I vote only do Dare to be Stupid. It's only one song, so it'd be a fast financial goal to hit, and both TAG and the community would benefit, one from seeing roughly how long it takes to hit X benchmark(which will of course vary, but still), and the other seeing roughly how much they'd need to pour into one song and plan accordingly later.
Also, you could flaunt it to other license holders of Weird Al's other material if you really wanted to.

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