As you might know, I am in the process of transferring my GI Bill benefits to my two sons. The process is outlined on the VA website. I mailed my initial application to the VA on April 29, 2009 to make sure it reached the western office in Muskogee, OK on 1 May, the first day that the window opened. On June 9th I received my Certificate of Eligibility. I received my VA Form 22-1990E in late July, which was the application for transfer of entitlement. I completed that form, and sent it back with a VA Form 21-686C, the declaration of status of dependents.
About a month earlier I filled out the DoD web-form to transfer my benefit to my two sons. I received confirmation of the transfer about a week later.
I spoke to the Veterans' Affairs officer at my son's college, since his enrollment must be verified by the university before the VA begins making payments. I asked him about the bill I received that requested payment on August 15th. He advised me to delay making the payment until this was accomplished. I am reluctant to do this, however, since I hate missing a due date.
I'll keep posting regarding my progress. I am likely one of the first 15o,000 or so to get enrolled in the program, so I feel like a trailblazer.