Pittsburgh Penguins overall regular season standings
05-06 - 29th - DNQ
06-07 - 10th - Lost in first round
07-08 - 4th - Lost in cup final
08-09 - 8th - won cup
09-10 - 8th - lost in second round
10-11 - 4th - lost in first round
11-12 - 4th - lost in first round
12-13 - 2nd - lost in ECF
13-14 - 6th - lost in second round
14-15 - 15th - lost in first round
15-16 - 4th - won cup
16-17 - 2nd - won cup
17-18 - 10th - lost in second round
18-19 - 9th - lost in first round
19-20 - 7th - lost in first round
20-21 - 5th - lost in first round
21-22 - 12th - lost in first round
22-23 - 19th - DNQ
Vs Oilers
15-16 - 29th - DNQ
16-17 - 8th - lost in second round
17-18 - 23rd - DNQ
18-19 - 25th - DNQ
19-20 - 12th - lost in first round
20-21 - 11th - lost in first round
21-22 - 11th - lost in third round
22-23 - 6th - lost in second round
Generally a team that finishes top 10 in the league is considered a cup contender. Since 05-06, only the 2012 kings (13), and the 19 blues (13) have won without finishing inside the top 10. Never has Crosby led a team outside the top 10 to even a series win.
By my count, Crosbys teams have finished top 10 - *fourteen* - times in his career, and top 5 *seven* times, while Mcdavid has had only 2 top ten and zero top 5 finishes.
The further these thought exercises get into McDavids career, the sillier they become and the sillier they will look in hindsight.