Nashville and San Jose were extremely tough teams too.
For us best to play Tampa first, then Carolina 2nd round, Pittsburgh 3rd round and Edmonton/Vancouver in the final. For god's sakes give us an easier path for once please. We deserve it. And Rogers/Sportsnet will have its greatest playoff numbers ever. And they deserve it too for propping up so many crappy terrible market teams.
Okay, I don't remember those teams exclusively, so even if you say Nashville and San Jose were "Tough".
2015 - Chicago vs Tampa - Skill
2016 - Pitt vs San Jose - Skill/Tough (Skill Won)
2017 - Pitt vs Nashville - Skill/Tough (Skill Won)
2018 - Wash vs Vegas - Tough
2019 - Boston vs St Louis - Tough
It's a trend, which will likely swing the other way at some point as well, or it could be random.
The point is recency bias is very obvious for NHL fans.