Howdy Kevin,
It sounds like you might be hitting one of a couple roadblocks:
a) On List and Month views in your calendar post excerpts are displayed. Shortcodes and stuff are stripped from excerpts due to the difficulties in maintaining their styling (for instance row or column shortcodes would break the page if their closing tag does not appear inside of the excerpt, but the starting tag made it in). If your video plugin is relying on shortcodes, it won't show up on those pages. You can fix this sorta thing with a theme override and in your theme by changing references to the_exceprt() over to the_content()
b) The video plugin is rather specific to the wp Post and possibly Page types. It does not really support WP custom post types like our plugin. In which case the video plugin folks can probably help you here, as they no doubt get requests all the time for custom post type support.
Hope that helps!
- Brook