Learn how to draw or sculpt or both? The main hurdle to starting Blender is it's odd interface, but it's possible to get comfortable in it in anything from a week to a month depending on how quick of a learner you are. The rest is up to your artistic ability.
+1 on the learn to draw/sculpt for non-obvious. A (skilled) 2d artist with no 3d experience will run rings around any beginning/intermediate 3d artist.
The most significant difference between blender and other modelling tools in its heavy use of shortcut keys. Just learn all of the important keys and it should be fine.
What would be the best, non-obvious, perhaps non-googlable, path?