I largely agree with this. If Ole gets us 2nd and wins a trophy, then by all means, the board should reward him with a new contract. That would be progress, which is what we all want, ending in a PL title next season.
However, you mention our tough CL group, and while we were screwed over a bit, if we had won the EL last season, we’d have taken Sevilla’s place in the exact group Chelsea had with Rennes and Krasnodar (obviously Chelsea would be out too as you can’t have two English teams in the same group). That was a failing on Ole’s part, and this season’s competition, with Ajax and Arsenal instead of Inter and Sevilla still remaining, is not any easier.
It’s massive that we win the EL this season, not just to show clear progress from last season, but to get an easier CL group which we can top as well. We got a tough draw this year partly because we messed up against Sevilla last season, while Sevilla (and Chelsea) breezed through their group.