Meaning of "The Road Not Taken" by Shenandoah

The lyrics of "The Road Not Taken" capture the universal theme of regret and the contemplation of what could have been if different choices were made in life. The protagonist seems to be grappling with the idea that the grass is always greener on the other side, questioning if he made the right decisions by not finishing school, not marrying his hometown girlfriend, and living a life full of uncertainties. The song delves into the internal conflict of whether it's worth looking back with regret or moving forward with acceptance of the choices made. The box of pictures not shared with his wife suggests hidden desires and a secret longing for a life that could have been. Ultimately, the song explores the idea that life is a series of choices and the road taken shapes one's destiny, leaving the protagonist pondering the road not taken.