40s & 50s
60s & 70s
80s and 90s
Early 2000s
Late 2000s
100

This song blurred the line between country and mainstream music and was a certified hit for the legendary Johnny Cash 

What is "I'll Walk The Line" by Johnny Cash

100

An R&B diva spells it out on this well respected classic hit 

What is "Respect" by Aretha Franklin 

100

This song from a troubled red-headed mermaid became apart of the Disney world in 1989 and has remained a classic 

What is "Part of Your World" from The Little Mermaid

100

This boy-band classic gave saying goodbye a whole new meaning 

What is "Bye, Bye, Bye"  by NSYNC

100

Don't look too deep for this groundbreaking soundtrack single featuring an unlikely duet between a pop powerhouse and a leading actor 

What is "Shallow" by Lady GaGa and Bradley Cooper 

200

You may have heard this James song before...

What is "I've Heard That Song Before" by Harry James

200

One of the most famous groups of all time triumphs on this inspiring song encouraging listeners to take a sad song and make it better  

What is "Hey Jude" by The Beatles

200

This children's classic straight from the mouth of a purple dinosaur radiates love but is not so loved by all

What is "I Love You" by Barney 

200

The band led by frontman Pat Monahan reached for the Moon and landed on Jupiter with this 2001 chart topper 

What is "Drops of Jupiter" by Train

200

A powerful pop star and leading band vocalist paired up looking for a reason and found themselves a hit with this power ballad

What is "Just Give Me A Reason" by P!NK and Nate Ruess 

300

A classic crooner takes listeners on a journey to the moon in this beloved track 

What is "Fly Me to The Moon" by Frank Sinatra 

300

An American folk rock duo comprised of two male singer-songwriters sing of comfort and building bridges in this classic 1970 power ballad 

What is "Bridge Over Troubled Water" by Simon and Garfunkel

300

This country turned pop hit accompanied a female led movie in 1980 and speaks to struggles in the workplace

What is "9 to 5" by Dolly Parton 

300

'Maybe next time you'll think' before skipping this breakup anthem by American Idol superstar 

What is "Before He Cheats" by Carrie Underwood 

300

This Disney hit was the leading track from what rose to become the biggest animated movie of all time

What is "Let it Go" from Frozen
400

This Christmas classic is bright and filled with joy straight from the mouth of the classic crooner Crosby 

What is "White Christmas" by Bing Crosby 

400

Try to guess this 1968 Haggard hit about teenage rebellion and misunderstanding 

What is "Mama Tried" by Merle Haggard

400

This acoustic pop hit reflected greatness and showed a more authentic side to the pop superstar Michael Jackson  

What is "Man in the Mirror" by Michael Jackson

400

A teenage double life was the center of this 2006 Disney television theme song hit

What is "The Best of Both Worlds" by Hannah Montana 

400

This contemporary Christian song is the longest running number one in the genre and is said to be one of Daigle's best

What is "You Say" by Lauren Daigle 

500

This James track features an unlikely title and a familial instrumentalist 

What is "Green Onions" by Harry James

500

This jazzy classic presents a bold hello! from one of America's music legends and inspired a musical of the same name years later 

What is "Hello, Dolly!" by Louis Armstrong 

500

This track from rock royalty is anything but gibberish and was a radio hit 

What is "Radio GaGa" by Queen 

500

This country hit landed a female country newcomer at the top of the hill and the top of the charts in the year 2000

What is "Breathe" by Faith Hill

500

2020 was a breakout year for a young, new, but familiar artist who debuted with this pop single in July

What is "Young Rush" by Nathan Achilles 

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