I gave a presentation at BSides MCR 2014 on the subject of SSL and TLS checks from a pentesting viewpoint. The idea was to focus on the pitfalls of testing, why the tools may let you down and how to check for issues manually (as much as possible), often using OpenSSL.
UPDATE 7th September 2014: I’ve now written a table that pulls together the manual checks discussed in the presentation – plus a few more (which will appear in any future presentations). Since tables are a pain in WordPress and I don’t want to risk a plugin at this time of night, you can find a (lazy) HTML table here.
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