Even if you could transfer them to the correct directory with the correct name, the PSP does not have software that will decrypt the .tivo file. Also the file size will be huge. You're better off getting it on a desktop PC, converting and shrinking it for PSP.
Big hard drives! Actually some folks archive into other formats and/or offload onto DVD without visibly/audibly impacting quality. I believe Justin Thyme is a DivX proponent with a terabyte-sized library. I don't archive much, so I don't have a whole lot of suggestions - I grab the occasional show for the road - reducing the resolution as I convert the video type/compression.
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