So, Tampa legit had regression with that same core, going from the finals to the eastern conference finals to missing the playoffs and then back to the conference finals and then got swept in the first round.
The only narrative people are comparing when it comes to Toronto and Tampa is every year that Tampa had disappointing seasons, they didn't trade there talented core because of a disappointing season. They continued to try and build around them and try to win the cup. That's what fans are trying to say about this team, and I understand they haven't won a series but I don't buy because you won a few rounds your season was successful, go listen to the Vegas presser with Lehner after losing to MTL and listen to him say anytime you don't win the Stanley Cup you have failed.
Toronto could make it to the conference finals and lose next season and we would all be sitting here not happy trying to trade one of the core members for the hell of it. I'll keep saying anytime you don't win the cup in general the season was a failure, winning a couple of rounds doesn't make your season successful but that doesn't mean you go out and trade the talent you have because you are "disappointed" you keep trying to build around the core and win, whether thats by drafting a gem or signing / trading for players to fill around the talent of your team. Exactly what Tampa did
I follow Tampa Bay as my second team and I can you the Lightning didn't keep the "same core." When you see long haulers like Stamkos and Hedman and maybe Killorn, those are the last men standing from a team that evolved a lot under Yzerman and Brisebois over the past 10 years.
In net, they went from Dwayne Roloson on the Cinderella 2011 ECF run to getting Ben Bishop for Cory Conacher, who was a young up and coming winger for a brief amount of time. The next year they missed the playoffs and also traded a top 4 defenseman in Kyle Quincey to Detroit for the Andrei Vasilevskiy pick and set themselves up for two starting goalie changes over the next decade.
They also bought out Vincent Lecavalier at the age of 32-33 because his contract was just going to run forever and block them from doing anything. They traded Marty St. Louis who was still in his prime over the Olympic team selection fiasco. Maybe there's a parallel there with Tavares, maybe not, but they did make massive changes to their older core.
In terms of moving out youth, Jonathan Drouin was their highest pick since Hedman and Stamkos in 2013. They ended up trading him for Mikhail Sergachev in 2017 to improve their defense. Teddy Purcell was a roughly Zach Hyman level outer core member. They traded him.
All the while they kept getting better because they drafted Palat, Kucherov, Cirelli and Point and signed guys like Johnson and Gourde. At least two of those guys are better than Stamkos. To use a comparison we would have to be drafting guys in high volume who are in some cases as good or if not better than Matthews, Marner and Nylander.
There's no real equivalency between Toronto and Tampa Bay other than on the most superficial levels that ew both have flashy forwards and wear blue and white. Their build took a very long time, involved massive core changing moves and they had some setbacks but very early on they had a pillar on defense and a couple of blue chip options in goal. They also drafted at an unreal level which we have not done.