would it be possible for you to upload the jpeg here so i can test?
I have never had an issue uploading images as assets…
attached below is an example of both types jpeg and png i uploaded to test…
the max size really depends on your resolution you set for the raspberry pi, these images are 5MB and less, i really dont think size matters to be honest, one of these pictures i uploaded to test was manually enlarged to 4096x3000 pixels and its 5.3MB, remember the pi will play HD videos hundreds of megabytes in size, a tiny 10MB image is nothing for the pi…
i really think there is something else going on that you cant see image, what version of screenly are you running? can you send screenshot of system info?
