I've written a bunch of LMS integrations so I've had the opportunity to use all of the major LMSs. Basically, all LMS systems are rather user unfriendly and complicated with a ton of customization options hidden under layers of sub-menus/configuration settings. At their core they provide a grade book, student management tools, and some basic CMS type functionality for posting class messages/coursework/etc. They've all adopted a standard for interacting with external tools (LTI).

Canvas generally is the 'easiest' to use, and the 'cleanest' looking one although D2L Brightspace is pretty good too. Moodle out of the box is pretty confusing and ugly, but I've seen some heavily customized instances that look a lot better. Blackboard is the worst of the bunch IMO.

Wow, I last used Moodle in 7th grade, 2008. It seemed like a similar thing.