Michael Lehman in

Michael Lehman

Trailblazer · DISC type DI
Advisory Board Member at BOLDIFI® Accredited Executive Microschool for Women Entrepreneurs
📍 Greater Milwaukee, United States

Michael is a C-Level technology leader with over 30 years of experience, specializing in the retail and franchise industries. As the founder of Parachute CIO, he focuses on enterprise cybersecurity, strategic roadmapping, and process automation. Colleagues describe him as a thoughtful, insightful, and humble leader with an MBA from Marquette University.

Outside of his consulting work, Michael is actively engaged in the Wisconsin technology community, participating in groups like the Wisconsin Technology Association and IT Leaders Milwaukee. He is passionate about networking with local professionals and supporting the next generation of entrepreneurs, particularly women in business.

He was a featured keynote speaker on retail technology and cybersecurity at national conferences for TRG Solutions and Fortinet.

Read the full overview →
Experience
40 Years
Current Role
Advisory Board Member
Job Level
Leadership
Location
Greater Milwaukee, United States
Personality Overview

How Michael shows up

Charismatic
Informal
Achievement-Oriented

If they come to believe in your value proposition, they will be your champion. They are not against taking risks and can make tough decisions when required.
 They are charming and can persuade others to support their decisions.

Priorities

Topics Michael cares about

Retail & Franchise Tech
Has over 20 years of experience leading technology for 730+ retail stores and has delivered keynotes on retail insights from the customer perspective.
Enterprise Cybersecurity
A Certified PCI Professional who has led cybersecurity practices, advised AI-powered security startups, and spoken at conferences on securing the future of retail.
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Career

Work history

2-2026
Advisory Board Member
BOLDIFI® Accredited Executive Microschool for Women Entrepreneurs
1-2024 - 12-2025
COO & vCIO Practice Lead
TSR Solutions
11-2021 - 4-2026
Advisory Board Member
Lumeus.ai
8-2021 - 9-2023
Retail Customer Advisory Board Member
Fortinet
1-2021 - 1-2022
Retail Corporate Customer Council Member
Microsoft
In the press

Media appearances

No media yetWe could not find public media appearances for this person.
Education
1988 - 1992
Master of Business Administration (M.B.A.)
Marquette University
1983 - 1987
Bachelor’s Degree
Carroll University
Social presence
in
Behavioral profile

DISC profile (public)

D

Dominance (D)

Dominance (D) reflects how goal and task oriented a person is, and their ability to accomplish results irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition, and success.

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