parallel, easy multithreading right in the command line. This is what I wish was included in every programming language's standard library, a dead simple parallelization function that takes a collection, an operation to be performed on the members of that collection, and optionally the max number of threads (should be the number of hardware threads available on the system by default), and just does it without needing to manually set up threads and handlers.

inotifywait, for seeing what files are being accessed/modified.

tail -F, for a live feed of a log file.

script, for recording a terminal session complete with control and formatting characters and your inputs. You can then cat the generated file to get the exact output back in your terminal.

screen, starts a terminal session that keeps running after you close the window/SSH and can be re-accessed with screen -x.

Finally, a more complex command I often find myself repeatedly hitting the up arrow to get:

find . -type f -name '*' -print0 | parallel --null 'echo {}'

Recursively lists every file in the current directory and uses parallel to perform some operation on them. The {} in the parallel string will be replaced with the path to a given file. The '*' part can be replaced with a more specific filter for the file name, like '*.txt'.