Oleg G. in

Oleg G.

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Founder / CEO at Deepsight
📍 Washington DC-Baltimore Area, United States

Oleg is a CEO and CISO with over 15 years of experience at the intersection of business and cybersecurity. He specializes in building security programs from the ground up, leading incident response, and aligning with global standards like NIST and ISO. People he has worked with describe him as bright, hard-working, and having high integrity.

He is a certified Lead Auditor for ISO/IEC 42001: 2023, focusing on the governance and oversight of Artificial Intelligence management systems.

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Experience
22 Years
Current Role
Founder / CEO
Job Level
Leadership
Location
Washington DC-Baltimore Area, United States
Personality Overview

How Oleg shows up

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 Oleg cares about

AI Governance
He recently earned a lead auditor certification for AI management systems (ISO 42001) and writes about the need for oversight as AI moves from experimentation to production.
Cybersecurity Readiness
His experience includes full recovery from ransomware attacks and developing policies and procedures to prepare organizations for unexpected threats.
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Career

Work history

1-2023
Founder / CEO
Deepsight
12-2019 - 3-2022
Cyber Security Consultant (vCISO)
Brazen
9-2019
Angel Investor / CISO
Top Challenger
2-2018
Chief Information Security Officer
Securiport
11-2014 - 2-2018
Director, Information Security & IT Services (vCISO)
Lore Systems
In the press

Media appearances

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Education
2011 - 2013
Computer Science
University of Phoenix
2006 - 2009
Business Administration
Northern Virginia Community College
Social presence
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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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