Crop images with the idea of leaving some "space".
If the image is 600x400 and the rectangle found is 200x100, crop the rectangle (if position x is in range of image.x and position y is in range of image.y) + 5% on each side

Currently, the timestamp for cached images is terrible and has no way of actually tracking if the timestamp is correct or not.

Change this by using a file system (check file for cached images instead of checking the length of a list). Then when reading that file, pass the timestamp saved next to each image name to the post request.

file.txt
-- inside file.txt
---> "image1.png", timestamp: "2015..."
---> "image2.jpg"..."

images /
-> image1.png
-> image2.jpg

Ensure that logs are cleared after a 24 hour cycle and uploaded to the server for caching

The problem with the pi is setting up wifi and debugging problems.
What if we could develop a web console which would host itself on localhost. We can run a DHCP service from the eth port and anything connecting to it can view a web console OR we can design a java fx application for communication to the pi.

I'm thinking of the larger scope of installing and debugging a pi when there are like 4000 of these bad boys across the country. We can even secure it with an internal cryptographic function and use the pi's mac address in the algorithm, generating a key which won't be seen. So if a technician works on the pi, he uses our software only, locked onto a laptop stripped down to only run that software.