As Forty9Giants mentioned, odds are you have a pretty good idea who all of the other teams’ keepers are. With that knowledge, you’ll have a pretty clear idea of where their attention will be turned with their first few picks… and therefore what options you’ll have at the 1.09… as well as at the 2.04 (and the 3.09 & 4.04 if you want to do additional homework).
Do a few quick 4-round mock drafts – taking into account other teams keepers (and resulting needs) – and see what scenario typically leads to the best outcome. On the surface getting the 2.01 talent at 4.04 (Demarco) seems the best deal (vs. 1.04 for 1.09), but playing this out as a mock draft will reveal if that’s true.
Basically, it comes down to the big variable of who all of the other teams are keeping… and if you can correctly plan ahead for their keepers, you’ll have a well-informed choice as to who yours should be.