Henry was a winger before becoming a striker. You'll never know if you don't try.
thats a very bad comparison. Allow me to explain why i think so :
Excellent SS skillset : Beeing able to get past/away from/trough/around a couple of players on a very small space, after which they'll pass/combine/shoot at goal. You'd need excellent close controll and short dribbels/turning/magic, a burst of pace for about 10 meters, excellent passing and one touch passing and vision, great shot at goal.
Excellent Winger (wide or inside fw) : Beeing able to beat fewer opponents near the side of the field, but get past them and stay past them, be able to dribble at speed and keep a close controll whilst making a burst into space, be able to go wide and get a cross in, or cut in and shoot, pass or combine. You'd need excellent dribbeling and pace+stamina, ability to cross or shoot (inside fw)
Dybala has excellent close controll and trickery to get away from players and a good burst of speed for 15meters max. His sustained speed isnt great, he's good at shielding of the ball for beeing in the middle (you only need to stay on the ball and can bove 360°. He'd be a poor wide player. There his sustained speed is too low, stamina too poor, he'd be muscled off the ball cause of these issues. He'd lose all that good game he has centrally
Pjaca is an example of a good winger. His close controll dribbels arent nearly as good as dybala, but he's amazing at 1v1 or 1v2 take-on's, he's fast and you cant muscle him off the ball, he'll cut inside at pace and agility or go wide and cross, and actually has a decent shot.
He doesnt has the vision and genius a central playmaking cam/ss has.
Beeing able to play 'forward' is completely different. Yeah, no one knows if you can play the position well untill you played there, but you can get an idea on how good a player is at finishing before you try it.
However, while there indeed are alot of things of "you'll never know if you dont try" in this case, its absolutely not the same as with Dybala. Its exceptionally easy to know why he's not suited as a winger.