Certificates Matter

Recently, my web host stopped supporting the FrontPage Server Extensions used by Microsoft Expression Web 4 for website publishing (FPSE is now out-of-support). FPSE allowed me to publish to my site over a HTTPS connection, helping keep my password safe and my uploaded files unmodified.

Unfortunately, the alternative FTP transport is completely insecure–passwords and data transfer in plaintext and can be stolen or tampered and Microsoft products generally don’t support FTPS. As a consequence, I had to stop using Expression Web to edit my various websites. Update: As it turns out, you *can* use FTPS inside Expression Web, but only via the Site > Open Site menu, not the File > Open menu. Expression then warns you that FTP is insecure (bizarrely implying HTTP is better), but network monitoring shows that it’s properly using FTPS under the covers.

Fortunately, my favorite text editor, EditPad Pro offers FTPS support and I quickly moved to using it to edit my site.

Except for one thing—even when using a shared host, the server always returned the same certificate, one whose Subject Name didn’t match the hostname of my website. Yet EditPad didn’t complain at all, it just silently accepted any certificate and sent my username and password. An active man-in-the-middle can easily intercept FTPS connections and return a dummy certificate which EditPad would happily use.

I reported this vulnerability to the developer and I’m happy to see that he’s fixed this problem in version 7.4.0; if the certificate presented isn’t valid for the target, a security prompt is shown every time:

TLS Name Mismatch warning

Ideally, my webhost will start using my installed certificate for FTPS and WebDAV connections, but in the interim manual certificate validation serves as a fallback.

If you build any TLS-protected client or server application, you should always validate the certificate presented during the handshake.

Stay safe out there!

-Eric Lawrence

Published by ericlaw

Impatient optimist. Dad. Author/speaker. Created Fiddler & SlickRun. PM @ Microsoft 2001-2012, and 2018-2022, working on Office, IE, and Edge. Now a SWE on Microsoft Defender Web Protection. My words are my own, I do not speak for any other entity.

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