Oleg G.

Questioner
DISC Type : c

Founder / CEO at Deepsight

Washington DC-Baltimore Area, United States

Overview

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.

Personality Overview

Cautious & Analytical

Price-Sensitive

Not Easily Convinced

They generally do not appreciate an overfriendly approach and prefer to stay to-the-point.  They are more likely than others to negotiate on pricing and terms. While they don't hesitate to ask questions, they are generally risk-averse and tend to be late adopters.

Topics They Care 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.
Scaling AI Adoption
He is focused on the gap between organizations adopting new AI tools and their readiness to handle the associated security and risk challenges.

Media Appearances

Oleg has no verified media appearances

Work History

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

Education

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

More Information

Social Presence :

Prographics :

Exp : 22 Location : Washington DC-Baltimore Area, United States Job Level : Leadership Designation : Founder / CEO at Deepsight
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Insights For Selling To Oleg

During A Call Or A Meeting

DO's

  • Share as much information as possible regarding your product
  • Emphasize on objective proof of ROI, help them do a thorough evaluation
  • If you have a lower priced product compared to the competition, call out the same

DONT's

  • Don’t overhype the product/pitch, keep it measured
  • Don’t try to be too friendly or informal with them
  • Avoid phrases like ‘do not worry about’, ‘no one compares to’ etc.

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Oleg is

  • Confidence that the product provides ROI, effective pricing and process adherence matter the most to them.

  • Will you ever get a clear answer from Oleg

  • It doesn’t come naturally to them but they can say no if they are not convinced.

Insights For Deal Planning

    How fast (or slow) will Oleg move?

  • They can move at a reasonable pace while making their decisions if they have the necessary information.

  • Can Oleg take some risk or not?

  • They can take some risk if they are confident that they have analyzed the circumstances well.


You And Oleg

Personality Compatibility


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