Ask HN: Jumping into a market that's already "mature"?

We've got an idea for a simple task list web app. We like to call it a deadline web app. It's a way for employees to stay on task and generate a report of their tasks that have met deadlines, completed before the deadline, and been late on deadlines. The mission is to create quantifiable data each and every task.

The market is flooded with these type of creations, but the spin we are adding to it (the analytics)isn't something that is normally associated with this type of tool.

What are the roadblocks here? Things to keep in mind?