When comparing iTunes vs Winyl, the Slant community recommends Winyl for most people. In the question“What are the best audio players for Windows?” Winyl is ranked 10th while iTunes is ranked 23rd. The most important reason people chose Winyl is:
Winyl organizes your library by folder and not by ID3 tags. As such, your library stays organized (as long as your music folders are organized) even if you have incorrect or missing ID3 tags.
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Pros
Pro Can create a playlist based on rules
There is a feature included in iTunes called Smart Playlists that allows the user to create playlists based on criteria such as BPM, Genre, Artist, Album, Plays, Rating, etc.
Pro Can automatically create playlists based on a chosen song
There is a feature called Genius included in iTunes that allows the user to select a song and create a playlist based on that song. It will analyze the music library and choose songs similar in tone to the one chosen.
Pro Syncs across devices
Synchronization of playback information, podcast subscriptions, and settings is possible in iTunes. It can also automatically download purchases made on other devices.
Pro Airplay support
Streaming audio to all Airplay enabled devices within WiFi range is permitted by iTunes. It's also possible to select more than one device to play a song at the same time.
Pro Can auto-import CDs
The user can set up iTunes in such a way that media (from CDs) can be automatically imported once a CD is inserted. This also comes with customizable import settings (bitrate, codec). Additionally, iTunes can automatically fetch track names from the Internet.
Pro Built-in parental controls
iTunes parental controls can be used to deny access to certain parts of iTunes such as podcasts, internet radio, store, or shared libraries, as well as restricting access to media that has a certain rating or warnings.
Pro Can autopull information about songs
Track names and album artwork can be automatically obtained by iTunes.
Pro Sleek interface
The interface of iTunes presents a flat, clean design with playback controls at the top-left, search at the top-right, and a row of ways to categorize available media beneath that. It can also be minimized to take up much less space. The minimized interface is called the Mini Player and it can be set to display on top of all other windows. It's possible to show iTunes on top of all other windows when playing movies as well.
Pro iTunes store has a huge selection of media
The iTunes store offers a huge catalog of videos, songs, and podcasts.
Pro Advanced podcast management
Pro iCloud integration
Pro Internet radio
A music streaming service called Radio is available in iTunes. It creates stations based on chosen genres, songs, or artists and requires Apple ID for access.
Pro Ability to add RSS feeds
The ability to add RSS feeds in iTunes keeps the user informed of the latest web content.
Pro The library is well organized
Winyl organizes your library by folder and not by ID3 tags. As such, your library stays organized (as long as your music folders are organized) even if you have incorrect or missing ID3 tags.
Pro Looks great
Winyl has a beautiful interface with thumbnails for each album (if the art is in the ID tag). If not, you can easily add cover art. It also has a great mini player and that too has cover art.
Pro You can quickly and easily add music
Winyl is designed to be a fast media player with low resource usage, meaning that it takes about 20 minutes to load 67 000 files. This is a pretty good time frame in comparison to some other media players' import times. So for those with a large library, this may be a good choice.
Pro Album view
Shows albums, covers and tracks next to it, like Google Music.
Pro This program uses .cue files to split albums that are in one file
This is a convenient tool for those who may have many albums that are not yet split into separate files for each song.
Cons
Con Heavyweight
With each update, iTunes appears to get bigger and bigger, though adding little more value, especially for the user who just wants to listen to and organize music.
Con Unfortunately required to fully manage iPods
Con Buggy iTunes app
Immediately after the worldwide launch of Apple Music, a new version of iTunes was released (12.2). Many users have reported issues with this release, such as music lists getting mixed up, music having wrong metadata, etc.
Con Duplicates media files
Con Album organization can be fragmented
Songs purchased from the same album at different times will be added as separate albums.
Con Authorization limit
Con It only shows the file name when playing tracks
Winyl cannot display the format or bitrate of the track as it plays. The user must therefore find the file in their library, select it, and go to properties.