Cynthia Alsup

Initiator
DISC Type : Di

Chief Sales and Marketing Officer at i2k Connect Inc. an AI company

Houston, Texas, United States

Overview

Cynthia is the Chief Sales and Marketing Officer at i2k Connect, an AI company, bringing over 25 years of leadership in SaaS sales and information governance. A graduate of The University of Texas at Dallas, she was a founding member of Gimmal, which appeared on the Inc. 5000 list for ten consecutive years. Colleagues describe her as a "consummate leader" and "brilliant marketer. "

Outside of her executive role, Cynthia is active in her community, serving on the Board of Directors for Northwest Assistance Ministries. Her creative interests include jewelry making, having purchased and reviewed beading tutorials and bracelet kits online.

Unique fact: She helped build Gimmal from its founding into a nationally recognized fast-growing company for a decade.

Personality Overview

Impact-Oriented

Confident

Conviction Driven

They usually prefer to drive the conversation.  They don’t mind taking a stand if they believe in something. They respond well to objective pitches but also attach some value to relationships.

Topics They Care About

AI in Data Management
Her current role as Chief Sales and Marketing Officer is with i2k Connect, a company specializing in Agentic AI for unstructured information.
Information Governance
A core theme throughout her career, she has led sales for governance solutions at Access, Gimmal, and speaks at industry events like ARMA InfoCon.
SaaS Sales Leadership
Has over 25 years of experience building and leading high-performance sales and marketing teams in the technology sector.

Media Appearances

Cynthia has no verified media appearances

Work History

11-2025
Chief Sales and Marketing Officer at i2k Connect Inc. an AI company
1-2020 - 11-2025
Senior Vice President Information Governance Solutions Sales at Access | Information Management
3-2018 - 1-2020
Vice President Sales and Marketing at Information Governance Solutions, LLC
7-2002 - 1-2018
Senior Vice President of Sales and Marketing at Gimmal
Director of Business Development at Luminant Worldwide

Education

1984 - 1986
BS BA from The University of Texas at Dallas
1976 - 1980
Bachelor of Science Business Administration from Lewisville High School

More Information

Social Presence :

Prographics :

Exp : 23 Location : Houston, Texas, United States Job Level : Leadership Designation : Chief Sales and Marketing Officer at i2k Connect Inc. an AI company

Interested in

Art

Yearbook Artist

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Insights For Selling To Cynthia

During A Call Or A Meeting

DO's

  • Look like someone who is on top of their game
  • Clearly address the competitive aspects
  • Get them to a point where they are ready to bat for your product internally

DONT's

  • Don’t be too verbose or overly friendly; a little bit, however, is fine
  • Don’t be very informal even if they are being so themselves
  • Don’t keep repeating the same information, it could make them impatient

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Cynthia is

  • Belief in the value of the product, relationship and a sense of accomplishment matter the most.
  • Will you ever get a clear answer from Cynthia

  • They are not shy of saying no if they do not develop trust in your product.

Insights For Deal Planning

    How fast (or slow) will Cynthia move?

  • If they develop confidence in your product and you, then they can make fast decisions.
  • Can Cynthia take some risk or not?

  • If necessary, they have the ability to take risky decisions.

You And Cynthia

Personality Compatibility


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