We learned at a young age that if you want something done right, do it yourself. So we did.

Which Side Digital is an all-in-one digital marketing co-op that came out of a couple upstart marketing and design professionals asking themselves: “Why not?”

meet the team

COLTON COLGLAZIER

Founding Partner

Colton Colglazier is a Founding Partner and the Creative Director of WSD. With over a decade of professional design experience, he leads creative operations with energy — from engaging web & ad experiences to standout brand identities.

Fun fact: He twice creative directed the best performing digital ad campaigns in the DCCC for the 2022 and 2024 cycle!

But that’s not all. Colton has conquered more than just the design world! From running with the bulls in Pamplona, to lacing up hiking boots to journey the Appalachian Trail. When not setting trends in design, he can be found hiking or woodworking.

In short, he blends art, adventure, and a dash of humor to bring fresh, unforgettable ideas to life!

josh willis

Founding Partner

Josh Willis is a Digital Political Strategist with 10 years of experience in campaigning and organizing. He has been active in the political sphere since high school, and worked on his first campaign at 16 years old.
 
Josh is a trained educator, and he enjoys using his skills and type-A nature to bring order to the general chaos of political work. Outside work, you can usually find Josh on a mountain with his phone set to Do Not Disturb.

jenna becker

Jenna Becker is a Designer & UX Specialist at Which Side with 3 years of experience in design. She holds a master’s degree in User Experience Design from Arizona State University.

Jenna has a passion for creating user-centered web designs and has worked on countless websites for WSD. Outside of work, Jenna enjoys gaming, working out, and spending time with her cat Nash.

rosalyn stuart

Rosalyn Stuart is a Designer & Consultant at Which Side.

our start

From humble beginnings working on the ground on startup campaigns in Illinois, our team set out with a goal of delivering game-changing work to disrupt the political space. We quickly grew as a result of our efforts and landed in Alaska, where we helped an underdog candidate flip the state’s House of Representatives seat for the first time in nearly 50 years.

Director of Design, Colton,
With Mary Peltola's Campaign

Production Manager, Josh, with
fellow campaign organizers
on Election Day 2016.

political roots

Our intitial successess have driven us to push the envelope on every project we find ourselves a part of. We got into the political world out of a want to make real change in people’s lives, and we’ve successfully done just that. We’ve worked to create a better experience for our clients than they’re used to in the space, all while catching the eyes of every person who comes across out work.

where we are now

Now, Which Side enters its third year of bolstering campaigns, businesses, and everything in between with bold design, strategic messaging, and a fresh approach. We take pride in seeing our clients succeed and are always thrilled to watch them soar to new heights.

Director of Design, Colton,
With the ASDC

Our story doesn’t end here, but enough about us – this is where your story begins.

Book a free meeting today to discover where our partnership can take you.

company timeline

april

2022

Which Side Digital Founded

may

2022

PROJECT START

Junaid Ahmed Campaign

WSD worked with Junaid on advertising, branding, print media, social media, and web design.

august

2022

PROJECT START

Mary Peltola Campaign

WSD worked with Peltola on ad design, digital organizing, print media, social media, and web design.

december

2022

PROJECT START

Spink Landscapers

WSD worked with the Alaska Democrats on branding and social media.

january

2023

PROJECT START

Campaign In A Box

WSD worked with the Alaska Democrats on branding, media, and web design.

ferbruary

2023

PROJECT START

Alaska Democrats

WSD worked with the Alaska Democrats on branding, print media, and web design.

ferbruary

2024

rebrand

Mary Peltola Campaign

WSD worked with the Alaska Democrats on branding, print media, and web design.

march

2024

launched

Supply Drop Program

WSD Launches Supply Drop Program for Small Campaigns.

june

2024

launched

Email Fundraising Program

WSD Launches Email Fundraising Program.

june

2024

PROJECT START

Ben Alke Campaign

WSD worked with Ben Alke on fundraising, graphic design, and web design.

october

2024

advertising campaign

Alaska Democrats

WSD worked with the Alaska Democrats 2024 Coordinated Campaign on advertising and voter turnout.

MARCH

2025

PROJECT START

Hawaii Democrats

WSD worked with the Hawaii Democrats on branding and website design.