Larry Gilreath

Evaluator
DISC Type : dsc

CEO and Owner at Herf Harmony

Dallas-Fort Worth Metroplex, United States

Overview

Larry Gilreath is a Fractional CTO specializing in EdTech strategy, leveraging over two decades of experience, including 11 years at AWS leading global teams of 200+. Colleagues describe him as a visionary leader adept at building high-performing teams. He holds a BSBA from Creighton University and is an AWS Certified Solutions Architect.

An entrepreneur and self-described introvert, Larry founded Herf Harmony, an AI-powered cigar subscription service. This venture combines his interests in technology and community-building, which began during the pandemic. He is also passionate about music, works as a DJ, and has even taken DJ classes with his son.

He transitioned from a high-powered corporate career at tech giants like AWS and Microsoft to launching his own company.

Personality Overview

Thorough Evaluator

Hard To Convince

Fast But Analytical

They have a unique set of diverse traits where they are decisive and methodical but can sometimes be extra cautious and skeptical  They are not very likely to become strong advocates of your product or service They focus on the results, but can still be quite procedural and analytical about how to get there

Topics They Care About

EdTech Strategy
As a fractional CTO, he helps educational technology startups and institutions architect scalable, student-centered solutions to drive growth and learning outcomes.
AI Personalization
He founded Herf Harmony, a service that uses AI and machine learning to provide personalized cigar recommendations based on user preferences.
Building Global Teams
At AWS, he led a global team of over 200 solution architects across 40 countries, and is praised for his ability to build high-performing teams.

Media Appearances

From Corporate Life to Herf Harmony with Larry Gilreath. Featured in Spotify

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From Corporate Life to Herf Harmony with Larry Gilreath. Featured in YouTube

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Work History

5-2024
CEO and Owner at Herf Harmony
2-2022 - 3-2024
Director, WW SI Partner Leader at Amazon Web Services (AWS)
5-2020 - 2-2022
Head of Solutions Architecture | Global Verticals at Amazon Web Services (AWS) at Amazon Web Services (AWS)
6-2019 - 5-2020
Senior Manager, Specialist SA Globals at Amazon Web Services (AWS)
10-2007 - 9-2012
Technology Specialist at Microsoft

Education

1995 - 1999
BSBA from Creighton University

More Information

Social Presence :

Prographics :

Exp : N/A Location : Dallas-Fort Worth Metroplex, United States Job Level : N/A Designation : CEO and Owner at Herf Harmony
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Insights For Selling To Larry

During A Call Or A Meeting

DO's

  • Help them see both - the ‘big picture’ impact and the ROI of the investment
  • Help them weigh the risks by sharing objective proof points instead of anecdotes and examples
  • Keep a professional, business-like approach; especially if you tend to get informal quickly

DONT's

  • Avoid self-deprecating references or general informality, it could decrease their trust in you
  • Avoid inviting them for any social interactions until you have built some rapport with them
  • Don’t focus on relationship, focus purely on the merit of your product

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Larry is

  • ROI matters the most to them, followed by process and finally proof of results
  • Will you ever get a clear answer from Larry

  • They might hesitate a little, but will go ahead and say no when necessary (or asked)

Insights For Deal Planning

    How fast (or slow) will Larry move?

  • They are unlikely to move very fast, especially when it comes to new products or services
  • Can Larry take some risk or not?

  • They have relatively low risk-appetite and are not very likely to go for something unproven and risky

You And Larry

Personality Compatibility


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