CVE-2020-29548

8.1 HIGH

📋 TL;DR

This vulnerability allows man-in-the-middle attackers to inject plaintext commands into encrypted POP3 sessions in SmarterMail. Attackers can pipeline commands after a STARTTLS command, potentially compromising email security. Organizations running vulnerable versions of SmarterMail are affected.

💻 Affected Systems

Products:
  • SmarterTools SmarterMail
Versions: Through 100.0.7537
Operating Systems: Windows, Linux
Default Config Vulnerable: ⚠️ Yes
Notes: Affects POP3 service with STARTTLS enabled. SMTP and IMAP services may also be vulnerable to similar attacks.

📦 What is this software?

⚠️ Risk & Real-World Impact

🔴

Worst Case

Attackers could intercept and manipulate email communications, steal credentials, access sensitive emails, or compromise the entire email server.

🟠

Likely Case

Credential theft and unauthorized access to email accounts, potentially leading to data exfiltration or further network compromise.

🟢

If Mitigated

With proper TLS configuration and network segmentation, risk is limited to potential session hijacking within the email service.

🌐 Internet-Facing: HIGH
🏢 Internal Only: MEDIUM

🎯 Exploit Status

Public PoC: ⚠️ Yes
Weaponized: LIKELY
Unauthenticated Exploit: ⚠️ Yes
Complexity: MEDIUM

Requires man-in-the-middle position on network. Exploit tools for STARTTLS command injection are publicly available.

🛠️ Fix & Mitigation

✅ Official Fix

Patch Version: 100.0.7538 and later

Vendor Advisory: https://www.smartertools.com/smartermail/release-notes/current

Restart Required: Yes

Instructions:

1. Backup current configuration. 2. Download and install SmarterMail version 100.0.7538 or later from SmarterTools website. 3. Restart SmarterMail service. 4. Verify patch installation.

🔧 Temporary Workarounds

Disable POP3 STARTTLS

all

Disable STARTTLS for POP3 service to prevent command injection

Edit SmarterMail configuration to set POP3 STARTTLS = false

Use POP3S instead

all

Configure POP3 to use implicit TLS (POP3S) on port 995

Configure SmarterMail to use POP3S on port 995 with SSL/TLS

🧯 If You Can't Patch

  • Implement strict network segmentation to isolate email servers
  • Deploy TLS inspection and monitoring for anomalous POP3 traffic patterns

🔍 How to Verify

Check if Vulnerable:

Check SmarterMail version in admin interface. If version is 100.0.7537 or earlier, system is vulnerable.

Check Version:

Check SmarterMail admin dashboard or run: netstat -an | findstr :110 (Windows) or netstat -tlnp | grep :110 (Linux)

Verify Fix Applied:

Verify SmarterMail version is 100.0.7538 or later in admin interface. Test POP3 STARTTLS functionality.

📡 Detection & Monitoring

Log Indicators:

  • Multiple POP3 STARTTLS commands in single session
  • Unusual command sequences after STARTTLS
  • Failed authentication attempts after STARTTLS

Network Indicators:

  • Unusual POP3 traffic patterns
  • Multiple commands pipelined after STARTTLS
  • Traffic on port 110 with encrypted payloads

SIEM Query:

source="smartermail.log" AND "POP3" AND "STARTTLS" AND command_count > 2

🔗 References

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