Big Bossman Entertainment

Big Bossman Entertainment Karaoke and DJ services Big Bossman Entertainment provides high quality karaoke and Dj services for local establishments in Colorado Springs and Fountain.

We are available for private shows and weddings as well. Please contact for pricing and scheduling.

06/16/2024

Happy Father’s Day!

If you are looking for an earlier start time, check out the VFW Post 6461 in Fountain! Open to the public! Come early fo...
05/31/2024

If you are looking for an earlier start time, check out the VFW Post 6461 in Fountain! Open to the public! Come early for Friday dinner and stay for a good time! Karaoke starts at 6:30 🎤🎶🎵🇺🇸

03/16/2024

Well I’m going to be hosting at the C'MON INN tonight from 9-1, so come sing some songs with me!

You know where I'll be tonight! Open to the public! Come see me🎤😁🥰1830
02/16/2024

You know where I'll be tonight! Open to the public! Come see me🎤😁🥰1830

02/16/2024

Rest in Peace Mark White. Let us honor Mark by continuing his work by supporting all the amazing local artists we have here in the Springs and spreading love and kindness wherever we go.

Karaoke tonight from 9-1 hosted by DJ Baloo!
02/14/2024

Karaoke tonight from 9-1 hosted by DJ Baloo!

$4 PINT WEDNESDAYS AT RHINOS
Every week while you're enjoying karaoke, any pint you order is only $4. That's a deal that no one can match! It starts at 9pm, and goes until last call happens right here at Rhino's SportsandSpirits! Your favorite neighborhood bar.


02/09/2024

Wow, what an incredible day filled with so much love and positivity! A huge thank you to each and every one of my amazing friends and family members who took the time to wish me a happy birthday yesterday. I'm beyond grateful for your thoughtfulness and kind words. Special thanks to my beautiful wife Meghan and our wonderful kids Travis, Dakota, and Andrew for making my day even more special. And to all the fantastic people at The Whiskey Pony, DeMarcus, the staff at Tony’s, Rob and my friends at PEAK 31 at Union Station, Thank You for creating such unforgettable memories last night! If anyone is interested in joining me tonight, I will be hosting another exciting gathering at The Control Room tonight.

01/14/2024

Come join us tonight for karaoke!

Cleats Bar and Grill

12/31/2023

NYE 2024 at The Control Room
Happy Hour all night long!
Karaoke at 9pm
Smash Bro Tourney on the Big Screen at 8:30pm
80's & 90's Themed
Free Midnight Champagne Toast!

12/12/2023

I am looking to hire another Kj. Dm me for details.

Guess who’s running the show tonight?! ME!! Y’all better come see me! Big Bossman Entertainment
12/01/2023

Guess who’s running the show tonight?! ME!! Y’all better come see me! Big Bossman Entertainment

11/28/2023

Retro Arcade Bar with awesome craft drinks, alcoholic slushies, great handmade pizza & cool burgers!

11/21/2023

We have had a lot of messages about our schedule this week. So here it is.

Tuesday
Bloom Ultralounge Dj Baloo 8:30-12:30
Peak 31 @ Union Station Kj Rob 9-1
Colorado Sports Fanatics Kj Phil 9-1

Wednesday
Rhinos Kj Jason 9-1
The Control Room Kj DeMarcus 9-1
Peak 31 @ Union Station Kj Rob 9-1
Cleats West Kj Phil 8-12

Thursday (Thanksgiving)
Tony’s Dj Baloo 9-1
Peak 31 @ Union Station Kj Rob 9-1

Friday
The Control Room Kj Jason 9-1
Colorado Sports Fanatics Kj Phil 9-1
Peak 31 @ Union Station Kj Rob 9-1
The C’mon Inn Kj Lil Red 9-1

Saturday
Good Company Kj DeMarcus 9-1
Cleats West Kj Jason 9-1
Peak 31 @ Union Station Kj Rob 9-1

Sunday
Colorado Sports Fanatics Kj Phil 9-1
Peak 31 @ Union Station Kj Jason 9-1

Have a great week and a Happy Thanksgiving!

Karaoke tonight from 9-1Hosted by Jason$10 burger and beer special!
11/02/2023

Karaoke tonight from 9-1
Hosted by Jason
$10 burger and beer special!

10/24/2023

It’s going to be a party this Friday!

Retro Arcade Bar with awesome craft drinks, alcoholic slushies, great handmade pizza & cool burgers!

The Big Bossman is back and hosting at Rhinos tonight! Come join us for some great karaoke! Oh and Tony Danza, he is the...
10/19/2023

The Big Bossman is back and hosting at Rhinos tonight! Come join us for some great karaoke! Oh and Tony Danza, he is the boss.

09/08/2023

Three great shows tonight

Dj Baloo is at Tony’s Downtown from 9-1

Demarcus is at The Control Room 9-1

Jason is at PEAK 31 at Union Station 9-1

Come sing with us!

09/02/2023

We have some great shows all over the Springs for you tonight.

In no particular order

PEAK 31 at Union Station 9-1 hosted by kj Rob

The C’mon Inn 9-1 hosted by DJ Baloo

Good Company 9-1 hosted by kj DeMarcus

Cleats West 9-1 hosted by Jason

Have a great Labor Day weekend!

08/30/2023

We’ve got three great shows for you tonight!

Dj Baloo is hosting in Bloom from 8:30 to 12:30

DJ superman is hosting at Union Station from 9 to 1

And Jason is hosting at Colorado Sports Fanatics from 9 to 1.

Come, see us for some great karaoke tonight!

08/27/2023

Come, sing some songs tonight!

From south to north

Dj Baloo is hosting at the C’Mon Inn from 9 to 1

Rob is hosting it Peak 31 at Union Station from 9 to 1

Jason is hosting at Cleats West from 9 to 1

DeMarcus is hosting at Good company from 9 to 1

Come, have some fun!

08/23/2023

Tonight we have 3 great shows for you!

From South to North

Bloom Ultra Lounge from 8:30-12:30 hosted by DJ Baloo

PEAK 31 at Union Station 9-1 hosted by Rob

As well as a brand new show!!!!

Sports Fanatics from 9-1 hosted by Jason! Come check out any of our shows tonight for a GREAT karaoke experience!

It’s a beautiful evening in the Springs!If you’re looking for karaoke tonight, we got you covered!From North to South De...
08/20/2023

It’s a beautiful evening in the Springs!

If you’re looking for karaoke tonight, we got you covered!
From North to South
DeMarcus is gonna be a Good Company
Jason is going to be at Cleats West
Rob will be at Union Station
Nate is down at the C’mon Inn for our friends in Fountain.

All shows run from 9-1 or later
(Good Company will start after the UFC fight)

Stay tuned we have some brand new shows coming soon!!!

Karaoke Uptairs at IVP at The Beach House from 8-11 tonight. The weather is finally clearing up and karaoke is rocking!
08/03/2023

Karaoke Uptairs at IVP at The Beach House from 8-11 tonight. The weather is finally clearing up and karaoke is rocking!

It’s almost time! Go see Kj DeMarcus at Rhinos tonight from 9-1!
08/03/2023

It’s almost time! Go see Kj DeMarcus at Rhinos tonight from 9-1!

Perfect weather for some karaoke upstairs! 8-11! Hosted by Jason!
07/27/2023

Perfect weather for some karaoke upstairs! 8-11! Hosted by Jason!

Karaoke at Rhino’s tonight hosted by DeMarcus! 9-1
07/27/2023

Karaoke at Rhino’s tonight hosted by DeMarcus! 9-1

Come sing with us at Rhinos tonight!
07/19/2023

Come sing with us at Rhinos tonight!

Tonight and every night at Peak 31!
06/14/2023

Tonight and every night at Peak 31!

Join us for Karaoke Night at Peak 31! 🎶✨
Unleash your inner superstar, enjoy good music, and savor great food all in one place!

Don't miss the fun! 🌟🎵

05/28/2023

No Sunday Funday karaoke today. We will be back at it next week.

Jason is hosting from 2-6 go see him! It’s a family friendly show so you can even bring the kiddos!
05/21/2023

Jason is hosting from 2-6 go see him! It’s a family friendly show so you can even bring the kiddos!

Thank you Shades of the Blues Band for bringing that sweet sound last night as we kicked off our Local Live Music season! Y'all were GREAT! Today bring the family and everyone can sing us a song on this beautiful Sunday Funday! Tuna Melts, Chicken N' Dumpling soup, $4 Bloodys, $4 Mimosas and a couple YUMMY desserts (along with our full menu) are all ready to be served! See y'all soon!

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Colorado Springs, CO

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