The song "I'm Always On A Mountain When I Fall" by Merle Haggard is about a person who has faced many setbacks and failures in their life. The person has almost been a winner multiple times but has always found themselves back where they started from. Losing has become a way of life for them. The protagonist expresses their frustration and disappointment with their constant failures. The person then meets someone who they think will change their luck, and they start to believe that their luck has finally changed. However, the person they met decides to leave them, and they find themselves in the same situation again. The protagonist then realizes that their luck is always bad, and they always end up on a mountain when they fall. The theme of the song revolves around the idea of resilience in the face of adversity. It highlights the struggle of a person who tries hard but fails, but they keep on going despite all odds. The song also talks about the importance of hope, even when everything seems to be going against you. It is a beautiful song that portrays the emotions of someone who has faced a lot of struggles in life.