12/23/2025
We’re all familiar with the kind of sadness that feels unresolvable—the one heavy with self-pity, longing, lack, defeat, or hopelessness. It loops on itself and grows denser, often gathering shame, doubt, fear, and eventually pulling us toward depression. This is unwholesome sadness, the sadness that arises from an inner sense of separation and insecurity.
But when we feel safe and connected—or when we hold ourselves with compassion—sadness transforms. It becomes what I call wholesome grief: an emotion that gathers,
concentrates, and then releases the unwholesome emotions it has absorbed, returning them to the larger field of interconnection.
Wholesome grief doesn’t cripple us; it liberates us. It carries us, again and again, back into equanimity and prepares the heart for forgiveness, insight, or surprising joy. To discern whether you’re experiencing unwholesome sadness or wholesome grief, you can ask yourself: “Will I be okay in the end?”
If the answer is anything other than yes, you’re likely coming from separation and insecurity—and your sadness may have blended with other painful emotions. The remedy is compassion: restoring safety, restoring connection, and allowing sadness to alchemize through the transformative process of wholesome grief. It all depends on how it’s held.
How are you holding your sadness today?