McGregor's career began at the age of seven. In 1963 he joined with Ernest Wilson and Peter Austin to form The Clarendonians, and began to record for the legendary Studio One label. Freddie worked with producer Niney The Observer during the late 1970s and early 1980s.
His popularity soared in the early 1980s with the release of "Bobby Bobylon". Other popular hits of Freddie's include "Big Ship", "Push Comes To Shove", "Just Don't Want To Be Lonely" and "I Was Born A Winner"; as well as cover versions of many early reggae standards. He has also worked with producers Junjo Lawes, Linval Thompson and Gussie Clark. McGregor has also toured extensively for many years.
He established the Big Ship Recording Studio, and has produced many artists including Luciano and Mikey Spice. He is a member of the Twelve Tribes organization.
UK singles chart discography
* "Just Don't Want To Be Lonely" (1987) - Chart Number 9
* "That Girl (Groovy Situation)" (1987) - Chart Number 47
I Was Born A Winner
Freddie McGregor Lyrics
Jump to: Overall Meaning ↴ Line by Line Meaning ↴
I - - - I was born a winner
I remember the times
When we used to sit in the park
Holding hands together
I never shoulnd have gone away and left your life like this girl
I though you'd take me back
I - - - I was born a winner (I know I am yes I am)
I - - - I was born a winner
My lonely days and my lonely nights girl
On the outside looking in, dreaming of holding you tight
Wel, I guess I've had my day, you let me go my way
Is me who has to pay, a loser they call me but now I'm a winner
yes I am yes I am
I - - - I was born a winner (I know I am yes I am)
I - - - I was born a winner...
The lyrics in Freddie McGregor's song Born A Winner are a declaration of self-belief and endless resilience. The repetition of the line "I was born a winner" highlights the unequivocal confidence that the singer possesses about their inherent nature as a person who always emerges victorious.
The song starts by describing a reminiscence of a past love, where the two individuals would sit in the park, holding hands. However, the singer went away, and despite thinking that they would be able to get back together, they were too late. The pain of the loss leads the singer to feel like a loser.
However, amidst this heartache, the singer realizes that they were born a winner and thus no setback or obstacle could ever bring them down. The singer acknowledges the lonely days and nights, and the fact that they were on the outside looking in, dreaming of holding their past love tight. However, despite all of that, the singer remains resolute in their belief that they are a winner.
The song, therefore, encapsulates a message of self-affirmation and resilience, reminding the listener never to underestimate themselves, and always believe that they are born champions.
Line by Line Meaning
I was born a winner
I am fully confident in my abilities to succeed in life.
I remember the times
I reminisce on the past when I was once happy with my partner.
When we used to sit in the park
We spent quality time together enjoying each other's company.
Holding hands together
We were connected and shared a strong bond via our tactile touch.
I never should have gone away and left your life like this girl
I regret abandoning my partner and leaving them to carry on without me.
I thought you'd take me back
I had faith that my partner would forgive me and we would reunite.
But I was just a little bit late.
My delay caused me to miss out on the opportunity to reconcile with my partner.
My lonely days and my lonely nights girl
I experienced a lot of emotional pain and sadness in my partner's absence.
On the outside looking in, dreaming of holding you tight
I felt like an outsider and longed to be physically close to my partner again.
Well, I guess I've had my day, you let me go my way
My partner allowed me to leave and pursue my own path without them.
Is me who has to pay, a loser they call me but now I'm a winner
I faced the consequences of my actions which led others to label me as a failure, but I have since overcome the situation and emerged triumphant.
I was born a winner (I know I am yes I am)
I reiterate my self-affirmation that I have the innate ability to succeed.
I was born a winner
I am unapologetic about my belief in my own capabilities to achieve success.
Writer(s): Freddie Mcgregor, Dennis Emanuel Brown
Contributed by Thomas K. Suggest a correction in the comments below.
@Anita-max-wyn
I literally need this song right now. I know I can do it and win, just a matter of time.
@shiloh5199
This jam always sends good vibrations tingling through my entire body and soul. This has to be played on a very good car audio system to get the full effect...whoa!!
@tanyawhittle2862
❤💥💃🏾💃🏾💃🏾🔥🔥🔥🔥
@susanmatthews6926
I will never grow tired of this song. Absolutely loving it
@annemel27
Who is still listening in 2023? 😊
@omoneybags15
Me
@marlondasinger3592
Big up yaself ann
@keymann4732
2024
@keymann4732
23 yrs old and this song means a lot to a juvi🏴☠️‼️
@Victoria-qk3mu
Meeeee ❤