Respectfully so what, except for everything you said might help explain contracts $$, it doesn't matter when you look at teams and Cup competitiveness.
There is no playoff handicap system that adjust for timing of when player contracts are signed, so that doesn't matter other than having cap friendly deals when its the same salary cap ceiling for everyone creates advantages for the earlier contracts.
The fact Crosby carries a $ $8,700,000 and Malkin a $9,500,000 cap and will be for the next 3 years, while Matthews $11.634 mil Tavares $11.0 mil and Marner $10.893 (because of signing) is still a huge competitive advantage for the Pens star players when everyone builds teams built on $81.5 mil max spending and viewing Cup Windows.
Just because Sid has a cap hit of >$2 mil less than any Leaf player above, that doesn't mean Pens don't gain a competitive advantage as a result, just because you can explain why his cap hit is so much less than Leafs.
Boston star top line carries a $19.6 mil cap hit vs Leafs top 3 of over $33.5 mil .. What that means is the free cap space difference created is being used by Boston towards the rest of their supporting cast.. Its a main reason why Boston has 100 points and Leafs have 81 points and are a much stronger competitive team.