My tiny nitpicky thing w/ the 'proving wrong' mentality is I think it's more productive for prospects to try to prove their teams 'right'.
I think the JT/Strome Toronto connection will be good (Strome is also a Marlies alumni - and his younger brother, Dylan, who I anticipate will be a 1st round pick next year, also played for the Marlies - a year behind Josh - so he probably has already encountered the family).
FYI...I don't think Ho-Sang's problem is drive or work ethic - I think it's more getting his mind wrapped around the idea that not only does he need to improve (which, I think he gets) but that people who point out his deficiencies aren't just 'haters' who don't get his skill level (which seems obvious, but also isn't automatically easy when you're 16, 17, 18).
Something that isn't discussed much...but that I do think might have jolted Ho-Sang a bit was that for awhile he was being treated as the 'next great thing' to come out of Toronto - including very lofty comparisons. For example, here is an article about him from the Toronto Star (which is the main local paper in Toronto and one of the most widely circulated papers in Canada) profiling him in Oct 2011:
http://www.thestar.com/sports/hockey/2011/10/21/feschuk_toronto_teenager_the_elite_of_the_elite.html
His OHL draft year was the same year that Connor McDavid (who was his Marlies teammate) got exceptional status. Even though McDavid had long been a dominant player - that OHL draft year started out w/ Josh getting the media attention (see the article i linked to) and then, media-wise, he got shunted while everyone started paying attention to McDavid. McDavid's attention was justified - he was that dominant - with that said, these kids are young (14/15 at the time) and they're human beings - and I think it was an unpleasant experience for Ho-Sang to have the 'attention-rug' pulled out from under him while McDavid suddenly got all the attention.
JT is an awesome captain for you - besides the obvious re his skill, accomplishments, character - he's young enough and has such an accessible personality that he's someone who will be very attractive as a 'voice'/interpersonally for younger players...i.e. the type of captain who encourages closeness; is not 'arm's length' with really young players (which, i think, some captains can be). I really think he is a great guy to shove Ho-Sang along.
JT really is the perfect player
(lol can you tell i'm a huge fan?
)
In any event, considering where you drafted Ho-Sang - so matter how he turns out, you can't be faulted and can only be proven right.