Help with Annotations in iMovie to Quicktime Pro to iPod Workflow

This is what I want my content to do:
a) play in a webpage
b) be downloadable and open automatically in iTunes/play on iPod
c) additionally, I want the content to be annotated, so that when it is download and opened in iTunes automatically (rather than Quicktime) the Artist, Title and Album show up.
I plan to create two different containers for my content - one for the webpage, one for iTunes. Currently, I am editing the content in iMovie.
Having never done this before I am getting bogged down with the workflow variables.
For example, this is my plan to make the webpage content:
1) Export iMovie content into DV
2) Open DV content into Quicktime
3) Enter annotations and "Save As", creating a 1.5GB .MOV
4) Export 1.5GB .MOV as "Movie to Quicktime Movie" with "Fast Start" and the appropriate comression levels.
My workflow for the iPod is similar:
1) Export iMovie content into DV
2) Open DV content into Quicktime
3) Enter annotations and "Save As", creating a 1.5GB .MOV
4) Export 1.5GB .MOV as "Movie to iPod."
Does this look right?

Only the Export to iPod or Export to iPhone appends the .m4v file extension and those exports do not allow any adjustments to the compression settings.
iTunes and the iPod (and the iPhone) can all import and open .mov files. As long as you don't exceed the specifications you won't have any trouble:
Video formats supported: H.264 video, up to 1.5 Mbps, 640 by 480 pixels, 30 frames per sec., Low-Complexity version of the H.264 Baseline Profile with AAC-LC audio up to 160 Kbps, 48 kHz, stereo audio in .m4v, .mp4, and .mov file formats; H.264 video, up to 768 Kbps, 320 by 240 pixels, 30 frames per sec., Baseline Profile up to Level 1.3 with AAC-LC audio up to 160 Kbps, 48 kHz, stereo audio in .m4v, .mp4, and .mov file formats; MPEG-4 video, up to 2.5 Mbps, 640 by 480 pixels, 30 frames per sec., Simple Profile with AAC-LC audio up to 160 Kbps, 48 kHz, stereo audio in .m4v, .mp4, and .mov file formats.
My point was that you don't need to make more than one file for both the Web and the iPod.

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