Kelsey Gilbert-Kreiling

Commander
DISC Type : D

Founder at Eventually Ticketing

Greater Chicago Area, United States

Overview

Kelsey is the President and CEO of Week of the Website, a Squarespace Enterprise Implementation Partner she founded. An author and creative educator, she wrote "Squarespace from Signup to Launch" and was named to the Inc. 500 Female Founders list. People who have worked with her describe her as creative, professional, and timely.

Outside of work, Kelsey has a strong interest in philanthropy, having co-founded an agency that helped non-profits raise over a million dollars. She holds a Pro Travel Advisor certification, indicating a passion for travel, and was active in student government and her sorority during college.

Interesting fact: Her family has a ritual called "a sacrifice to the pancake gods" to deal with the inevitable first imperfect pancake of a batch.

Personality Overview

Candid & Clear

Strong-Willed

Risk-Taker

They respond better to strong and respectful interactions.  They prefer to be the ones controlling the conversation or defining the terms. They take a lot of pride in personal achievements.

Topics They Care About

Squarespace Expertise
Authored the book "Squarespace from Signup to Launch" and created an advanced course, establishing her as a leading expert and educator on the platform.
Female Entrepreneurship
As the sole owner of a 100% female-led agency and an Inc. 500 Female Founders honoree, she is a prominent voice for empowering women in technology.
Non-Profit Fundraising
Co-founded ventures like Presence Agency and Virtual Gala Resource to help non-profits and foundations bring their fundraising initiatives online and raise significant funds.

Media Appearances

Kelsey has no verified media appearances

Work History

1-2026
Founder at Eventually Ticketing
4-2025
President at Week of the Website
4-2025
Founder & CEO at Week of the Website
11-2022
Author + Creative Educator at By Kelsey GK
4-2020 - 3-2022
Co-Founder at Virtual Gala Resource

Education

2008 - 2011
B.A. from Columbia College Chicago
2006 - 2008
Fine Arts and International Relations from Knox College

More Information

Social Presence :

Prographics :

Exp : 15 Location : Greater Chicago Area, United States Job Level : Leadership Designation : Founder at Eventually Ticketing
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Insights For Selling To Kelsey

During A Call Or A Meeting

DO's

  • Be respectful but crisp
  • When negotiating terms, help them build an impression that they are the ones calling the shots
  • Hold your ground without indulging in one-upmanship

DONT's

  • Avoid being too verbose
  • Don’t take too much time in sending them information if they ask for any
  • Don't try too hard to forge relationships with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kelsey is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Kelsey

  • If they are not convinced, they will say no without any hesitation.

Insights For Deal Planning

    How fast (or slow) will Kelsey move?

  • They can reach decisions fairly quickly if they are convinced.
  • Can Kelsey take some risk or not?

  • They don’t mind risks but can be quite binary about them.

You And Kelsey

Personality Compatibility


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