Confidence Man
Jeff Healey Lyrics


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Well, I lost you at the border when you crossed it
Had your number, baby, but I lost it
I know your love was just a flimflam
No, you can't pull the wool over me
'Cause I'm a confidence man

I can talk old ladies out of all of their money
I can talk young girls into calling me honey
You can talk all you want, babe, but I got fast hands, uh-huh
You're a real soft touch, but I'm a confidence man

I know your mother taught you how to bake a cherry pie
And read a book
Your daddy taught you how to tell a lie
And not get shook
Let me tell you something, baby, you better learn
If you're gonna con the con man, you're liable to get burned

Now, now, now, we were stretched out on the floor, baby, it's all elastic
But you stretched it too tight and it snapped like plastic
And the pieces went flying across the badlands
No discouraging word could be heard
'Cause I'm a confidence man

Now, maybe Chicago is where you're bound
But love is a cheap perfume, it hangs around
And you roll the dice, now let the bet stand
No, you can't pull the wool over me
'Cause I'm a confidence man
No, you can't pull the wool over me
'Cause I'm a confidence man




Said, you can't pull the wool over me
'Cause I'm a confidence man

Overall Meaning

Jeff Healey's "Confidence Man" is a song that references the skills of a master manipulator in a relationship. Healey sings about a person who uses charm and manipulation to get what they want from others. The song's lyrics suggest that the singer has been conned by their partner, but they are savvy enough to recognize the game the partner is playing. Healey's strong and emotional vocals match the forcefulness of the lyrics, making the song a powerful anthem for anyone who has been on the receiving end of emotional manipulation.


The lyrics contain a lot of word play and metaphorical language that can be interpreted in different ways. For instance, Healey talks about losing the partner's contact information at the border and uses the imagery of pulling the wool over his eyes to describe the partner's attempts to deceive him. The line "Now, maybe Chicago is where you're bound, but love is a cheap perfume, it hangs around" suggests that the partner is heading for another town, but their manipulative tactics will remain the same. The song is a cautionary tale about the dangers of trusting someone blindly, particularly when they are skilled at emotional manipulation.


Interestingly, "Confidence Man" was written by Healey himself, who was a very talented guitarist, as well as a songwriter and vocalist. He was known for his blues-infused rock music and often played guitar using his lap, rather than holding it vertically. Healey was blind, having lost his sight at the age of one due to a rare form of cancer. However, that never stopped him from pursuing his love of music, and he continued to play and tour until his passing in 2008. "Confidence Man" remains a powerful and memorable expression of his musical legacy.


Line by Line Meaning

Well, I lost you at the border when you crossed it
I lost you when you decided to cross that line in our relationship.


Had your number, baby, but I lost it
I used to know everything about you, but now I've lost touch.


I know your love was just a flimflam
I know that your love for me was insincere and deceptive.


No, you can't pull the wool over me
I can see through your lies and manipulations.


'Cause I'm a confidence man
I am skilled at tricking people and making them believe what I want them to.


I can talk old ladies out of all of their money
I can manipulate and deceive even the most vulnerable people.


I can talk young girls into calling me honey
I can charm and persuade even the most naive people.


You can talk all you want, babe, but I got fast hands, uh-huh
You can try to outsmart me, but I am quick and clever.


You're a real soft touch, but I'm a confidence man
You are too easy to deceive, but I am an expert at trickery.


I know your mother taught you how to bake a cherry pie
I know that you come from a wholesome background and were raised well.


And read a book
You are educated and literate.


Your daddy taught you how to tell a lie
Your father taught you the art of deception.


And not get shook
And how to remain calm and collected while lying.


Let me tell you something, baby, you better learn
Let me warn you, you need to be careful.


If you're gonna con the con man, you're liable to get burned
If you try to deceive someone who is an expert at trickery like me, you will likely face consequences.


Now, now, now, we were stretched out on the floor, baby, it's all elastic
We were enjoying each other's company, but our relationship was flexible and could change at any time.


But you stretched it too tight and it snapped like plastic
You pushed our relationship too far and it broke beyond repair.


And the pieces went flying across the badlands
Our relationship ended badly, and the memories are scattered across our past.


No discouraging word could be heard
Despite the messy end, I am still confident in my abilities and not easily discouraged.


Now, maybe Chicago is where you're bound
You may be moving on to a new city or a new relationship.


But love is a cheap perfume, it hangs around
But the memory of our love lingers long after it's gone.


And you roll the dice, now let the bet stand
You are taking a chance on a new relationship, but you will have to live with the consequences.


No, you can't pull the wool over me
You may try to deceive me again, but I won't fall for it.


'Cause I'm a confidence man
Because that's my game, and I'm not easily beaten at it.




Lyrics © Universal Music Publishing Group
Written by: John Hiatt

Lyrics Licensed & Provided by LyricFind
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Comments from YouTube:

Jumpin' JAKE Flash

Such an awesome guitarist who didn't let his blindness control his life. He's one of my favorite guitarists ever.

TrulygreenSolution

Jeff Healey was an amazing talent, who died too young! Rest in peace, Confidence Man...

Bob Everett

One of the most diversified, incredibly talented, bad ass musicians there ever was! One of the top all time guitarists there ever was! R.I.P. Jeff...your music will forever inspire others and enlighten their hearts as to what a true talent you were.

serenityinside1

well said- i for one heartily agree.

grizzlybexar

Damn right! He played in Austin one night and after their show he went down to 6th St and jammed with some local bands at a few clubs.

Srikantha Aruna

@grizzlybexar
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Lu yuk b .

Jonathan Squires

Tru dat...space cowboy 🤠

Jonathan Squires

In time..Jeff Healey should be recognized as one the best guitarists of recent time

MrLiam1025

One of the greatest guitar solos of all time

Ty Leigh

hell yea it is

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