Then I'll Be Smiling
Matt Nathanson Lyrics


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Trailed by a mess
Of masking tape construction paper
And the best of intentions
He tried to patch up every hole as he went
Back and forth and back again
And his friends half full of half concerns
Embarrassed looks and tired words
They burrowed deeper into the ignorant
Little lives they preferred
And he envied their distance
Their lack of concern

He thought,
Once I shed the whole of me
Once I shed the whole of me
Then I'll be smiling
He cursed himself
And his instinct to nurse
Every idea to health
And all of the falls that he'd spent
Trying to coax his name from the mouths
Of success

He thought
Once I shed the whole of me
Once I shed the whole of me
Then I'll be smiling.
They litter me with small awareness!
Then they ask if I'm good enough
They litter me with small awareness




Just to wake me up
Why do the fools wake me up?

Overall Meaning

The song "Then I'll Be Smiling" by Matt Nathanson speaks to the struggles of personal growth and self-discovery. The singer is caught in a cycle of trying to fix everything in his life and constantly striving for success. He is surrounded by friends who are content with a more ignorant and simplified approach to life. This contrast leaves him feeling isolated, envious of their lack of concerns.


The first verse describes how the singer tackles his problems, using masking tape and construction paper to patch up every hole in his life. Despite his best intentions, he constantly falls short, which leads to his self-disappointment. His friends, who are only half concerned about his struggles, keep a distance from him, preferring their simpler lives. The singer becomes envious of their ignorance.


In the chorus, the singer believes that once he sheds his old ways, he will finally be able to find happiness by simply smiling. He curses his instinct to overthink and nurse his ideas to health, which has caused him to fail in trying to achieve success. The second verse is about how the people around him litter him with small awareness, just to wake him up. He becomes frustrated with their constant criticism and the fools who try to hold him back.


Overall, "Then I'll Be Smiling" is a commentary on the destructive nature of overthinking and the struggle to find happiness through personal growth. It encourages listeners to embrace their faults and shed their old habits to find true happiness in themselves.


Line by Line Meaning

Trailed by a mess
Walking away from a mess he made


Of masking tape construction paper
Trying to fix his problems with makeshift solutions


And the best of intentions
Despite his failures, he genuinely tried his best


He tried to patch up every hole as he went
He was proactive in fixing his problems as they arose


Back and forth and back again
He kept trying no matter how many times he failed


And his friends half full of half concerns
His friends weren't fully invested in his problems and only offered half-hearted support and advice


Embarrassed looks and tired words
His friends were worn out and didn't know how to help him anymore


They burrowed deeper into the ignorant
His friends retreated into their own small lives, unable to understand him


Little lives they preferred
His friends were content with their limited existence, unlike him


And he envied their distance
He was envious of their ability to distance themselves from emotional struggles


Their lack of concern
His friends were apathetic and indifferent to his problems


He thought, Once I shed the whole of me
He believed that he needed to change who he was in order to be happy


Then I'll be smiling
He believed that he would be happy once he changed who he was


He cursed himself
He blamed himself for his failures


And his instinct to nurse
His natural desire to try and fix everything


Every idea to health
He tried to develop every idea he had to its full potential


And all of the falls that he'd spent
He had fallen many times while trying to succeed


Trying to coax his name from the mouths
He tried to make a name for himself and be recognized for his accomplishments


Of success
He wanted to achieve success in his endeavors


They litter me with small awareness!
Others criticize him for small mistakes


Then they ask if I'm good enough
Others doubt his ability to succeed


Just to wake me up
They criticize to push him to improve


Why do the fools wake me up?
He is frustrated that people who don't understand him try to give him advice




Lyrics © BMG Rights Management
Written by: MATT NATHANSON

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

@BSokolowski16

Its awesome hearing so many people singing along to one of his "lesser known" songs. It makes me feel good. I can imagine how Matt felt!

@therealface2

Geez I miss this Matt Nathanson.

@sawzaw203

just great music!!! keep playin' on Matt!!

@jazzchic

Then I'll Be Smiling!

@StereOasis93

Anyone here play that can play that bmadd5 chord? It's really throwing me off

@BSokolowski16

The lyrics are actually Litter Me... sorry.