The one problem with a mindset like this is sure, Dickinson doesn't fill the biggest need for any organization of the top of your head, but I think he will be the best LHD or maybe even defense prospect in general by any team that took him.
Using the team you reference;
Anaheim has Mintyukov and Zellwegger on the left, but Dickinson is much more defensive.
Chicago has Korchinski, but Dickinson is way better than Kaiser, and would stabilize that left side moving forward.
Any team would be happy to add a capable 20+min per game defensive stout. Hence why Silayev is also ranked so high.
I can see Dickinson potentially being that player that slips despite being the second, third or fourth favorite guy for a lot of clubs. They'll all want Dickinson but have someone else they're wild about.
That and as you were discussing, LD could be significantly more crowded for several teams in a row. Don't forget Vlasic in Chicago, who I hear has shown some promise as a shutdown defender.
Clubs are indeed chronically short on strong defenders but many of them have the idea that the top 10 of the draft is not the best place to get them. Maybe that's not really true though, looking at how high Silayev has placed in Mckenzie's list.
It's unlikely the SENS take a LD considering Levshunov, Silayev and Parekh are all projected top ten and RD is such a glaring need.
Silayev is also LD.
Looking at Ottawa's needs for strong defenders, I don't think a wild offensive D like Parekh would be what they're looking for. Levshunov is also quite raw and messy but has the size that I think might appeal in Ottawa. Yakemchuk is another big RD, who if you believe Pronman, will get picked high. I think he should. But he's a total cowboy, I'm not sure if that will interest Ottawa, which already has plenty of talent but not enough substance.
I actually could see Dickinson being appealing to Ottawa for that reason, but you might need an exit plan with Chabot to make room. By my eye, Dickinson should be ready soon.