Garret Fitzgerald

Trailblazer
DISC Type : DI

Chief Technology Officer at Invision Capital

Chicago, Illinois, United States

Overview

Garret is the Chief Technology Officer at Invision Capital, a private equity firm, where he leads technology strategy and innovation across its portfolio. He has over 15 years of experience driving growth and cost optimization in the industrial and transportation sectors, with deep expertise in M&A, operational restructuring, and digital transformation. He holds an MBA from The University of Chicago Booth School of Business.

As a member of The Economic Club of Chicago, Garret engages with key business and civic leaders, showing a vested interest in the citys public policy and economic future. His professional focus is centered on technologys role in revitalizing middle-market industrial and B2B services companies.

Unique fact: Garret was recognized as an Enterprise Finalist for the 2024 ChicagoCIO ORBIE Awards for his leadership and business value creation through technology.

Personality Overview

Values Relationships

Assertive

Charismatic

They are more likely to accept new and exciting technologies.  They are not against taking risks and can make tough decisions when required.
 They are charming and can persuade others to support their decisions.

Topics They Care About

Technology Transformation
Focuses on replacing legacy systems with modern cloud, AI, and data solutions to optimize operations and slash costs for middle-market industrial companies.
Private Equity Value
Drives value creation across a private equity portfolio by aligning technology strategy, cybersecurity, and AI adoption with business goals.
AI in the Workplace
Believes AI accelerates the journey from junior to senior roles by providing unprecedented access to expertise, guidance, and continuous learning.

Media Appearances

Garret has no verified media appearances

Work History

4-2025
Chief Technology Officer at Invision Capital
5-2024
Founder and Managing Partner at Uprising Solutions
Member at The Economic Club of Chicago
Chief Digital Officer (CDO) and President, Enru Software Solutions at Enru Logistics and Postal Optimization
Group Vice President / Chief Operating Officer, Digital at Wabtec Corporation

Education

Master of Business Administration (MBA) from The University of Chicago Booth School of Business
BSBA from Bucknell University

More Information

Social Presence :

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Exp : 1 Location : Chicago, Illinois, United States Job Level : Leadership Designation : Chief Technology Officer at Invision Capital
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Insights For Selling To Garret

During A Call Or A Meeting

DO's

  • Use phrases like ‘your decision will’, ‘you will impact’ etc.
  • Keep your pitch focused on the impact but nurture the relationship too
  • Display high self-confidence and expect them to have a strong personality.

DONT's

  • Don’t hesitate from asking questions or pushing them, but take a friendly approach
  • Don’t hesitate from asking them how they truly feel about your product
  • Avoid unnecessary negativity or slowness

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Garret is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Garret

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Garret move?

  • They can make decisions quickly if they develop trust in you and conviction in the product.
  • Can Garret take some risk or not?

  • If necessary, they will be ready to take risks.

You And Garret

Personality Compatibility


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