Greetings Caroline,
Great Topic! I know I am biased and never like more than 1 embedded video on a page for a couple of the same reasons folks have already talked about:
- Multiple videos loading on a mobile page can slow down the experience.
See Best Design for Mobile Users? - Bad implementations of multiple videos on the page that is just a long scrolling page of video after video after video without any context or lead in text. Ick!

List(Table) of Videos
If I have to put multiple videos on a page, it ends up being a list so that the videos load in a separate tab full-screen and indicating how long each video is. Sometimes I compile the list in a table because it really is tabular data of Topic - Video - Length (- Transcript) like when we've broken down a hour's lecture into smaller distinct pieces.
Video Collection
Recently though, we had a need to put the English and Spanish subtitle version of the same video on the page. So technically it's the same 1 video, just 2 versions of it. There are a couple of approaches to this scenario that can easily be expanded to have multiple videos:
Chunking Content
We have some video heavy courses and IDs in the past have just put each video on it's own page (and very little context text); too many pages! And then they didn't use module requirements so that users would know where they left off in the module.
I'm in higher ed by the way. I didn't want to recreate that kind of experience for students--especially busy adults who may have certain nights to work on HW and don't need to spend time remembering where they left of in their watching. So I chunk content into topic pages and then have 1 embedded video or activity on the page and the rest of the videos are links with a short sentence blurb. I also find that having too many video pages the work the students have to do gets lost in the list of the module.
We do not have a search feature in our Canvas implementation so trying to remember where you saw what video gets tricky if every video is on it's own page. And keeping all the content related to a topic together makes it easier to go back to just 1 page and look rather than hitting multiple pages again.
External Videos
I should also say that we have a video hosting platform that we use. We like the external URL so that when we need to update the video, we can do it on our end; usually it's to replace with the caption version when our captions come through. We generally do not use the Canvas Insert Media; if instructors end up creating their own video and uploading it, that's on them when they are running their course.
It's been fun thinking about my design choices when it comes to videos on a page, thank-you for the opportunity to put my thoughts on paper. 
Cheers - Shar