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I use about 10 annotations to produce my map. Every single one has been created separately using Tiled Labels to Annotation. I am using ArcGIS Desktop 10.3

Is there a way to find the annotations that overlap each other?

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    if there is only 10 what prevent you to visually check for overlap – J.R Jun 4 '18 at 9:07
  • Probably 10 annotation feature classes with lots of labels in each. – BERA Jun 4 '18 at 10:24
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Convert each annotation to polygons:

arcpy.FeatureOutlineMasks_cartography("AnnoB", ..method="EXACT")

Merge them together and intersect with single input. Picture below shows annotations by black and blue, their intersection shown by red:

enter image description here

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