Crosby and Ovechkin were not close at all in 2005-2010 other than in hockey media trying to create a rivalry out of nowhere. A better rivalry would be Ovechkin vs. Malkin, at least it was really on in 07/08 and 08/09, they even had some bad blood between them back then, but alas, "two Russians duking it out for the best player in the league" title just does not sell in North America (and of course "a Russian owns the NHL" does not sell either).
So everything was tried to make it look as if Crosby and Ovechkin were close, though Crosby was better only once in those five years (and if you want to call 09/10 a tie, then 12/13 is also a tie, you can't have it both ways).
Even on HFBoards in 10/11 and 11/12 "Crosby is better, but Ovechkin has had a better career" was a consensus opinion, and the first part was largely the recency bias, because nothing Crosby did back then (or actually ever) compares to Ovechkin's 07/08, let alone 2007-2010 (and yep, Ovechkin's start of 09/10 was better than Crosby's start of 10/11).
I don't think it was merely a selling point for the NHL to create that rivalry. Yes, the media pushes things that don't deserve it, we all know this. That being said, there was some truth to the Crosby/Ovechkin rivalry and there always has been. I think the league wanted it to be Gretzky/Lemieux type of thing and it wasn't, but try to find a better player vs. player rivalry in the last generation in the NHL. You can't. Malkin vs. Ovechkin did have some merit too of course. The problem was Malkin didn't have the season to season success that Crosby has. Crosby also started his career the exact same season that Ovechkin did. Malkin, while he did have a good rookie year in 2007 he really didn't hit the same neighbourhood as either of them until 2008. So you've got a couple NHL seasons of Crosby and Ovechkin, and they went back to the World Juniors with that as well.
Ovechkin outpointed Crosby by 4 points in 2006. He wins the Calder fair and square. But the gap in 2007 in favour of Crosby was bigger. In 2008 Crosby was tied for the NHL lead in points when he went down to injury and while Ovechkin did have the better overall season he was bounced out in the first round of the playoffs while Crosby and co. got to the final. 2009 there isn't a huge gap at all. I mean, honestly we are talking about 7 points here and a 0.05 PPG difference in favour of Ovechkin. Throw in the much better postseason by Crosby - at Ovechkin's expense and 2009 is more or less a wash. 2010 Ovechkin probably wins the Hart if he doesn't miss 10 games. He had the edge over Crosby. Not the sort of edge Crosby had on Ovie in 2007, but an edge regardless. However, Ovechkin faltered in the Olympics and Crosby won the Gold while Crosby got a round further in the postseason.
Honestly, what is the difference you are seeing from 2005-'10 here? Everyone had their own preference, but you were hardly worse off if you picked either player. I always prefer the centers who are better playmakers, but like I said these two were about as close over 5 years as they could be. Malkin had a couple years where he was with both of them too.
Hart finishes looked like this:
Crosby - 1, 3, 6, 17, 24
Ovechkin - 1, 1, 2, 6, 22
What is the difference here? Literally the difference is Crosby's injury in 2008 where he finished 17th. Had he played a full season they are virtually the same, and Crosby still had Malkin taking some votes too.
I really don't see how they aren't virtually even their first 5 years in the NHL. I know you don't, but does my analysis change anything for you?
You were asking when did Crosby have two seasons back to back comparable to Ovechkin's 2008 and 2009? I'd say 2013 and 2014 are similar. The highest point total by either of them in their careers is Crosby in 2007. He just got hurt the next year.
The reason I give Crosby the edge from 2010-'14 and why I think he started to create a gap then is because despite him being hurt it coincided with some suspect seasons by Ovechkin. Crosby finished with 66 points in 41 games in 2011, while Ovechkin had a full season and had just 85 and an uncharacteristic 32 goals. In 2012 Crosby played 22 games and had 37 points. Ovechkin had the most bizarre season of his career with 65 points over a full season. Neither got a single Hart vote in 2012, but only one played a full season. 2013 and 2014 it turned into being Crosby's league again. Here are head to head comparisons for those years:
Hart:
Crosby - 1, 2, 20
Ovechkin - 1, 14, 23
Points:
Crosby - 66, 37, 56, 104
Ovechkin - 85, 65, 56, 79
Points per game:
Crosby - 1.61, 1.68, 1.56, 1.30
Ovechkin - 1.08, 0.83, 1.17, 1.01
That's pretty significant isn't it? In those 4 years, despite a TON of missed time about an entire season and a half full, Crosby had just 22 less points. The PPG explains the difference.
Since 2014 there is no way Ovechkin has been the better player. The stats show this to be untrue. The play on the ice does, the success, the Cups, etc. Like I said, in a 12 month span Crosby captured a ton of hardware with two Conn Smythes, two Cups a World Cup MVP and a World Cup. For me, I would say if Ovechkin is to have the better career he has a lot of catching up to do. Not a ton, but at least some.
That's the only argument I can live with: if one places huge weight on the post-season, then Crosby can be viewed as being better than Ovechkin or having had a better career. I think this "coming up big when it matters the most" card is hard to play in Crosby's case, because his gaudy PO stats come primarily from the 1st round, and his SCF numbers are pretty meh (4 goals in 25 games, Jesus H. Christ!), but maybe, probably if someone's #5 and #6 all-time are Richard and Beliveau, and if someone thinks Bossy/Trottier should be top20 all-time because well, 4 Cups in a row, then I can see how such a person can consistently and honestly rank Crosby over Ovechkin.
I would say it is pretty important. All-time rankings suggest this too. The playoffs may not have the same appeal as, say, in the NFL, but it is significantly more important than in baseball for instance. This is why Dionne is lower on most lists. Or Joe Thornton. Or why Yzerman was so revered the second half of his career. Or why Patrick Roy is considered by many to be the best goalie ever. Only the 5 big Oilers, Jagr, Sakic, Hull, Yzerman and Gilmour have more career playoff points than Crosby. If you are a betting man in 5-6 months it will only be Anderson, Kurri, Gretzky and Messier. By the end of his career it is probably only Messier and Gretzky. I think that is pretty significant. This was done much at the expense of Ovechkin, but there were so many other times when Ovechkin didn't play the Pens either.