The blackberry app has not been supported for about a year now. We hope to improve it as we have more available mobile development resources, but for now we are concentrated on iPhone and Android.
I have the same problem. Retrying a few times works most of the time... the app still gives an error along the lines of "uploading picture 1 of 10 FAILED 401" when uploading the pics but despite the error they in fact do show up. Sometimes you need to try several times and/or delete the trip w/o pictures before it works. Extremely annoying...
I hope EveryTrail gets some BB developers very soon.
You are lucky you can even take a picture while Everytrail is running. Locks up my storm 2 requiring a battery pull. All the app is good for is recording and uploading a track. I use it to record my training runs. Regards, Woody