Gary Hollingshead

Enigma
DISC Type : dci

Project Manager at eHS - eHealth Saskatchewan

Canada

Overview

A certified Project Management Professional (PMP) with over 20 years of IT experience, primarily within public sector environments. Gary has a proven track record of leading complex projects and holds a Bachelor of Arts from The University of Winnipeg. He has successfully managed teams in healthcare, transportation, and manufacturing.

He has a noted interest in government and public affairs, particularly concerning the province of Saskatchewan and the Government of Canada. His engagement with these topics suggests a passion for regional and national governance, stemming from his extensive work within public crown corporations.

Unique fact: During his time at WCB Saskatchewan, Gary led teams that successfully deployed over 50 distinct web-based Liferay projects.

Personality Overview

Persuasive & Assertive

Friendly Yet Blunt

Fast Follower

They can sound friendly and charming but can quickly change gears to become inquisitive and probing  They are generally strong communicators and are not easy to convince. They are likely to ask many questions and look heavily for supporting proof as well as information.

Topics They Care About

Public Sector IT
Has extensive experience as a Project Manager for crown corporations like eHealth Saskatchewan, Saskatchewan WCB, and Manitoba Liquor and Lotteries.
Healthcare Technology
Managed critical projects at eHealth Saskatchewan, including upgrading the Picture Archive and Communication System (PACS) computers for the Saskatchewan Health Authority.
Liferay Platform
Demonstrated deep expertise by overseeing the deployment of more than 50 web-based Liferay projects during his tenure at WCB Saskatchewan.

Media Appearances

Gary has no verified media appearances

Work History

8-2018 - 12-2019
Project Manager at eHS - eHealth Saskatchewan
5-2015 - 8-2018
Project Manager at Saskatchewan Workers'​ Compensation Board
10-2014 - 5-2015
Self Employed PM Consultant at 176991 Alberta Ltd
2-2014 - 9-2014
Project Manager at Manitoba Liquor and Lotteries
4-2013 - 2-2014
Self Employed PM Consultant at 176991 Alberta Ltd

Education

2010 - 2011
Certificate from RRC Polytech
1989 - 1993
BA from The University of Winnipeg

More Information

Social Presence :

Prographics :

Exp : 6 Location : Canada Job Level : N/A Designation : Project Manager at eHS - eHealth Saskatchewan
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Insights For Selling To Gary

During A Call Or A Meeting

DO's

  • Let them lead the discussion, create opportunities for them to speak if they are not very forthcoming
  • Help them realize that any personal risk in making this decision is far less compared to what the results could mean for them
  • Use a combination of data as well as stories for your pitch, a ppt might not be necessary

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Avoid making offhand commitments, understand the root of their concerns first
  • Don’t rely excessively on your relationship with them to win the deal even if you come to form one

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Gary is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Gary

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Gary move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Gary take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Gary

Personality Compatibility


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