I work with multiple ssh sessions whenever I connect to a server. Typically I would have about 3 sessions initiated from my host machine to the destination server.
Found away to duplicate my session without retyping my password every time I initiate a connection the the server from my host machine thanks to Linux By Examples.
Add the following 2 lines to your /etc/ssh/ssh_config file and feature will be ready for you to use once you restart the sshd service.
ControlMaster auto
ControlPath ~/.ssh/socket-%r@%h:%p
ControlMaster
Enables the sharing of multiple sessions over a single
network connection.  When set to “yes" ssh will
listen for connections on a control socket specified
using the ControlPath argument. Additional sessions
can connect to this socket using the same ControlPath
with ControlMaster set to “no” (the default). These
sessions will reuse the master instance’s network con-
nection rather than initiating new ones. Setting this
to “ask” will cause ssh to listen for control connec-
tions, but require confirmation using the SSH_ASKPASS
program before they are accepted (see ssh-add(1) for
details).
ControlPath
Specify the path to the control socket used for
connection sharing. See ControlMaster above.