Released: 2024
Dwight Yoakam’s collaboration with Post Malone in “I Don’t Know How To Say Goodbye” dives deep into the struggle of letting go. The song captures the pain and confusion of a breakup, where the narrator is at a loss for words and actions to end a relationship. It’s a heart-wrenching tale of love gone astray.
The opening lines reveal the narrator’s inability to say goodbye. It’s not just about words; it’s about the emotional turmoil and confusion that come with ending a relationship. The narrator admits they never learned how to part ways, which suggests a deep-rooted struggle with closure.
As the song progresses, the lyrics reflect on how the relationship lost its way. The phrase “two hearts both went astray” indicates mutual misunderstanding or miscommunication. The narrator is at a loss, unsure of how things fell apart, highlighting the complexity of love and relationships.

The repeated “bang-bang, boom-boom” serves as a metaphor for the emotional chaos and the empty aftermath of a breakup. It’s the sound of a heart breaking, a powerful image of sadness and madness. This imagery paints a vivid picture of the desolation felt after love is lost.
The chorus repeats the theme of not knowing how to say goodbye, emphasizing the narrator’s helplessness. The repetition of “I don’t know how” underscores the deep emotional struggle and the universal difficulty of ending a meaningful relationship.
In the end, the song circles back to the narrator’s admission of not knowing how to say goodbye. This repetition reinforces the central theme of the song, leaving listeners with a lingering sense of unresolved emotion and the haunting reality of love’s end.