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As to your problem, in addition to other answers, cluster ssh is also free -> https://sourceforge.net/projects/clusterssh/. Source: over 2 years ago
MobaXterm - Enhanced terminal for Windows with X11 server, tabbed SSH client, network tools and much more
GnuPG - GnuPG is a complete and free implementation of the OpenPGP standard as defined by RFC4880 (also known as PGP).
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Kleopatra - Kleopatra is a certificate manager and GUI for GnuPG.
Cygwin - Cygwin is a set of tools that provide Linux and POSIX functionality to Windows.
PGP Tool - PGPTool allows you to encrypt and decrypt files. It's free and easy to use.