If you accept that it is in a teams best interest to strategically lose - that is, it is to their advantage to lose for the purpose of gaining something - then you have to accept that a non-playoff team also stands to benefit from losing to gain an advantage, which in this case is a higher draft pick.
If you look carefully, you'll notice I never said:
My point is that your If / Then construction posits a connection -- winning teams losing a meaningless games and losing teams losing all year long -- that doesn't exist, at all. Apples and oranges.
And of course your point is not true, because no teams has either "lost all year long", nor come close. In fact, the last place team this season, Columbus, won 29 games. 29 games (or ~35%). So, you cannot conclude that teams that have "losing cultures" lose all their games. The truth is, there will be a team that finishes last, obviously. And unless the team makes serious changes, they are unlikely to improve by much if at all.
But my argument is in fact valid (not debatable) and has elements of truth, because IF you accept that it is okay, for example, for a playoff team to lose X games in order to gain a positional advantage, then it is equally acceptable for a non-playoff team to lose X games to gain a positional advantage.
I know you can use any MP example to show validity, but come on man, I'm not using an example like you did, I'm showing that you cannot say one is acceptable but the other is not. I'm not equating losing 3 games to losing 20. The number would have to be relatively close.
Remember, I didn't say with certainty one way or another that the Sens did or did not lose on purpose, or that Columbus did either.
I personally don't believe anyone wants to lose - that was something suggested by Evan that teams with nothing to gain or lose, i.e. meaningless games, have no motivation to try. So if a clinched playoff team has no reason to try, a team with no chance at playoffs doesn't either.