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Nigger Gravy Train 

1). Originally used by whites in the great depression to describe CCC (Civilian Conservation Corp) jobs i.e. government work relief programs.

2). However, this phrase was 'taken back' by the African American community in the 1980's. Usages were applied to fellow African American employed in lucrative, glamor fields such as professional sports, entertainment, or drug dealing.

3). Unfortunately, this phrase was co-opted by 'the man' in the early years of the new millennium. Specifically by Wall Street traders upon hearing of the first round of financial bailouts. Note - this usage predates the Obama presidency and as such can't be construed as a racist attack on the Obama presidency. Rather, Wall Steet wiggers are 'keeping it real'.
1). Bill's been riding the Nigger Gravy Train out in Yosemite - he's getting three hots and a cot everyday!

2). That bitch Rick James has been riding the Nigger Gravy Train since Super Freak charted.

3). "No matter how much we fuck-up, the government will bail us out. We're big too fail, Biff! We're riding that Nigger Gravy Train!!
Nigger Gravy Train by doc yamamoto November 2, 2009

gravy train 

A job where no work is involved. To get paid for doing nothing. Standing around at work and talking all day.
Look over there, Brian is riding the gravy train again.
gravy train by Mike January 18, 2004
Word of the Day on November 5, 2007

Riding the gravy train

Riding the gravy train is the name of the game. (not to be confused with The Game)
In this context, the game being the life lived by the people in the "industry" with their soulless addiction to pointless materialistic advantages such as money and fame.
So basically if you're "riding the gravy train" you have sold your true self out to the music industry/any other type of corrupt medium for said perks.
Roger Waters in a critical song "Have a cigar" by Pink Floyd :

Come in here dear boy have a cigar you're gonna go far,
You're gonna fly high, you're never gonna die,
You're gonna make it if you try, they're gonna love you.

Well I've always had a deep respect and I mean that most sincerely,
The band is just fantastic that is really what I think,
Oh by the way, which one's Pink?

And did we tell you the name of the game, boy?
We call it "Riding the gravy train".
Riding the gravy train by lisartsy November 2, 2014

Gravy Train Wreck 

When your life is a constant mess, but you have everything given to you anyway.....
Man, her life sure is a mess. But her man still buys her shit. I guess you could call it a " gravy train wreck".
Gravy Train Wreck by Footguy75 August 8, 2020

gravy train with biscuit wheels

In reference to someone's job that is considered to be the "good life" or they do very little for the amount they get paid.
She does absolutely nothing all day and gets paid for it. That is definitely a Gravy Train with Biscuit Wheels.

gravy train 

a very lucrative or rewarding situation or arrangement, likely to
continue for some time.

When the Congressman got elected to the Senate, he knew he was on the gravy train
gravy train by Figleaf23 January 9, 2009