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3. Doing nothing
Another way Jed Hoyer could truly screw up this trade deadline is by standing pat. I don't think anyone is expecting or wants that to happen, but it certainly could. After all, it looked all but confirmed that Willson Contreras and Ian Happ were going to get moved last year but that did not happen. While that outcome may have been because of other teams, it doesn't change the fact that things could have turned out differently. However, Hoyer is in a position to get some quality prospects at the deadline through the aforementioned Stroman trade as well as a deal involving reliever Michael Fulmer.
If Hoyer does nothing, I don't know how I could look at the deadline and call it a success. We know the Cubs aren't quite ready for a playoff push yet so moving Stroman and Fulmer at the very least needs to happen. Ideally, you would want some near MLB-ready talent in return, but I'm not going to go as far as expecting that kind of return.