Dorothea Henderson in

Dorothea Henderson

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Chief Information Technology Officer at Brown & Brown
📍 Annapolis, Maryland, United States

Dorothea Henderson is the Chief Information Technology Officer at Brown & Brown, where she applies a global perspective to technology and business operations. Her career includes leadership in both revenue-generating and CTO roles, giving her a unique view on leveraging technology for growth. People who have worked with her describe her as "wicked smart," "incredibly effective," and "talented."

She has a demonstrated interest in the aerospace industry, having served as a Vice President at Collins Aerospace and following companies like Honeywell Aerospace and Boeing. Dorothea is also a recognized leader, honored as one of Modern Healthcares Leading Women and a recipient of the "Women Worth Watching" award.

She was once advised to "get comfortable with being uncomfortable," a principle she has embraced throughout her career.

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Experience
28 Years
Current Role
Chief Information Technology Officer
Job Level
Leadership
Location
Annapolis, Maryland, United States
Personality Overview

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Communication Style
Decision Approach
Work Preference

Behavioral traits and communication patterns that shape how this person evaluates opportunities, builds trust, and makes decisions in professional settings.

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Priorities

Topics Dorothea cares about

AI-First Strategy
Is actively leading Brown & Brown's "AI-first journey," building a business-led, technology-enabled foundation with partners like Anthropic, McKinsey, and Accenture.
Data-Driven Business
Believes that "data IS the business" and is focused on hiring a Chief Data Officer to accelerate the company's next growth phase through data transformation.
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Career

Work history

2-2026
Chief Information Technology Officer
Brown & Brown
5-2022 - 2-2026
Chief Digital Information Officer (CDIO)
CareFirst BlueCross BlueShield
10-2021 - 5-2022
Vice President, IT Operations & Cloud Engineering
CareFirst BlueCross BlueShield
8-2019 - 10-2021
Vice President, Business Aviation & Digital Solutions
Collins Aerospace
8-2018 - 8-2019
Vice President, Core Technology Services
Boston Scientific
In the press

Media appearances

Brown & Brown announces appointment of Dorothea (Dori) Henderson as chief information technology officer. Featured in GlobeNewswire
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Education
1989 - 1993
B.S.
Penn State University
Social presence
in
Behavioral profile

DISC profile (public)

DISC behavioral profile

Dominance, influence, steadiness, and calculativeness scores with guidance on how this person prefers to communicate and decide.

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