Early game, choose one after a double kill in Bot lane assuming you have enough champion power and health and mana to get it quickly.

Choosing to do both is a lot more risky because it gives their jungle, Mid, and potentially their Bot lane time to show up (+ a possible Teleport from their Top laner). And their Bot lane will have topped up on sustain and bought items assuming they had enough gold which means they will be at an item advantage over your Bot lane.

If it something juicy like an Infernal or Mountain Drake then opt for the Drake. If it is something less interesting...
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