I sometimes wonder when we ask to know God's will, do we really know what we're asking? Would I be able to receive it? Or is our knowing just overrated? Maybe that's why Jesus told the disciples they could not bear or even understand everything he had to say. (John 16:12) So we do well not to judge our entire lives based on whatever we happen to be feeling or thinking at the moment.
More often than not, we only know the right and true and best by looking back at it. Bearing good fruit from our chosen spiritual practice is one of the best ways to discernment. And the results- doing not just knowing- are equally important. Thy kingdom come, thy will be done on earth as it is in heaven. Remember that the "blessed" of Matthew 25: 31 ff. didn't even know the significance of their actions- they just did God's will.
Faith calls us to discover that in every ending, though we may not have seen it or even chose it at the time, God's grace was there offering us a new beginning in hope and healing. The invitation- and choice to see now what we couldn't at the time- is ours.