Maybe....There's "no need" for a lot of things that happen in combat. Civil War-era rifles could fire three aimed shots per minute--so why did battles last all day? In theory both sides could inflict crippling casualties on each other in sixty seconds, and yet they didn't, perhaps due to human factors. Maybe slingers ran back and forth for the same reason. After all, dodgeball players do the same, and it's not because they can't throw one-handed.
Could be...
So why did...
That is a far cry from "this video shows it is easily accomplished" Bringing up things like Civil War battles dodge ball games doesn't really do anything to advance the conversation.
The *concept* he brings up involves throwing the stone, then somehow getting the cup of the sling into the shield hand, then grabbing a stone with the sling hand, and putting the stone into the cup/shield hand, then grabbing the other end of the sling with the sling hand, then swinging the sling again. All while *still* using the shield as a shield. He never bothered to demonstrate actually doing it (not that he is a trained fighter, but something to show proof of concept would be nice). Instead we get a handwave of ' of course it will work'
I can design a shield that still allows me to wield a polearm or greatsword. Doesn't mean I can still use the shield as a shield anymore.
And it doesn't meant it works within the rules framework. I could also argue that I could use the shield hand for other uses, like holding material components, or making Somatic motions, or use it to hold onto a polearm, or use it to climb a cliff, or whatever else you normally need a 'free hand' for.