I wasn't sure about where Think Before Asking fit into the situation since it was a pre-made adventure rather than one Caleb created on his own.
It does lend credit to the idea that two PCs makes for a faster game since Think Before Asking and Wages of Sin where both only two players.
From what I can tell, Caleb's adventures run long because he has fully-realized personalities for every single NPC he creates. His games are a lot more roleplaying-intensive as a result, and so take longer.
When Ross runs games, they're like great television. Self-contained but episodic, with a balance between character development and plot, with pacing as tight as can possibly be.
When Caleb runs games, they're like a great novel. In-depth characters, highly detailed world-building, plot that involves layers of motivations and machinations, with a climactic pacing.
Both are awesome, just different.