The BEST source of Winlink knowledge is at WLE Book of Knowledge. Other sources can be incorrect or out of date. They recommend Wavetalker videos on Youtube.com (see link above).
That being said I recently found this 2021 source which may be decent.
A five session Winlink (WLE) presentation by Scott MacGillivray (KM6RTE) of OCHEART (Orange County Hospital Emergency Amateur Radio Team – https://OCHEART.net).
One – Background, Install & First Message
PDF: https://www.ocheart.net/wp-content/uploads/2020/12/01WinlinkTutorial_V1.pdf
Video: https://youtu.be/1klqzjHk5zM?si=ElR45dJZVyxyuj96
Two – Additional Setup, Forms and Features
PDF: https://ocheart.net/wp-content/uploads/2021/01/02WinlinkTutorial_V1.pdf
Video: https://youtu.be/8ZkweE8kmZQ?si=p7K6J4kJzdXFuUjM
Three – Connecting a TNC Radio to Winlink
PDF: https://ocheart.net/wp-content/uploads/2021/01/03WinlinkTutorial_V1.pdf
Video: https://youtu.be/oLYbIRwqQW8?si=sjKCt8rEWKtwSYpZ
Four – Connecting via external TNC devices
PDF: https://ocheart.net/wp-content/uploads/2021/02/04WinlinkTutorial_V1.pdf
Video: https://youtu.be/UYNbXfuqBj8?si=EKQ9DofOzx36QXWP
Five – Wrap Up HF & Other Winlink Features
PDF: https://ocheart.net/wp-content/uploads/2021/02/05WinlinkTutorial_V1.pdf
Video: https://youtu.be/VLCU2SZTsfE?si=78We4y9-bszD2iGX
Note: Pactor modem is now longer required for HF SHARES. You can use VARA but it must be registered with the software author (discounted).
