"Message Not Sent" Error When sending picture via text message

I have a Droid 2 and I am unable to send a text with a picture.  I use the phone in the field and need to send images of land with a text message but so far am unable to do so.  I have checked my options settings in My Verizon and do not see anything that may be preventing from doing this function.  It is not a signal strength problem.  Also this is not an intermittent problem.  It just will not send a text with a picture 100% of the time.  Not having a problem with regular texting.  Can anyone help.  Thanks

Thank you community!
Hello dash9,
The community gave great options.  I know the picture messaging is important to your job.  If the community suggestion did not assist I would like to help.  Are you able to send pictures when you are not in the field?  When you are unable to send a picture are you able to access the internet?  Have you successfully sent a mms in this area before?  Please advise me of this information so I may further assist.  Thank you. 

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