One thing that Connect IQ really needs is a plugin API that allows better interaction with the Connect application on the phone. This would be far and above what I could serve up with JSON, it would need to allow me to configure my app and serve the data in the format my watch app could read.
For example, say I wanted to create an app that displays an RSS feed. RSS isn't JSON, thus Connect IQ doesn't provide a way to read it directly. You would have to either create a web page to serve the data or write an app in iOS and Android to interact with it. Most likely an indie developer would write the app for their current phone, personally I would write for an app for iOS. However, this wouldn't be a very exciting app on the phone because my intention would be to support my watch and there are already lots of RSS readers out there that are much better than anything I would write
OTOH, if Connect had a way to allow us to write plugins that would work on any platform, perhaps in something like MonkeyC but interpreted by the Connect app on any platform it supports, I could write a plugin to serve the data to my watch without the overhead of releasing a full iOS and Android app into the store. I could also prompt for anything else needed like userid, password, and any app-specific requirements, in this case it would need to know which feeds to monitor.
I'm just wondering if Apple would allow such an app in the store. They have previously rejected anything that acts as an interpreter such as a C64 app that allowed you to get to the command line. They might not accept an app that allowed plugins to run other apps that feed data to a watch that isn't theirs.
