"To date" versus "until now"
Solution 1:
"To date" implies that the current state is unchanged from the previous state, while "until now" implies that it has just changed. For instance:
To date, the Foos have never won a game.
Would mean the Foos have not won a game.
Until now, the Foos never won a game.
Would mean that they just won their first game.
Solution 2:
Those expressions could have slightly different meanings especially when talking about finance.
Compare the statements
To date, the fund has grown 25% since the start of the year.
versus
Until now, the fund has grown 25% (since the start of the year?).
To date does a good job of conveying the process of tracking the progress. However, until now seems to imply that the fund's growth rate has changed, thus our second statement implicitly requires further elaboration. Besides, until now and since the start of the year don't go well together.