Get another opinion about this, but here's my thoughts:
Don't do the initial month free. The mainstream market needs to spend their money and feel like they're getting an equal value in return. The word 'Free', for whatever reason, is associated with 'zero' value.
From the description you've given, I'd say your value is probably greater than your asking price...
Give the third month free, instead of the first and increase your pricing appropriately for any future improvements.
Fyrflygrl!