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Bryan S. Burgin Sr. Escalation Engineer, Developer Support, Open Specs Microsoft Corporation Decrypting RDP Traffic with Message Analyzer

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Page 1: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Bryan S. Burgin

Sr. Escalation Engineer, Developer Support, Open Specs

Microsoft Corporation

Decrypting RDP Traffic with Message Analyzer

Page 2: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Sr. EE, Developer Support, Protocols/Open Specifications/Interop13 years at Microsoft:

Primary duties:

www.microsoft.com/protocolswww.microsoft.com/openspecifications

Page 3: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

May 2012 (Taipei): Whiteboard discussion:

May/July 2012: “Hitchhiker’s Guide to Debugging RDP protocols” blog posts:

April 2013 (Taipei):

March 2014 (Taipei):

Page 4: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Viewing unencrypted, uncompressed RDP traffic Windows-to-Windows in both directions is difficult.

Viewing unencrypted traffic:

Page 5: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

To share a technique to observe Windows-to-Windows RDP traffic using Message Analyzer

Page 6: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Network Monitor/NmDecrypt advantages

Network Monitor/NmDecrypt disadvantages

Message Analyzer advantages

Message Analyzer disadvantages

Page 7: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

Close

Page 8: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 9: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Only needs to be done once in a lifetime.

Can be made on any machine.

Make a certificate using MAKECERT.

Export the cert to a Personal Informational Exchange (.PFX) file

Import/copy the certificate (via PFX) wherever it will be used:

Page 10: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 11: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 12: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Note: Do NOT check Network Level Authentication

Page 13: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Import certificate via Microsoft Management Console (MMC):

Page 14: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Double-click .PFX file

Page 15: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Run MMC, use Certificate plug-in for Local Computer

Find certificate in the local store

Right-click, All-Tasks, Manage Private Keys

Add NETWORK SERVICE

Page 16: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

To use the certificate, RDP needs to know the certificate’s SSL SHA1 HASH (a.k.a. Thumbprint):

For any given certificate, the HASH is always the same

Page 17: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Identify certificate’s SHA1 HASH to RDP

The RDP server will now use this certificate for encryption

Page 18: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Windows 7 ONLY; Windows 8 defaults are okay

Set HKLM\System\CCS\Control\Terminal Server\Winstations\RDP-Tcp:

Page 19: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Disable server-side compression (server-to-client packets):

Run GPEDIT, find:»Local Computer Policy»Computer Configuration»Administrative Templates»Windows Components»Remote Desktop Services»Remote Desktop Session Host»Remote Session Environment»Configure compression for RemoteFX data

Enable the policySet to “Do not use a compression algorithm”

Page 20: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

RDP8 will send/receive ~3000 frames to detect network conditions (bandwidth) at initial connect (RTT, Kb/sec):

Disabling bandwidth detection reduces overhead, yields smaller and faster traces

Solution: disable network bandwidth detection; via GPEdit»Local Computer Policy»Computer Configuration»Administrative Templates»Windows Components»Remote Desktop Services»Remote Desktop Session Host» Connections» Select network detection on the server

“Turn off Connect Time & Continuous NW Detect”

Page 21: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 22: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 23: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

If you want the client to use a specific compression algorithm:

Page 24: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Windows 8 uses TLS 1.2 by default

Message Analyzer does not decrypt TLS 1.2 frames (yet?)

Solution: downgrade to TLS 1.1 or 1.0

Consequence: Windows Update will stop working

Page 25: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

RDP 8 uses both TCP and UDP

Message Analyzer does not decrypt UDP/DTLS frames (yet)

Solution: Disable UDP; force TCP only

Page 26: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 27: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 28: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 29: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 30: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 31: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 32: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 33: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 34: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 35: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 36: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 37: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 38: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 39: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 40: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Work on improving the parsers:

Add support to decrypt TLS 1.2

Add support to decrypt DTLS and RDP over UDP Traffic

Page 41: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Escalation Engineer

Developer Support

Protocols/Open Specifications/Interoperability

8 years at Microsoft:

Page 42: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

• MS-RDPEUDP is a new protocol in RDP8 which use UDP as a transport and operates in 2 modes:

• Reliable (RDP-UDP-R)

• Best Effort/Lossy (RDP-UDP-L).

• RDP-UDP-R use TLS and RDP-UDP-L DTLS.

• Unique sockets for each instance.

• MS-RDPBCGR\MS-RDPEMT\MS-RDPEUDP

• FEC PDUs

• Optional.

• Safe to ignore and not generate.

• No capability to turn on/ off.

• !FEC - Recovery from packet loss will be compromised .

• RDPEUDP is preferred by default if both endpoints are RDP8 capable. This can be turned-off through Group policy

• Server : Computer Configuration, Administrative Templates, Windows Components, Remote Desktop Services, Remote Desktop Session Host: Select RDP

Transport Protocols to “Use both UDP and TCP”, “Use only TCP” and “Use Either TCP or UDP”

• Client : Computer Configuration, Administrative Templates, Windows Components, Remote Desktop Services, Remote Desktop Connection Client: Turn off

UDP On Client

• Minencryption level (http://technet.microsoft.com/en-us/library/cc785662(v=ws.10).aspx ) MUST be set to 3 (TS_ENCRYPTION_LEVEL_HIGH) and Securitylayer to

2 (TS_SECURITY_LAYER_SSL) for RDPEUDP.

• Key differentiator from TLS over TCP

• TLS\DTLS packets over UDP are enveloped by RDPEUDP header.

Page 43: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

• Apply filter as TLS – Unencrypted handshake and encrypted data PDUs.

• NMDecrypt decrypts encrypted data PDUs.

Page 44: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

• Apply filter as TLS, profile windows – No data.

• Apply filter as RDPEUDP – Enveloped handshake and encrypted data PDUs.

• NMDecrypt can’t decrypt RDPEUDP data.

Page 45: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

• ‘’16 03 01” or “16 03 02” as starting bytes then it’s a packet.

• ‘’16 FE FF” as starting bytes then it’s a packet.

Page 46: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 47: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 48: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Make and export a certificate

Server-side preparation

Client-side preparation

Installing Message Analyzer

Capturing and analyzing traffic

What’s next

CloseDemo

References

Getting help

Page 49: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages
Page 50: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

www.microsoft.com/protocols

Raising protocol specification [email protected]

Open Specifications Team Bloghttp://blogs.msdn.com/b/openspecification

Channel9.MSDN.com

Page 51: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

How to get Message Analyzer

http://www.microsoft.com/en-us/download/details.aspx?id=40308

Page 52: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

E-mail [email protected]

1:1, private

Monitored by support 24x7

Issues acknowledged with in 24 hours

Post to a Microsoft Open Specifications Forum

1:many, public

Community of industry implementers

Moderated by Microsoft

Issues become support cases for tracking

Open Specifications Support is free

Page 53: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Clear problem description

Document short name (e.g. [MS-RDPEUSB])

Section (e.g. 2.2.4.1 Add Virtual Channel)

Doc version (e.g. v20110609)

Impact to your project (Blocking? Just feedback?)

Multiple issues: Provide priorities

Include sample files, traces, notes

Page 54: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Problems NOT related to the Open Specifications documentation:

If in doubt, ask.

Page 55: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Blog:http://blogs.technet.com/b/messageanalyzer/

Operating Guidehttp://blogs.technet.com/b/messageanalyzer/

Technet Forum:

Message Analyzer is NOT supported via Dochelp

Page 56: Decrypting RDP Traffic with Message Analyzerdownload.microsoft.com/download/C/6/0/C60E2BD0-8A7C... · Decrypting RDP Traffic with Message Analyzer. Sr. EE, ... Message Analyzer disadvantages

Q&A

http://www.microsoft.com/protocols

[email protected]