Jason Bailey

Enigma

DISC Type : idc

Information Security Manager at YA Group

Fort Mitchell, Kentucky, United States

Overview

Jason Bailey is a technology leader with 27 years of experience in information security, engineering, and project management. He has managed global teams and business-critical infrastructure at companies like Amazon and AWS, overseeing project portfolios exceeding $100 million annually. He holds a Bachelors Degree from Western Governors University.

Following a significant tenure at Amazon, Jason took a sabbatical focused on health and well-being, which involved spending time outdoors. His recommendations frequently highlight his abilities as an empowering and influential leader who is a pleasure to work with, and he is described as being confident, precise, and detail-oriented.

Unique fact: Jason is a co-inventor on a patent for a system that uses network location to automatically trigger security workflows and disable access for lost or stolen devices.

Personality Overview

Persuasive & Assertive

Hard To Convince

Challenger

They are generally strong communicators and are not easy to convince. They can sound friendly and charming but can quickly change gears to become inquisitive and probing They are likely to ask many questions and look heavily for supporting proof as well as information.

Topics They Care About

Information Security

His entire career, including his current role at YA Group and previous leadership positions at AWS, has been focused on information and application security.

Infrastructure Engineering

At Amazon, he managed a team of engineers responsible for designing and deploying the global data center infrastructure across thousands of locations in 50 countries.

Outdoor Activities

He recently took a career break for health and well-being, describing it as time spent "playing in the woods," indicating a passion for nature and the outdoors.

Information Security: His entire career, including his current role at YA Group and previous leadership positions at AWS, has been focused on information and application security.

Infrastructure Engineering: At Amazon, he managed a team of engineers responsible for designing and deploying the global data center infrastructure across thousands of locations in 50 countries.

Outdoor Activities: He recently took a career break for health and well-being, describing it as time spent "playing in the woods," indicating a passion for nature and the outdoors.

Media Appearances

Jason has no verified media appearances

Work History

3-2026

Information Security Manager at YA Group

12-2024 - 2-2026

Health and well-being at Career Break

11-2021 - 12-2024

Manager, Data Center Infrastructure Engineering - Operations Technology at Amazon at Amazon

9-2020 - 11-2021

Manager, Security Engineering - Worldwide Revenue Operations at Amazon Web Services (AWS)

11-2019 - 9-2020

Manager, Security Engineering - Security Partner Engagement at Amazon

Education

2016 - 2017

Bachelor’s Degree from Western Governors University

1998 - 2001

Computer Engineering from University of Cincinnati - College of Engineering and Applied Science

More Information

Social Presence :

Prographics :

Exp : 26 Location : Fort Mitchell, Kentucky, United States Job Level : Middle Designation : Information Security Manager at YA Group

<div class="break-inside-avoid"><h1 class="sect-head" style="display:inline-flex; align-items:center"><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="DISC profile is one of the most popular behavioral assessment frameworks in use. It is especially useful in understanding workplace behavior and how different people approach similar situations differently.">DISC Profile : Jason's Key Traits </div></h1><div class="disc_main personality_container" style="display: flex;align-items: center;justify-content: center;"><figure class="highcharts-figure"> <div class="frrole_circle_label" style="position: absolute;top: calc(50% - 67.5px);left: calc(50% - 66.5px);">idc</div> <div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Dominance(D) reflects how goal and task oriented a person is and her ability to accomplish results, irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition and success and can be described as direct, demanding and strong willed." style="position: absolute;top: -4%;left: calc(50% - 20px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff;background: linear-gradient(360deg, #f1828d, #d2527f); height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:1">D</div><div class="disclabel1" data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Influence(I) reflects the degree to which a person prefers to work by influencing or persuading others. Those scoring high tend to be people oriented, are motivated by social recognition and building relationships and can be described as warm and enthusiastic in general." style="position: absolute;right: 5%;top: calc(50% - 20px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff;background: linear-gradient(270deg, #fad859, #f7ca18); height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:1">I</div><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Steadiness(S) reflects the degree to which a person is likely to focus on cooperation, support and taking everyone along. Those scoring high tend to be consistent and calm, are excited about the opportunity to collaborate and partner and could sometimes be indecisive or overly accommodating." style="position: absolute;bottom: -4%;left: calc(50% - 20px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(180deg, #b7f4d8, #66cc99);height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:1">S</div><div class="disclabel2" data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Calculativeness(C) reflects the degree to which a person is likely to be cautious, systematic and analytical. Those scoring high tend to emphasise quality and accuracy, enjoy showing off their expertise or challenging assumptions but can sometimes overanalyze things and be overcritical." style="position: absolute;left: 5%;top: calc(50% - 20px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(90deg, #848ccf, #524eb7);height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:1">C</div><div style="position: absolute;top: calc(50% - 106.5px);left: calc(50% - 106.5px);border-radius:50%;border: 1.5px dotted #c8c6c6;padding:105px"></div><div style="position: absolute;top: calc(50% - 135.5px);left: calc(50% - 135.5px);border-radius:50%;border: 1.5px dotted #c8c6c6;padding:133px"></div> <div id="disc_container"></div> </figure><div class="row traits-row" style="position: relative;width:70%;justify-content:flex-end;margin-right:10px"><div class="personality-cards col-md-10"><div class="personality-head">Influence</div>Influence(I) reflects the degree to which a person prefers to work by influencing or persuading others. Those scoring high tend to be people oriented, are motivated by social recognition and building relationships and can be described as warm and enthusiastic in general.</div><div class="personality-cards col-md-10"><div class="personality-head">Dominance</div>Dominance(D) reflects how goal and task oriented a person is and her ability to accomplish results, irrespective of how demanding the circumstances might be. Those scoring high tend to be motivated by winning, competition and success and can be described as direct, demanding and strong willed.</div><div class="personality-cards col-md-10"><div class="personality-head">Calculativeness</div>Calculativeness(C) reflects the degree to which a person is likely to be cautious, systematic and analytical. Those scoring high tend to emphasise quality and accuracy, enjoy showing off their expertise or challenging assumptions but can sometimes overanalyze things and be overcritical.</div></div></div></div><div class="break-inside-avoid"><h1 class="sect-head" style="display:inline-flex; align-items:center"><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="OCEAN personality assessment, or Big 5 personality traits model, is the second most well-known behavioral assessment framework after MBTI. It provides a holistic way of understanding how people are and what to expect of them.">OCEAN Profile : Jason's Key Traits </div></h1><div class="ocean_main personality_container" style="display: flex;align-items: center;justify-content: center;"><figure class="highcharts-figure"> <div class="frrole_circle_label" style="position: absolute;top: calc(50% - 67.5px);left: calc(50% - 66.5px);">ace</div> <div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Openness(O) reflects the degree of intellectual curiosity, a desire to seek new experiences and a preference for novelty and variety. Those scoring high tend to be inventive, curious and open to trying new things whereas those scoring low tend to be consistent, cautious and more realistic in their approach." style="position: absolute;top: -7%;left: calc(50% - 12px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(90deg, #963694, rgb(175,79,173));height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:0.72">O</div><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Conscientiousness(C) reflects the degree of self-discipline, focus on doing things in a planned manner and acting dutifully. Those scoring high are usually efficient, organized and focused whereas those scoring low tend to be easy-going, spontaneous and unreliable at times." style="position: absolute;right: 4%;top: calc(50% - 70px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(180deg, #f15a22, rgb(255,115,59));height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:0.72">C</div><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Extraversion(E) reflects the degree of assertiveness, sociability that an individual exhibits. People scoring high on extraversion tend to be outgoing, energetic and talkative whereas those scoring tend to be reserved, quiet and thoughtful, especially in social settings." style="position: absolute;bottom: 3%;left: calc(50% - -93px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(270deg, #bf55ec, rgb(216,110,255));height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:0.72">E</div><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Agreeableness(A) reflects the degree of compassion, cooperation and general friendliness in a person. Those scoring high are mostly even-tempered, pleasant and easy to convince whereas those scoring low tend to challenge and question things and are likely to have a contrarian attitude." style="position: absolute;left: 17%;top: calc(50% - -127px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(360deg, #be5683, rgb(215,111,156));height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:0.72">A</div><div data-toggle="tooltip" data-placement="bottom" title="" data-original-title="Emotional Stability(ES) refers to the degree to which one can experience unpleasant emotions like anger, anxiety etc. easily. Those scoring high tend to be calm, stable and are not perturbed easily whereas those scoring low can be passionate, excitable and have low impulse control, especially under stressful circumstances. (Emotional Stability is same as Neuroticism rated on a reverse scale)" style="position: absolute;left: 5%;top: calc(50% - 70px);z-index: 2;cursor: pointer; border-radius: 50%; color:#fff; background: linear-gradient(360deg, #f62459, rgb(255,61,114));height: 30px;width: 30px;font-size: 14px;align-items: center;justify-content: center;display: flex;font-weight: bold;opacity:0.72">N</div><div style="position: absolute;top: calc(50% - 106.5px);left: calc(50% - 106.5px);border-radius:50%;border: 1.5px dotted #c8c6c6;padding:105px"></div><div style="position: absolute;top: calc(50% - 135.5px);left: calc(50% - 135.5px);border-radius:50%;border: 1.5px dotted #c8c6c6;padding:133px"></div> <div id="ocean_container"></div> </figure><div class="row traits-row" style="position: relative;width:70%;justify-content:flex-end;margin-right:10px"><div class="personality-cards col-md-10"><div class="personality-head">Agreeableness</div>Agreeableness(A) reflects the degree of compassion, cooperation and general friendliness in a person. Those scoring high are mostly even-tempered, pleasant and easy to convince whereas those scoring low tend to challenge and question things and are likely to have a contrarian attitude.</div><div class="personality-cards col-md-10"><div class="personality-head">Conscientiousness</div>Conscientiousness(C) reflects the degree of self-discipline, focus on doing things in a planned manner and acting dutifully. Those scoring high are usually efficient, organized and focused whereas those scoring low tend to be easy-going, spontaneous and unreliable at times.</div><div class="personality-cards col-md-10"><div class="personality-head">Extraversion</div>Extraversion(E) reflects the degree of assertiveness, sociability that an individual exhibits. People scoring high on extraversion tend to be outgoing, energetic and talkative whereas those scoring tend to be reserved, quiet and thoughtful, especially in social settings.</div></div></div><hr class="divider-hr" style="margin-bottom:20px"></div>

Jason Bailey

Information Security Manager at YA Group

Fort Mitchell, Kentucky, United States

Overview

Personality Overview

Topics They Care About

Media Appearances

Work History

Education

More Information

Social Presence :

Prographics :

Share

Insights For Selling To Jason

During A Call Or A Meeting

When Cold Calling

Pattern Interrupt: Informal style, where you are talking in a friendly & casual manner, with a big smile on makes them want to speak to you.

Pace: Don't be too fast or too slow, stay in the middle. Sound like a 'brings happiness to others' person.

Tone: Speak with high energy and in a personal manner, as if you have met a friend suddenly after a long time.

Tactics To Win: Giving social proof, personal rapport, usage of superlatives, repeating their name.

Mistakes To Avoid: Information overload, use of negations

Making The Ask: Use positivity and/or humor to make the ask. It appeals to them, as if you are bringing a cheer to their day. (Avoid doing this with Dominant or Calculative types)

Subconscious Driver: They are driven by emotion more than any other type. Hence a proposition that excites them will immediately get their attention.

Greeting: Hey Jason, [user_fname] here at [user_companynamefirsttwowords] calling you this morning/evening!

Opener: Now I know how much people love cold calls, so how about 30 seconds to tell you what I have for you?

Introduction: We have built an AI that predicts exactly what will build a solid relationship with each prospect before you even spend a minute with them.

Ask: Jason, leaders just like you at companies like [abc], [xyz] have been blown away with what they have seen, why don’t we put 15 minutes on your calendar to show you if what I am saying is actually real, yeah?

Close: So morning at around [time] next [tuesday], shall we say? And is it [prospect_email]? Don't want to get that wrong you know!

When Writing An Email

Subject: Exciting, direct

Salutation: No

Greeting: No (Or say something unique)

Emojis/GIFs:

Bullet Points: Could use

Closing Line: Informally state your ask

Complimentary Close: Unique, casual

Tone of Words: Informal, direct

Overall Messaging: Focused on personal achievement

Length of Mail: Short

While Negotiating & Closing

The secret to closing fast with Jason is

Will you ever get a clear answer from Jason

Insights For Deal Planning

How fast (or slow) will Jason move?

Can Jason take some risk or not?

You And Jason

Personality Compatibility

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