Emotional Labor

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Apple and Ubuntu OpenSSH Versions

Apple macOS / OS X

OS VersionOpenSSH VersionLibrary Version
10.14 Mojave7.9p1LibreSSL 2.7.3
10.13 High Sierra7.6p1LibreSSL 2.6.2
10.12 Sierra7.2p2LibreSSL 2.4.1
10.11 El Capitan6.9p1LibreSSL 2.1.8
10.10 Yosemite6.2p2OSSLShim 0.9.8r 8 Dec 2011
10.9 Mavericks6.2p2OSSLShim 0.9.8r 8 Dec 2011
10.8 Mountain Lion5.9p1OpenSSL 0.9.8zc 15 Oct 2014
10.7 Lion5.6OpenSSL 0.9.8za 5 Jun 2014
10.6 Snow Leopard5.5p1OpenSSL 0.9.8l 5 Nov 2009
10.5 Leopard5.1p1OpenSSL 0.9.7l 28 Sep 2006

Ubuntu LTS

OS VersionOpenSSH VersionLibrary Version
18.04 Bionic7.6p1OpenSSL 1.0.2n 7 Dec 2017
16.04 Xenial7.2p2OpenSSL 1.0.2g-fips 1 Mar 2016
14.04 Trusty6.6p1OpenSSL 1.0.1f 6 Jan 2014
12.04 Precise5.9p1OpenSSL 1.0.1 14 Mar 2012
10.04 Lucid5.3p1OpenSSL 0.9.8k 25 Mar 2009
 8.04 Hardy4.7p2


SSH on iOS is abysmal

Application Summaries

I'm sorry if you're a SysAdmin with an iOS device. Have some bad news:


  • Version: 5.7.1
  • Two factor: Yes!
  • ProxyCommand: No
  • Additional Issues:
    • too-large fonts (even at their smallest, display is less than 80 characters)

Prompt 2

  • Version: 2.0.3
  • Two Factor: No
    • shitty custom prompts that make two factor authentication all but impossible
  • ProxyCommand: No


  • Version: 1.5.4
  • Two Factor: No
  • ProxyCommand: No
  • Additional Issues:
    • does not support xterm-256color

Why it matters

Two Factor authentication

Two factor authentication significantly increases security. This is especially important in a platform (phones and tablets) that are so easy to misplace.


ProxyCommand is a SSH option that allows the easy use of bastion hosts. Making increased security easier is a huge win. For an example, see cmc: Workflow.