Oleg K.

Sharpshooter
DISC Type : DC

Member at American Marketing Association

United States

Overview

Oleg is a Go-To-Market expert and CMO at Aspect Health, known for scaling companies like AdSkill to $45M in revenue. Described by colleagues as sharp, user-centric, and insightful, he mentors founders at Techstars and holds marketing certifications from The Wharton School.


He serves on the Grand Jury for the Effie Awards, the worlds top marketing honor, and has achieved three successful company exits.

Personality Overview

Rigorous & Demanding

Precise But Practical

Fast But Analytical

They take a lot of pride in personal achievements.  They respond better to strong and respectful interactions. They like to move fast and expect the same from others.

Topics They Care About

Go-To-Market Strategy
He calls himself "The Go-To-Market Guy" and has a proven record of scaling startups from zero to multi-million dollar ARR, demonstrating deep expertise in market entry.
Startup Growth
His career highlights include driving hyper-growth at multiple companies, such as taking AdSkill from $8M to $45M in revenue in two years.
Marketing Efficiency
In his posts, he advocates for focusing on what to "stop doing" in marketing to eliminate wasted effort and improve unit economics, as he did at Aspect Health.

Media Appearances

Oleg has no verified media appearances

Work History

3-2025
Member at American Marketing Association
9-2024
Member at CMO Alliance
3-2024
Chief Marketing Officer at Aspect Health
10-2023
Mentor at Techstars
7-2023 - 3-2025
CMO at AdSkill

Education

2021 - 2022
Marketing Strategy from The Wharton School
2016 - 2017
Executive MBA from Stockholm School of Economics Executive Education

More Information

Social Presence :

Prographics :

Exp : 17 Location : United States Job Level : Leadership Designation : Member at American Marketing Association
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Insights For Selling To Oleg

During A Call Or A Meeting

DO's

  • Get to the point quickly instead of spending time doing small talk
  • Objectively showcase the impact that your product creates
  • Hold your ground without indulging in one-upmanship

DONT's

  • Avoid being a storyteller and don’t try to oversell
  • Don’t focus on process and rules, give the impression of being a ‘gets it done’ person
  • Don't try too hard to forge relationships with them

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Oleg is

  • Conviction around the impact matters the most to them, followed by a sense of achievement and ROI.
  • Will you ever get a clear answer from Oleg

  • If they are not convinced, they will say no without any hesitation.

Insights For Deal Planning

    How fast (or slow) will Oleg move?

  • They can reach decisions fairly quickly if they are convinced.
  • Can Oleg take some risk or not?

  • They don’t mind risks but can be quite binary about them.

You And Oleg

Personality Compatibility


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