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Just select any of the contest below to get on the Triple M Guest List. Some contests require you to be a 105.5 Triple M Member.   If you're not a Member, sign up now.

Win $1,000,000 With The Million Dollar Vault

Enter for a chance to win $1,000,00 with the Million Dollar Vault.  Just Like us on Facebook and guess the correct vault combination to the Million Dollar Vault. 

Value: $1,000,000
Enter between 9/15 snd 9/26

Fall Into Tickets

It's a Fall Into Tickets weekend on 105.5 Triple M.  Text FALL to 20357 to enter to win tickets to these fall concerts: Pearl Jam, The 1975, Widespread Panic, Ryan Adams and Old Crow Medicine Show.  It's all presented by Potawatomi Hotel and Casino.

Value: $406.50
Enter before 9/22 for a chance to win

Win Tickets To Once & A Romantic Dinner For 2

Text “ONCE” to 20357 to win a pair of tickets to ONCE on Tuesday, October 7th at Overture Hall, Overture Center for the Arts, plus a romantic dinner for two before the show at Brocach Pub and Restaurant on Capitol Square. Brocach will also provide drink tickets for the winning couple to use after the show, so they can enjoy open mic performances by local singer/songwriters.

Quantity: 1 Pair
Value: $200
Winners drawn on 09.29 and notified via text

See Derek Pritzl in Live From Studio M

Another exclusive chance to get on The Triple M Guest list to see an exclusive Live From Studio M performance.  Enter now to see Project M Finalist Derek Pritzl in Live From Studio M on Thursday, September 25th at Noon.  You and a guest will be invited to watch.

Value: Priceless
Enter before 9/23

See Delta Spirit In Live From Studio M

Get on the Triple M Guest List to see Delta Spirit in Live From Studio M on Wednesday, October 15th at Noon.  This is an exclusive chance to get up close and personal with this great Triple M artist.

Value: Priceless
Enter before 10/13

See Justin Townes Earle in Live From Studio M

Enter for your chance to get you and a friend on the Triple M Guest List to see Justin Townes Earle in Live From Studio M on September 24th at Noon!

Value: Priceless
Winners drawn on 09.22

Milio's Monday

It's Milio's Monday on the Radio Deli with Stevi every Monday at Noon!  Win a $50 gift card from Milio's Sandwiches!  Ready. Set. Order.

Quantity: 35 (1 per week)
Value: $50
Winner every Monday on the Radio Deli 05.05-12.29

Win a $50 Floral Arrangement From Metcalfe's Market

Metcalfe's Flowers at Work!  Enter to win a $50 floral arrangement, delivered to you at work from Metcalfe's Floral Studio. Just like Metcalfe's on Facebook and fill out a short form. We'll deliver the flowers to you!

Value: $50
Winners chosen weekly through 12/12/14

Win 4 Super Slice Combos From Rocky's

Listen to Jonathan & Kitty in the Morning at 6:50am for a chance to win lunch for you and THREE friends including Rocky’s Super slice pizza, Italian breadsticks (or 1-trip salad bar) and beverages. Earn more free pizza… join Rocky Rewards at

The latest Earth-Shattering news from Rocky Rococo's is that Meatzilla Pizzas are baaack!!

That's right – Meatzilla II at Rocky's features three pizzas loaded with massive mountains of meat; The Triple Sausage Spectacular, Fiery Buffalo Chicken, and The Meatzilla Meatworks are all specially priced at $15.99 for Large Pan Pizza – that's $4.00 Off!! Plus every week one
of these massive monsters of meat is available every day as a Super Slice Lunch Special.  So get on over to Rocky's for Meatzilla II Pizzas!!

Quantity: 5 per week (Contest runs Every Other Week beginning 03.24)
Value: $28
Winners daily during Jonathan & Kitty in the Morning every other week

Contest Rules

Click here to see general contest rules.

Texting Contests: Message & data rates may apply. Reply STOP to cancel. For Terms & Conditions and Privacy Policy please visit: Message frequency is recurring & varies.

Enter Your Text To Win Code Here

This is an entry form, in case you don't text or you're not into texting, but you still want to enter one of our texting contests.  Just enter the necessary contest info here:

Note: 105.5 Triple M's Short Code is 20357
The contest keyword is a contest specific word we provide.  (Example: Text MUSIC to 20357)

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Like WifeSwap, only different
BandSwap is back in Madison! The Madison Arts Commission is supporting this event, in which bands from different cities change places. This time, a band from Fort Collins, Colorado is heading to Madison, while Sexy Ester from Madison will be hitting...
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World's Worst iPod: Helen Reddy "You and Me Against the World"
We found a perfect song on the iPod for Meteorologist Brian Olson's birthday. Helen Reddy's "You and Me Against the World" was a heartfelt song that was out at the time of his birthday, 40 years ago today. Despite its sentimentality, Brian...
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Are the new Beatles mono remasters on vinyl worth it?
Last week, the Beatles re-released their catalog on vinyl, in mono, the way the Beatles wanted you to hear their music. Is it worth spending 400 dollars or so on the box set, or would it be better to just pick up some of your favorites--for around 22...
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World's Worst iPod: John Denver "Fly Away"
John Denver's "Fly Away" was released in 1975, and made it all the way to #13 on the charts. It wasn't one of his biggest hits, but a lot of folks who were listening this morning sure wanted to hear it. It brought back horrific memories for...
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Worst souvenirs ever?
When most people go on vacation, they usually spend some of the time perusing gift shops, checking out cool souvenirs like snow globes depicting ocean views, miniature spoons, t-shirts, or potpourri and candles. When my boyfriend Mike and I go on...
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We still miss you Stevie Ray Vaughan
It's hard to believe it's been 24 years since we lost Stevie Ray Vaughan in that helicopter crash after a show at Alpine Valley. I've talked to lots of people who were at that concert, which also featured Eric Clapton, Buddy Guy, and...
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World's Worst iPod: Donny Osmond "Soldier of Love"
It's hard to believe that Donny Osmond scored his second biggest solo hit in 1989, but it's true! "Soldier of Love" went all the way to #2 on the charts. When the song was released, the record company was afraid no one would buy a...
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Butch Vig--the actor?
Butch Vig and his pal from Garbage Duke Erikson, Freedy Johnson, and Jay Moran get together every once in a while as "The Know-it-all Boyfriends."  Well they're getting the band back together, and this time they're doing it for a...
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