Hi -
You're correct in your understanding that in falling outside the 6 month period, you will need to pay 50% of the list price for a V2 upgrade.
V2 of NCrunch is aimed for late this year, although the exact date of the release will depend upon a number of factors (i.e. stability, feature completeness, beta testing reception, etc). I'm afraid it isn't possible to commit to the date so far in advance, although I do understand the position of wanting to be included in the 6 months upgrade policy.
The 6 month policy exists out of consideration of those that have bought a license for V1 within a very short period of the next major release, at which point moving to the latest version would effectively be 150% of normal price. It isn't intended in the same manner as a discount or special offer, as someone that purchases a license barely within the 6 month period would still have extensive use of V1 before V2 is available.
So I'm afraid that I cannot guarantee when a purchase will quality for automatic upgrade, all I can suggest is to look for the projected release dates, and plan as you choose to.
Cheers,
Remco