CVE-2023-38686

Email interception via unverified SMTP certificates

Published Aug 4, 2023 · Updated Oct 8, 2024

Improper certificate validation in Matrix.org Sydent before 2.5.6 allows man-in-the-middle attackers to intercept sensitive emails. The sendEmail function calls smtplib.SMTP_SSL or starttls without an SSL context, so neither certificate trust nor hostname is checked. The attack requires TLS or STARTTLS email configuration and a privileged network position; captured messages expose room invitations, guest credentials, or address-verification tokens.

CVSS severity9.3
Critical
EPSS probability0.27%
Next 30 days · Sep 16, 2026
Known exploitationUnconfirmed
Based on sourced intelligence
Hinoki checkNot available
Coverage for this vulnerability

See if you're affected

Explore vulnerability checks for your environment with Hinoki.

Book a demo

Summary

What happened

Improper certificate validation in Matrix.org Sydent before 2.5.6 allows man-in-the-middle attackers to intercept sensitive emails. The sendEmail function calls smtplib.SMTP_SSL or starttls without an SSL context, so neither certificate trust nor hostname is checked. The attack requires TLS or STARTTLS email configuration and a privileged network position; captured messages expose room invitations, guest credentials, or address-verification tokens.

The record

CVE
CVE-2023-38686
Published
Aug 4, 2023
Updated
Oct 8, 2024
Vendor
Matrix.org
Product
Sydent
Classifications
CWE-295, T1557
Attack vector
adjacent
Privileges
unauthenticated

Timeline

How it unfolded

  1. Aug 4, 2023CVE publishedPublication date reported by the CVE source.
  2. Oct 8, 2024Record updatedLatest update available in the CVE record.

Exploitability

Present is not the same as exploitable

Compare your product and version with the public record. A matching version still requires validation against your environment.

Is a vulnerable build present?

Compare these published version ranges with your installed build and any vendor patches.

  1. Affected versionversion=< 2.5.6

What conditions does exploitation require?

Attack vectoradjacent
Required privilegesunauthenticated

What is affected?

Matrix.org · Sydentversion=< 2.5.6
Matrix.org Foundation · Sydentversion=0 <2.5.6

Published CVSS scores

9.3GitHub, Inc.CVSS:3.1/AV:A/AC:L/PR:N/UI:N/S:C/C:H/I:H/A:N
5.3NIST NVDCVSS:3.1/AV:A/AC:H/PR:N/UI:N/S:U/C:H/I:N/A:N

CVSS describes severity. EPSS estimates exploitation probability.

Attacks

What attackers are doing with it

Daily unique IPs observed by Shadowserver honeypots for known exploited vulnerabilities (KEVs). Missing observations do not establish an absence of attacks.

Daily unique IPsNo honeypot observations are available for this CVE in the selected window.

No observations available

Sep 9, 2026Sep 15, 2026
Latest reporting daySep 15, 2026
Latest daily unique IPsUnavailable
Prior 30-day averageUnavailable
SourceShadowserver honeypots (KEV)
Vectoradjacent
Privilegesunauthenticated
Known exploitationUnconfirmed
Public exploitUnconfirmed

Weakness, pattern, technique

CWE-295Improper Certificate Validation
T1557Adversary-in-the-Middle

Public exploit references

No public exploit references are available in this record.

Labels summarize the accepted research assessment. They do not indicate a test against your environment.

Technologies

Your stack

See the directory against your own environment.

Your stack

Check the software in your environment

Book a demo to see how Hinoki identifies affected software and validates exploitability in your environment.

Book a demo