Andrew Roe

Enigma
DISC Type : dic

Senior Security Engineer at NerdWallet

Boulder, Colorado, United States

Overview

Andrew is a multi-faceted engineer and entrepreneur, transitioning from full-stack development to machine learning and now security. He leads Sythe Labs as CEO in LLM penetration testing and co-founded Naked Denver, showcasing his diverse expertise. He holds certifications in Advanced Kubernetes and as an AWS Cloud Practitioner.

Outside of his primary roles, Andrew is passionate about the philosophy of technology and content. He champions authentic, handcrafted stories over AI-generated content and explores the fundamental energy constraints of AI advancement. His work with Naked Denver blends automation with digital strategy and marketing.

Andrew is the co-founder of two distinct companies: Sythe Labs, a cybersecurity firm focused on AI, and Naked Denver, where he handles the technical and SEO backbone.

Personality Overview

Friendly Yet Blunt

Persuasive & Assertive

Challenger

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

Topics They Care About

LLM & AI Security
As CEO of Sythe Labs, he leads efforts in LLM security testing. He previously built an AI-powered security chat application using AWS large language models.
Founder-Led Automation
As a co-founder of Naked Denver, he personally focuses on automating operations, streamlining content delivery, and optimizing SEO to ensure the platform runs efficiently.
Big Data Infrastructure
He has extensive experience building large-scale data platforms using a diverse stack including AWS Athena, Iceberg, Lambda, Go, and DynamoDB.

Media Appearances

Andrew has no verified media appearances

Work History

9-2025
Senior Security Engineer at NerdWallet
3-2023
Chief Executive Officer at Sythe Labs
6-2021
Chief Technology Officer at Naked Denver
5-2024 - 9-2025
Machine Learning Engineer at PDI Technologies
8-2021 - 5-2024
Lead Software Engineer at Nuspire

Education

2016 - 2018
Associate's degree from Rockland Community College

More Information

Social Presence :

Prographics :

Exp : 4 Location : Boulder, Colorado, United States Job Level : Junior Designation : Senior Security Engineer at NerdWallet
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Insights For Selling To Andrew

During A Call Or A Meeting

DO's

  • Help them realize that any personal risk in making this decision is far less compared to what the results could mean for them
  • Use a combination of data as well as stories for your pitch, a ppt might not be necessary
  • Be prepared for a mix of questions and inquisitiveness, answer them in the tone in which they have been asked

DONT's

  • Don’t be too objective but make sure to pad your storytelling with data points
  • Avoid making offhand commitments, understand the root of their concerns first
  • Don’t try to rush them into a decision, provide all necessary information first

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Andrew is

  • Proven value, strong objective evidence are important for them, rapport can impact decisions a little.
  • Will you ever get a clear answer from Andrew

  • They are practical and friendly, but can give a clear response with a little prodding

Insights For Deal Planning

    How fast (or slow) will Andrew move?

  • They like to be detailed, so unless they develop strong conviction, they can take their time to arrive at decisions
  • Can Andrew take some risk or not?

  • They evaluate their decisions systematically and do not take risks that often, unless you can get them to develop strong conviction

You And Andrew

Personality Compatibility


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