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Using  Notezilla , can you attach a sticky note on a file in Windows. Say Jpeg file, or video files like avi, mkv, wav, etc. ?
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 Notezilla  shows & hides Windows sticky notes based on the title of the program the file is opened in. 

So, if you open a jpeg file using Windows Photo Gallery and then stick the note to the opened jpeg file then the sticky note will show up every time open the jpeg file in Windows Photo Gallery.

Similar, you can open the avi/mkv/wav file in Windows Media Player and stick the note to the opened file. So every time you open the file, you will see the sticky note.

Watch this short video for more clarity:

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