayed from the upstream session, followed by the login confirmation:

* CAPABILITY IMAP4rev1 UNSELECT IDLE NAMESPACE QUOTA ID XLIST CHILDREN X-GM-EXT-1 UIDPLUS COMPRESS=DEFLATE ENABLE MOVE CONDSTORE ESEARCH UTF8=ACCEPT LIST-EXTENDED LIST-STATUS LITERAL- SPECIAL-USE APPENDLIMIT=35651584
A OK user123 authenticated

List folders:

B LIST "" "*"

Using Standard Email Client

Configure your email client with these settings:

IMAP Settings:

Server: localhost (or the EmailEngine server's hostname)
Port: 2993 (your configured proxy port)
Security: SSL/TLS (if you enabled TLS)
Username: EmailEngine account ID (e.g., user123)
Password: Generated access token

Example: Thunderbird

Add new account
Configure manually
Use EmailEngine proxy settings
Skip email discovery
Use account ID as username, token as password

Using Python Script

import imaplib

# Connect to EmailEngine IMAP proxy
mail = imaplib.IMAP4_SSL('localhost', 2993)

# Authenticate with account ID and token
mail.login('user123', '6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026')

# List mailboxes
status, mailboxes = mail.list()
print(mailboxes)

# Select inbox
mail.select('INBOX')

# Search for all messages
status, messages = mail.search(None, 'ALL')
print(f'Found {len(messages[0].split())} messages')

# Logout
mail.logout()

Using Node.js

Any IMAP client library works. This uses ImapFlow, the same library EmailEngine uses internally:

const { ImapFlow } = require('imapflow');

const client = new ImapFlow({
  host: 'localhost',
  port: 2993,
  secure: true,
  auth: {
    user: 'user123',              // The EmailEngine account ID
    pass: process.env.EE_TOKEN    // An EmailEngine access token
  },
  tls: { rejectUnauthorized: false } // Only for a self-signed proxy certificate
});

await client.connect();

const lock = await client.getMailboxLock('INBOX');
try {
  console.log(`INBOX has ${client.mailbox.exists} messages`);
} finally {
  lock.release();
  await client.logout();
}

Access Token Management

Creating Tokens

Generate tokens for specific purposes:

Backup Script Token:

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy"],
    "description": "Daily backup script"
  }'

Admin Access Token (Multiple Scopes):

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy", "smtp", "api"],
    "description": "Admin full access"
  }'

Listing Tokens

See all tokens for an account:

curl "https://emailengine.example.com/v1/tokens?account=user123" \
  -H "Authorization: Bearer YOUR_TOKEN"

Response:

{
  "account": "user123",
  "total": 1,
  "page": 0,
  "pages": 1,
  "tokens": [
    {
      "account": "user123",
      "id": "1bc12baf7f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe4d2e9f5d5e1a",
      "description": "IMAP proxy token for backup script",
      "scopes": ["imap-proxy"],
      "created": "2024-01-15T10:00:00.000Z",
      "restrictions": {
        "addresses": ["127.0.0.0/8"]
      }
    }
  ]
}

Token IDs

The id value is the SHA-256 hash that identifies the token; the raw token value is shown only once at creation and cannot be retrieved later. The DELETE /v1/tokens/{token} endpoint accepts either the raw token or this id.

Revoking Tokens

Immediately invalidate a token:

curl -X DELETE https://emailengine.example.com/v1/tokens/1bc12baf7f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe4d2e9f5d5e1a \
  -H "Authorization: Bearer YOUR_TOKEN"

Response:

{
  "deleted": true
}

After revocation:

Token can no longer authenticate
Active connections using that token remain open until they disconnect
Client will be unable to reconnect with that token

Token Rotation

Best practice: Rotate tokens periodically:

# Generate new token
NEW_TOKEN=$(curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy"],
    "description": "Backup script 2024-Q1"
  }' | jq -r '.token')

# Deploy the new token to the script, confirm it logs in, then delete the old one
curl -X DELETE https://emailengine.example.com/v1/tokens/OLD_TOKEN \
  -H "Authorization: Bearer YOUR_TOKEN"

IP Restrictions

Restrict tokens to specific IP addresses or networks:

Single IP Address

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy"],
    "description": "Office workstation",
    "restrictions": {
      "addresses": ["203.0.113.42"]
    }
  }'

IP Range (CIDR)

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy"],
    "description": "Internal networks",
    "restrictions": {
      "addresses": ["10.0.0.0/8", "192.168.1.0/24"]
    }
  }'

Common CIDR Ranges:

127.0.0.0/8 - Localhost only
10.0.0.0/8 - Private network (10.x.x.x)
172.16.0.0/12 - Private network (172.16-31.x.x)
192.168.0.0/16 - Private network (192.168.x.x)

IP Restriction Errors

If you try to connect from an unauthorized IP:

A LOGIN user123 6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026
A NO [AUTHENTICATIONFAILED] Access denied, traffic not accepted from this IP

Use Cases

Legacy Application Integration

Integrate email into applications that only support basic authentication:

# Cron job for email backup, using offlineimap with the configuration below
offlineimap -c ~/.offlineimaprc-via-proxy

~/.offlineimaprc-via-proxy:

[general]
accounts = EmailEngineProxy

[Account EmailEngineProxy]
localrepository = Local
remoterepository = Remote

[Repository Local]
type = Maildir
localfolders = ~/mail-backup

[Repository Remote]
type = IMAP
remotehost = emailengine.company.com
remoteport = 2993
ssl = yes
remoteuser = backup
remotepass = 6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026

Email Client Access

Use standard email clients with OAuth2 accounts:

Thunderbird: Configure as IMAP account
Apple Mail: Add as IMAP account
Outlook: Add as IMAP account
Mobile clients: Configure IMAP settings

Benefits:

Users don't need to know about OAuth2
Centralized credential management
Easy to revoke access

Development and Testing

Test email integration without complex OAuth2 setup:

A connection attempt is enough to confirm the proxy, the account ID, and the token all line up:

EE_TOKEN=6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026 python3 -c "
import imaplib, os
m = imaplib.IMAP4('localhost', 2143)
m.login('test-account', os.environ['EE_TOKEN'])
print(m.select('INBOX'))
m.logout()
"

Plain IMAP4 against a plaintext listener on localhost is fine while you are developing; there is no STARTTLS to upgrade it. Anything reachable off the host should use a TLS listener, since the token travels as the IMAP password.

Monitoring and Alerting

Monitor email accounts for specific messages:

import imaplib
import os
import time

def check_for_alerts():
    mail = imaplib.IMAP4_SSL('emailengine.company.com', 2993)
    mail.login('monitoring', os.environ['EE_TOKEN'])
    mail.select('INBOX')

    # Search for unread messages with specific subject
    status, messages = mail.search(None, 'UNSEEN', 'SUBJECT', '"Alert"')

    for msg_id in messages[0].split():
        # Process alert
        print(f'Alert found: {msg_id}')

    mail.logout()

# Run every minute
while True:
    check_for_alerts()
    time.sleep(60)

Combining with SMTP Proxy

EmailEngine also provides an SMTP proxy. With both enabled, email clients get full functionality:

Enable SMTP Proxy

In EmailEngine: Configuration > SMTP Server

Settings:

Listen Address: 0.0.0.0
Port: 2587 (or your choice)
Enable TLS Encryption: checked (recommended). Like the IMAP proxy, this is implicit TLS on the whole listener; the plaintext listener has STARTTLS disabled

Generate Token with Both Scopes

curl -X POST https://emailengine.example.com/v1/tokens \
  -H "Authorization: Bearer YOUR_TOKEN" \
  -H "Content-Type: application/json" \
  -d '{
    "account": "user123",
    "scopes": ["imap-proxy", "smtp"],
    "description": "Full email access"
  }'

Configure Email Client

Incoming (IMAP):

Server: emailengine.company.com
Port: 2993
Security: SSL/TLS
Username: user123
Password: 6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026

Outgoing (SMTP):

Server: emailengine.company.com
Port: 2587
Security: SSL/TLS
Username: user123
Password: 6cad01dae08f0d5e51fe0a4e0eda06e1be5b8d6cc2c66b95dc0fbe458576a026 (same token)

Now the email client can both send and receive through EmailEngine's proxies.

Performance Considerations

One Connection In, One Connection Out

The proxy does not pool. Each client session opens its own upstream IMAP connection to the provider and holds it for the life of the session, which is what makes the relay transparent: the client's IDLE, its selected mailbox, and its command pipeline are all real state on the provider's side.

The arithmetic follows from that:

Every proxy session counts against the provider's per-account connection limit (15 simultaneous IMAP connections for Gmail)
The account's own sync connection counts too, and so does each configured sub-connection
A client that reconnects aggressively will hit the limit faster than one that keeps a session open

Large-Scale Deployments

For many concurrent users:

Load Balancing:

Deploy multiple EmailEngine instances
Use load balancer for proxy connections
Distribute accounts across instances

Monitoring:

Track connection count
Monitor resource usage
Alert on capacity issues

Overview​

The Problem​

The Solution​

Key Features​

OAuth2 Without Native Support​

Short-Lived Access Tokens​

Standard IMAP Protocol​

Centralized Management​

Important Limitation​

Setup Guide​

Step 1: Enable IMAP Proxy in EmailEngine​

Step 2: Verify Proxy is Running​

With TLS (Recommended for Production)​

Without TLS (Development Only)​

Step 3: Add OAuth2 Account to EmailEngine​

Step 4: Generate Access Token for Proxy​

Step 5: Connect via IMAP Client​

Using Command-Line IMAP Client​

Using Standard Email Client​

Using Python Script​

Using Node.js​

Access Token Management​

Creating Tokens​

Listing Tokens​

Revoking Tokens​

Token Rotation​

IP Restrictions​

Single IP Address​

IP Range (CIDR)​

IP Restriction Errors​

Use Cases​

Legacy Application Integration​

Email Client Access​

Development and Testing​

Monitoring and Alerting​

Combining with SMTP Proxy​

Enable SMTP Proxy​

Generate Token with Both Scopes​

Configure Email Client​

Performance Considerations​

One Connection In, One Connection Out​

Large-Scale Deployments​

See Also​

Overview

The Problem

The Solution

Key Features

OAuth2 Without Native Support

Short-Lived Access Tokens

Standard IMAP Protocol

Centralized Management

Important Limitation

Setup Guide

Step 1: Enable IMAP Proxy in EmailEngine

Step 2: Verify Proxy is Running

With TLS (Recommended for Production)

Without TLS (Development Only)

Step 3: Add OAuth2 Account to EmailEngine

Step 4: Generate Access Token for Proxy

Step 5: Connect via IMAP Client

Using Command-Line IMAP Client

Using Standard Email Client

Using Python Script

Using Node.js

Access Token Management

Creating Tokens

Listing Tokens

Revoking Tokens

Token Rotation

IP Restrictions

Single IP Address

IP Range (CIDR)

IP Restriction Errors

Use Cases

Legacy Application Integration

Email Client Access

Development and Testing

Monitoring and Alerting

Combining with SMTP Proxy

Enable SMTP Proxy

Generate Token with Both Scopes

Configure Email Client

Performance Considerations

One Connection In, One Connection Out

Large-Scale Deployments

See Also