Kanaris Paraskevopoulos

Enthusiast
DISC Type : i

Chief Information Officer at Westland Insurance Group Ltd.

Regina, Saskatchewan, Canada

Overview

Kanaris Paraskevopoulos is a technology and operations veteran with over 20 years of leadership experience. As CIO of Westland Insurance, he leads IT strategy and digital transformation, focusing on data enablement and AI. He holds a degree in Electronic Systems Engineering from the University of Regina and is a recognized contributor to the tech community.

Outside of work, Kanaris is passionate about supporting his community. He actively fundraises for Movember, supporting mens health causes like mental health and cancer prevention. He also dedicates time to mentoring local entrepreneurs on business strategy and technology, helping to foster innovation.

He was recognized in the Public Sector Networks 2023 "Global Top 50 Government Innovators Report" for his dedication to pioneering advancements in public service.

Personality Overview

Non-Confrontational

Consensus Focused

Story Driven

They are more about building relationships than just cutting deals.  Unlike D or C types, they are convinced more by stories and testimonials. They agree with others often, so exercise caution when relying on their word.

Topics They Care About

Digital Transformation
He is leading the digital transformation goals at Westland and previously spearheaded a large business transformation initiative at Saskatchewan Government Insurance (SGI).
Data Enablement & AI
His current role at Westland Insurance specifically focuses on driving data enablement and AI innovation to enhance business strategy and create competitive advantage.
Men's Health
He actively raises funds and awareness for Movember, supporting mental health, suicide prevention, prostate cancer, and testicular cancer research.

Media Appearances

Kanaris Paraskevopoulos, Westland Insurance Group Ltd. Featured in Bloomberg

See Now

Work History

7-2025
Chief Information Officer at Westland Insurance Group Ltd.
4-2022 - 7-2025
Executive Vice President & Chief Digital and Information Officer at Saskatchewan Government Insurance
5-2018 - 4-2022
Vice President, Technology at Saskatchewan Government Insurance
5-2018
Head of Infrastructure and Operations at iQmetrix
Director of Infrastructure at iQmetrix

Education

1995 - 2000
BaSc from University of Regina
Education details unavailable from ACS Athens (American Community Schools)

More Information

Social Presence :

Prographics :

Exp : 9 Location : Regina, Saskatchewan, Canada Job Level : Leadership Designation : Chief Information Officer at Westland Insurance Group Ltd.
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Insights For Selling To Kanaris

During A Call Or A Meeting

DO's

  • Speak from experience about success that the product has seen with other customers
  • Give them the opportunity to lead the conversation where possible
  • Refer to interesting customer testimonials and stress on great customer experience

DONT's

  • Don’t be excessively objective, be like a storyteller with them
  • Avoid overloading them with too much information
  • Don’t be too formal with them, they trust informality more

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Kanaris is

  • Relationships and rapport matter to them, but so does the value of the product.
  • Will you ever get a clear answer from Kanaris

  • They probably won't say no directly.


Insights For Deal Planning

    How fast (or slow) will Kanaris move?

  • They are not the ones to make fast decisions, even while they stay committed.
  • Can Kanaris take some risk or not?

  • If it seems really necessary, they can take small risks.

You And Kanaris

Personality Compatibility


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