converjon
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Content aware cropping mode
It may be nice to have a look at https://github.com/jwagner/smartcrop.js and determine if that is a good candidate for a new cropping mode (in addition to the aoi_auto crop mode).
I just stumbled over the lib and wanted to propose it here, too. Seems to be a good solution for the problem.
Although it requires a canvas object. The CLI https://github.com/jwagner/smartcrop-cli uses node-canvas, which depends on cairo and require a C++ compile environment for installation, see https://github.com/Automattic/node-canvas
Thus in mind, the cropping mode should be optional, since a compile environment on a server is some sort of bad practice.