An open source version of the SSL and TLS protocols.

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How to update OpenSSL with Homebrew on OS X 10.9.5?

Before updating OS X from 10.9.4 to x.x.5, I had OpenSSL updated through Homebrew to 1.0.1g. (I guess only symlinks are changed and both versions existed on the machine) With the OS update, the ...
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204 views

How to create a self signed SSL server certificate on OS X 10.7 for HighPoint RAID management server?

When having multiple Mac machines running Highpoint RocketRaid controllers and the HPT Web RAID Management software v1.68, results in having multiple copies of an identical self-signed ...
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2answers
39 views

Will installation of macports automatically install or update OpenSSL?

I am a mac user and want to stay with the system-provided version of OpenSSL, which is OpenSSL 0.9.8y. I am wondering if installation of macports will automatically update my OpenSSL or install ...
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36 views

Want to Update OpenSSL with Ruby 2.0.0 Already Installed

I have Ruby 2.0.0-p451 installed via RVM. From what I have read online the newer versions of openssl need Ruby 2 installed. I'm running RVM 1.25.25. I currently host Ruby on Rails websites on my Mac ...
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1answer
107 views

Homebrew: can't remove 'keg-only' OpenSSL application

Given the recent OpenSSL scare I'm trying to clean out older versions from my machines but Homebrew won't let me: $ brew dirty openssl (1.0.1e, 1.0.1f, 1.0.1g) $ brew cleanup openssl Warning: ...
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2answers
143 views

'which openssl' returns nothing when trying to upgrade OpenSSL

I've been working the last day or so to get openssl upgraded on my machine. I've followed the answers here and here and now I've got some pretty funny results. When I type which openssl I get no ...
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3answers
19k views

What versions of OS X are affected by Heartbleed?

What versions of OS X come default with the affected versions of OpenSSL? All Internet traffic right now is clogged with the same generic information in regards to the Heartbleed bug, without any ...
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19k views

How to upgrade OpenSSL in OS X?

Today the heartbleed OpenSSL exploit was announced in the wild, which allows an attacker to surreptitiously detect and steal private server keys (allowing them to MitM and decrypt your encrypted data ...
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379 views

Cannot unlock ssh key in Mavericks

After upgrading to 10.9 Mavericks I have been unable to unlock my SSH key. I saw this thread but still have been unable to decrypt it, even with the openssl client. My key looks like this (censored - ...
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1answer
942 views

'No machine certificates found' when adding machine certificate into VPN

I've 2 certificates, one for user authentication and another for machine authentication. My user authentication includes certificate and private key based on which I've generated pkcs12 file using ...
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1answer
763 views

How do I view or verify signed .mobileconfig files using Terminal?

I need to troubleshoot problems with signed .mobileconfig profiles. How can I show the signature of a these files using Terminal? Is it also possible to verify the certificates that were used to sign ...
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1answer
2k views

Server certificates are not properly validated by subversion/openssl

I noticed that the svn cli fails to validate https certificates and always ask for manual validation using the certificate fingerprint: mbp:~ user$ svn co https://svn.mysite.com/svn/testrepo Error ...
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1answer
10k views

Ruby 2.0.0 install via RVM: errors surrounding openssl

Using: Mountain Lion 10.8.2, RVM 1.18.15 Having trouble with, apparently, openssl when trying to install Ruby 2.0.0 via RVM: $ rvm install 2.0.0 ... Extracting openssl to ...
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4k views

Ruby 2.0.0 fails to install because of openssl

I can't install ruby from source, on configuration (./configure) it states Ignore OpenSSL broken by Apple. Please use another openssl. (e.g. using `configure --with-openssl-dir=/path/to/openssl') ...
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24 views

Use OpenSSL in Automator Application? [duplicate]

I want to make an application that's in the same directory as a file: message.txt.enc If you open the app you should be prompted with a password dialogue. this should be used to decrypt the file AND ...
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3answers
5k views

how to install stunnel on mountain lion?

I currently bought an Mac, so I'm a noob :). I used to connect to my server using stunnel on windows & ubuntu. I'm also a noob in networking. I check website download section, and there's no mac ...
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2answers
2k views

where is Ruby looking for SSL_CERT_FILE?

I am trying to find out where Ruby expects to find its openssl CA list. My environment is: Mac OS 10.7.5 OpenSSL from homebrew Rbenv from homebrew Ruby 1.9.3, installed using rbenv and ...
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1answer
846 views

Ruby 1.9.3's infamous OS X OpenSSL segfault in http.rb:799

[Post shortened and updated with an answer.] Ruby 1.9.3 compiled on OS X 10.7.4 with MacPorts crashes in my Rails apps when using SSL in http.rb, e.g. when authenticating to Facebook: (facebook) ...
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2answers
3k views

Using Automator or AppleScript to encrypt/decrypt with OpenSSL

I would like to know how to use Automator or AppleScript to create a droplet that would compress/uncompress (tar.gz) and encrypt/decrypt with OpenSSL files and/or directories dropped in it. The ...