Thanks for taking the time and putting in the effort to lay it all out like this. I would expect the Oilers to lose at the very least to San Jose and and once to Vegas though given recent history and given the Oilers don't have the horses to hang with those teams. So Scenarios 3 and 4 aren't really realistic IMO, and a more realistic Scenario 2 would have the Oilers record as 10-2-0 or 9-1-2.
Regardless though, the likelihood of them making the playoffs is low, and even lower after last night. Even if they make the playoffs the best case scenario is they face the Flames in the first round and beat them (which would be awesome) and then likely lose in the second round to Vegas or San Jose because the Oilers don't match up well against those teams. Making the playoffs won't fix the weaknesses on the roster that limit this team from developing into a contender. Best way to address that is building through the draft, so my brain says, "Losing for a better draft pick is still sadly, years into this rebuild, better long term (assuming they can pick correctly)," while my heart says, "But if they can just win this next game, maybe..." Really it's like the problem gambler's mentality.