You have multiple solutions for automatically updating modifications.
- A) By selecting the given server command line "CommandLine", which is labeled "Default + Mod Manager" and clicking on the Select/Select button - This solution updates modifications only when the server restarts!

In case you are using a custom command line, just check "Auto Managed Mods"
- B) Another option is to schedule an update check using a scheduled task, where you select Steam Workshop Update and choose the conditions
https://pay.czechchillout.cz/index.php/knowledgebase/61/9-naplanovane-ulohy.html
