Personally, I think they should wait until they can make a dual-core 1.5 Ghz Cortex A53 with 1 GB of RAM for $25, which may be possible by 2015, and maybe a quad-core 1.5 Ghz Cortex A53 one with 2 GB of RAM (and perhaps a few extra stuff), for under $50 (I would make it for $40-$45 so the total cost with shipping and whatnot still remains under $50 for most people, instead of going over that price point). A single core Cortex A53 at 1.5 Ghz (its stock clock speed) would be ~5x faster, and also 64-bit. By the way, Cortex A7 and Cortex A53 are both the true successors of the ARM11 CPU RPi is using, and they serve the same markets.
The $25-$50 market, is still probably their best market, since a lot more companies compete at the $100-$200 level.
They are in a great position for volume, so should be able to do better than the current choice that was suboptimal in so may ways. Not clear that the 64 bit stuff will be that cheap soon (plus porting code will take a while) but it depends when they are going to do something. Cheap is important.
My conclusion: The Raspi is slow for serving with dynamic languages. Compiled stuff is fine.