Skyler Bolks

Sioux Falls, SD

$600 and up

Travels up to 200 miles

Get a free quick quote

Overview

Recently featured in 'Americas Best Bar Comics', Skyler can provide you with a high quality clean show featuring quickwits, strange observations, and stories of Midwestern life.


Reviews

8 reviews

Small thumbnail image for reviewer Claire D.

Claire D.

January 29, 2026

People Still Talk About "That Tall Comedian"

We aren't dancers, so we wanted a comedian for our wedding. People STILL talk about Skyler. I requested a PG13 set and he stayed firmly at or below that cleanliness threshold. Totally appropriate for the young and older folks in attendance, but more importantly - he was genuinely funny. EVERYONE was cracking up. Lots of our wedding guests chatted with Skyler during the reception after his set and told me later that he was a super funny guy off stage, too. When we post online about our wedding on our anniversary, people STILL bring him up almost 10 years later!

Incredibly easy to work with and a genuinely nice, chill guy. Affordable. Adaptable. Funny. Would hire again for literally any event.

Hired as: Stand-Up Comedian


Small thumbnail image for reviewer Jessica S.

Jessica S.

February 16, 2024
Verified review

Funny and original

“Neither rain, nor snow, nor sleet, nor hail shall keep the comedian from his appointed rounds."
Skyler drove 100 miles through a blizzard to make our event. Highly recommend.

Hired as: Stand-Up Comedian


Small thumbnail image for reviewer Wendel K.

Wendel K.

December 11, 2023
Verified review

Skyler was great!

Non stop laughter, we were a small group and the interaction with everyone was great. This was our first comedian for a Christmas Party very much a hit!

Hired as: Stand-Up Comedian


Small thumbnail image for reviewer Brendan G.

Brendan G.

May 3, 2023

Super Funny

Worked with Skylar a few times and always great on stage. Highly recommend and looking forward to working with him again.

Hired as: Comedian, Comedy Show, Stand-Up Comedian


Small thumbnail image for reviewer Sekisui A.

Sekisui A.

December 12, 2022
Verified review

Great for company events

Skyler was very easy to work with. He provided an option for a clean show to meet the needs of our corporate holiday event. He adapted his beginning content towards the group of people he was entertaining. We enjoyed the lighthearted event!

Hired as: Corporate Comedian

Write a review

Booking information

Price range: $600 and up

Gig length: 15 - 90 minutes

About

Skyler Bolks is a towering presence, both on stage and in stature. Standing at 6'7", this former college athlete turned nationally touring comedian brings a unique perspective to everyday Midwestern life through sharp one-liners and hilarious short stories. Skyler has been featured in America’s Best Bar Comics, he's a seven-time “Sioux Falls Funniest Comic” and headlined the 2021 North Iowa Comedy Festival. His comedy career has brought him to 36 states earning him a reputation for consistent, high-quality shows that connect with a wide range of audiences.
Whether you are looking for a squeaky clean show the entire family can enjoy or something a little more adult Skyler can adapt his material to fit any crowd.
Looking for something more interactive? Skyler also hosts Family Feud style games and trivia! Questions can even be customized for your specific group making it a perfect fit for company parties and fundraisers.

(email hidden)
(link hidden)

Past booked events

January 2026

24

Saturday

Christmas Party

7:30pm - 8:30pm

Columbus, NE

December 2025

06

Saturday

Christmas Party

7:00pm - 8:30pm

New Ulm, MN

May 2025

31

Saturday

Restaurant/Bar Event

6:00pm - 6:30pm

Box Elder, SD

April 2024

14

Sunday

Prom/After Prom Party

12:00am - 1:00am

Bloomfield, NE

February 2024

14

Wednesday

Dinner Party

7:30pm - 8:30pm

Hendricks, MN

December 2023

08

Friday

Christmas Party

8:00pm - 8:45pm

Sioux City, IA

April 2023

15

Saturday

Prom/After Prom Party

11:30pm - 12:30am (Sun)

Tyndall, SD

December 2022

10

Saturday

Corporate Event

7:00pm - 8:00pm

Orange City, IA

February 2020

09

Sunday

Christmas Party

6:00pm - 7:00pm

Dakota City, NE

January 2020

16

Thursday

Campus Event

7:00pm - 8:30pm

Mitchell, SD

Setup requirements

A well lit performance space and a PA. No podiums please.

I can provide lights and sound at no extra cost

Check out these featured profiles

Featured

Brent Reed Heavyweight Of Clean Comedy

5.0 (10)
2 Verified bookings

  • Sioux City, IA
  • Comedian
  • $1,500 - $5,000

Rebecca T. said “We invited him over to come perform at our Grower's event and it was a success. Everybody liked him, he had the crowd going and participating!! He was early, talked with the crowd, very nice guy!!... ”
Featured

First Class VIP Entertainment Group

5.0 (14)
Top Performer
24 Verified bookings

  • Omaha, NE
  • Corporate Comedian
  • $1500-$10,000

Luke K. said “Scotty put on a great show! We had about 70 employees from our business that were of all ages and had a great time. Scotty is a very nice guy and very easy to work with, he kept the group laughing... ”
Featured

Kris Covi Comedy

4.87 (14)
22 Verified bookings

  • Omaha, NE
  • Comedian
  • $500 - $2,500

Lisa F. said “Kris was perfect for our crowd of all aged bankers. Our group loved him. He was close to being inappropriate but he never went there! He had just the right mix. I would recommend Kris for any... ”
Featured

Gary Curtis Comedy

5.0 (3)
5 Verified bookings

  • Omaha, NE
  • Stand-Up Comedian
  • $500 and up

Nikolas G. said “Gary and his opener Ben did an excellent job for our group and everybody had a good time! Thanks! ”