My favorite insight about Lent came from a total stranger.
Someone had offered him cookies, and he said, "No thank you--I gave up sweets for Lent. So I'll just say, 'Thank you, Jesus.'"
Lent is also, of course, about disciplining the will. But in addition, if every time I do my Lenten penance, I remember and am grateful for the sacrifice of Jesus on the cross, then it will be a fruitful Lent.