Three things to try. First, if you are tall enough, stand under the awning and push up and out on the end of the rolled up awning. If not, when you pull out on the pole, lift up on the arm at the joint. If you pull downward at all, it binds up the sliding joint. Finally, Zip Dee sells some clamp on handles that give you a better angle and grip on the arms.
Also, periodically clean the arms of grit and corrosion. i extend them all the way and rub them with a scotchbrite pad sprayed with silicone lubricant.
"You cannot reason someone out of a position they have not been reasoned into"
Al, K5TAN and Missy, N4RGO
2002 Classic 30 Slideout
2001 Safari 25 RB Twin (Gone, but not forgotten)
2013 Dodge 2500 Laramie 4x4 Megacab Cummins
WBCCI 1322, TAC FL-39, AIR 82265