Top critical review
Doesn't Do Well With Playlists...Flawed Skill...Do Not Recommend
Reviewed in the United States on July 20, 2019
The instructions are easy to follow, but since I have an extremely large music library, it took awhile for My Media to index everything. So I forgot to link my account, the final step. Alexa instructed me what to do and then the skill worked initially. Too bad this service wasn't available for free with a Prime membership, but given the problems with this skill, I can see why it is not.
My Media has a lot of trouble with Playlists. I have one playlist featuring harp music from my Auntie Ruth that I downloaded from her CD to iTunes. I didn't know the names of two songs, so they are simply as "Track 3" and "Track 7." Alexa will play the first two songs that have titles, but once she gets to the third song titled "Track 3", Echo Dot stops playing altogether. I went to Auntie's Harp playlist in iTunes and changed "Track 3" to "Christmas Song 3." I tried to have Alexa have My Media play the Harp playlist again, Alexa said she could not locate it or was having trouble accessing My Media skill. Apparently when you update something on iTunes, changes are not synchronized with My Media and the playlist has to be reindexed. In checking the Harp playlist on My Media, the old song title was still there ("Track 3"). I tried to see if I could change the song title in My Media to match the song title in iTunes, but there's no feature to do this. I also tried to see if I could reindex just this playlist, but wasn't able to locate a feature to do this. It appears I would have to reindex my entire library.
I have another playlist titled "Halloween." Alexa could not find it, even though "Halloween" is listed in the My Media Console under "Playlists." In checking the song list in "Halloween", all track numbers were listed as "zero" so hence the reason Alexa could not locate it. In checking several playlists, I found the track numbers also listed as "zero" so they're inaccessible. Even though My Media had indicated all my songs/playlists were indexed, the playlists could not be found by Alexa or only 1-2 songs from the playlist were played, then Echo Dot went silent.
I have another large playlist titled "Christmas Music." Alexa could only find via My Media the 7th song on the playlist, "Christmas Glee Volume 3." It played that song but stopped afterwards. In viewing the Christmas playlist in "My Media" console, not all of the songs in the playlist were included from iTunes, and most of the song titles listed had the track number "zero."
I am surmising that My Media cannot handle large music libraries, large-sized MP3 files or large playlists. Some of the songs in my "Christmas Music" playlist are quite large in size; they are song compilations that are 8 hours long. There were other individual Christmas songs in the same playlist that were the usual length (ex: "Miracle Hymn" by Susan Boyle, time 2 min 56 sec) that were marked as track 0 that Alexa could not find and play.
Another strange thing is somehow My Media invokes the sign-in window to my iTunes account. Several of the same sign-in window was on my iMac screen this morning.
While this is a great idea for Echo Dot, this skill does not work very well. Perhaps it might work if you have a few playlists that aren't very long--say, 10-12 songs that is the usual size of a CD. Since this service has a monthly fee, given all the problems with my Playlists, I felt it's not worth keeping and uninstalled this skill.