How about...

"Birth School Work Death" by the Godfathers
"She Works Hard for the Money" by Donna Summer (note: I hate that song)
"Working for the Weekend" by Loverboy (kinda played out, but still apropos)

I'm sure I'll think of more as soon as I submit this comment. How many do you need total? That's a fun game!

Not "work" in the title, but "Proletariat Blues" by the Blue Scholars.

We also have "Minimum Wage" by They Might Be Giants

"Working in a Coal Mine" by Devo
"Work Work Work" by the Rakes
"Finest Worksong" by R.E.M.
"Will Work for Food" by The Halo Benders ...

"Supermodel (You'd Better Work!)" by RuPaul. BLAMMO!

you better work ( cover girl )
work it girl ( give a twirl )
do your thing on the runway

work ( supermodel... )
you better work it, girl ( ...of the world )
wet your lips and make love to the camera

work, turn to the left
work, now turn to the right
work, sashay shante

it don’t matter what you wear
they’re checkin’ out your savior faire
and it don’t matter what you do
cause everything looks good on you ...supermodel

you better work ( cover girl )
work it girl ( give a twirl )
do your thing on the runway

work ( supermodel... )
you better work it, girl ( ...of the world )
wet your lips and make love to the camera

work, turn to the left
work, now turn to the right
work, sashay shante

i see your picture everywhere
a million dollar derriere
and when you walked in to the room
you had everybody’s eyes on you ...supermodel

linda=work mama ! naomi=she is fierce ! christy=foxy lady out of sight
cindy=i can feel it ! claudia=sell the garment ! nikki=work the runway, sweetie

i have one thing to say, sashay shante, shante, shante, shante
i have one thing to say, sashay shante, shante, shante, shante

i have one thing to say ...you better work, bitch !

There's this...

"earn enough for us" -- xtc
"workin' for a living" -- huey lewis & the news
"helpless automaton" -- men at work
"step into my office, baby" -- belle & sebastian
"sick day" -- fountains of wayne
"heaven knows i'm miserable now" -- the smiths

Work is a Four-Letter Word
by the Smiths!

I have to say, the best work related song ever:

"Take Stuff From Work" by King Missile, of "Detachable Penis" fame.

How about "When Work is Over" by the Kinks?

"When work is over he likes to hit the bar
And at the boozer we'll have another jar,
Because drinking can help ease the strain
Of his boring occupation,
Dull conversation,
Living by the book
And the rules and regulations."

"Got Me Workin' Day and Night" - Michael Jackson
"St. Monday" - Billy Bragg

This was the final playlist for the day from the whole office:

Working for the Man – Roy Orbison
Everything She Wants – Wham!
Manic Monday – Bangles
Rasberry Beret – Prince
Ice Is Workin’ It – Vanilla Ice
We Can Work It Out – Steve Wonder
Work It Out – Def Leppard
Working Overtime – New Order
Senses Working Overtime – XTC
Car Wash – Rose Royce
Down Under - Men at Work
The Work - I am Robot and Proud
The Get a Job song from Offspring
Get a Job - Sha Na Na
Job - The Therapy Sisters
Yeah Yeah - Bodiroxx feat. Luciana
Tone Loc - Wild Thing
Disney Songs - Whistle While You Work (Snow White And The Seven Dwarfs)
Working Nine To Five Dolly Parton
16 Tons Tennessee Ernie Ford
Do You Love Me - Dirty Dancing
Workin' For A Livin' - Huey Lewis And The News
The Smiths - Work Is A Four Letter Word
Donna Summers - She works hard for the money
Loverboy - Everybody's Working For The Weekend
Finest Worksong - R.E.M.
Your Magic is Working - Of Montreal
The New Workout Plan - Kanye West
This Devil's Workday - Modest Mouse
Work Is a State Function - Palomar
This Is How It Works - TLC
Supermodel (You Better Work) - RuPaul
Work It - Justin Timberlake & Nelly
Work It - Missy Elliott
Honkytonk Badonkadonk - (in the lyrics “workin that money maker”)
Work to Do – Isley Brothers
Takin Care of Business – Bachman Turner Overdrive
Do you want fries with that? – Tim McGraw
Wichita Lineman – Glen Campbell
Honey, I’m Home – Shania
Hard Work – John Handy

Thanks for the help!