North Pole video history: NASA Mike, "our first was in 1999", Explorers Web
"The first live videos from the 90N Pole were done by my NASA team on April 28, 1999 (time and day depending on where we were facing, of course). The first one lasted ~30 minutes. It used the NASA TDRS-F1 satellite, which is geosynchronous and for about two hours it was visible above the horizon at 90N. The maximum elevation was just under 1 degree."