I also think that we'll get the Kaito flashback later on in the series. My guess is that they'll show it when Gon passes his exam and returns home with Killua. This would be the best opportunity to see the flashback in detail and not rushed just like the first episode of the reboot.
Yeah that's possible. Seeing how Kite is in the silhouette he most likely is in the series at a latter point.
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Looks like the pace is two chapters per episode
By Episode 15 (end of the first box set of the original) We should be on Chapter 30.
By Episode 30 (end of the second box set of the original) we should be on Chapter 60
By Episode 45 (end of the third box set of the original) we should be on Chapter 90
I think it said 45 episodes are guaranteed. But there's likely to be more.
So by Episode 62 (end of the Fourth Box Set and original tv series) we'll be on Chapter 124
By Episode 70 (end of the first OVA) we'll be on Chapter 140
By Episode 78 (end of the 2nd OVA) we'll be on Chapter 156
By Episode 92 (end of the 3rd OVA) we'll be on Chapter 184
Which will include just about everything that's been animated before
But hopefully there will be more and so...
Episode 100 Chapter 200
Episode 125 Chapter 250
Episode 150 Chapter 300
Episode 159 Chapter 318
So 159 episodes at two chapters per episode pace takes us to where the manga is now.