Did My Best Lyrics – Jay Montana

Meaning of ‘Did My Best’ Lyrics Explained

Intro Meaning:
The opening sets a tired but honest mood. He’s letting the listener know right away that he put real effort into something important, but it didn’t turn out how he hoped. There’s a sense of cutting himself off mid-thought, like he’s already accepted the disappointment and doesn’t need to overexplain it.

Chorus Meaning:
Here he talks about giving everything he had and choosing not to break down over the outcome. He admits his life isn’t perfect and that he has his own problems, so he avoids judging others. He shows a soft side by mentioning his close bond with his mother, while also explaining how easily he can cut people off to protect his peace. Trust and loyalty matter to him, especially in friendships, but when the connection feels wrong, he won’t fake it. When someone tries to come back into his life, it stirs old feelings and almost pulls him back in, even though he knows better.

Verse Meaning:
In this part, he describes his grind and mindset in detail. Even with money and status, he still moves like he has nothing, staying hungry and alert. He helps others and stays ready for conflict, showing how rough his environment is. Relationships feel temporary and transactional, and he makes it clear he won’t tolerate drama or disrespect. He talks about expensive items he barely gets to enjoy because he’s always working. There’s also a strong sense of danger and survival, as he stays armed and cautious, never fully relaxed. Beneath all that toughness, there’s frustration about people not being there when it really matters, and a feeling that money and generosity don’t bring the fulfillment people expect.

Chorus Meaning:
When the hook returns, it hits harder because of everything he just shared. He reinforces the idea that he tried his hardest and has no regrets about his effort. He again balances confidence with self-awareness, knowing his life is chaotic but still standing firm in who he is. The back-and-forth between cutting someone off and almost letting them back in shows how difficult it is for him to fully detach from the past, especially when emotions resurface.

Outro Meaning:
The ending lingers on that moment of weakness where he almost gets pulled back into something familiar. It fades out with a quiet realization that even when you know better, old connections can still have power over you.