This is a tad harsh. First of all, Winnipeg is a good team, a team that was finally healthy and a very worthy playoff team that is far better than the play in Hawks so no, I don't think the Oilers "should" have beaten them. This was a very even, coin flip matchup like I and some others said before the series when some posters were dismissing the Jets because of the meaningless regular season head to head.
Second of all, three of the games went to OT and the first game which didn't get to OT was territorially owned by the Oilers. It was a sweep but it could have easily been a sweep the other way. Of course that's not what happened but it's not like the Oilers weren't right there with them. In fact, I'd say that outside of the 1st period in Game 2 and the final 8 minutes of Game 3 that the Oilers carried a lot of the play, they just lacked the finishers that the Jets have.
Finally, this is a flawed roster. Just look at who the Jets are rolling out as secondary forwards compared to the Oilers. I think this team had limited potential so I never expected much of a long playoff run from these guys. It was THIS close to being a completely different outcome. It's disappointing, it sucks and there are some things they, including Tippett, could have done better but to keep this in perspective relative to roster quality, it was a pretty successful season. Now Holland needs to do his job and add some real quality to this roster so next season and beyond can be really successful seasons. Next season should mark the beginning of Cup contention or at least a big step in the right direction.