Bryan Dennstedt🌱

Trailblazer
DISC Type : DI

Fractional CTO and Partner, Charlotte at TechCXO

Charlotte Metro, United States

Overview

Bryan Dennstedt is a Fractional CTO, AI Strategist, and Partner at TechCXO with over 25 years of experience in healthcare, SaaS, and technology leadership. A graduate of the Rochester Institute of Technology, he helps companies scale and adopt new technologies. People often describe him as detail-oriented, knowledgeable, and a change agent.

Outside of his technology focus, Bryan is a passionate advocate for plant-based nutrition and sustainability, serving as President of Plant Based Suppor and holding a certificate in Plant-Based Nutrition. He has also been active in the startup community as a Chapter Director for Startup Grind in Fort Lauderdale.

Through his personal brand “AI with Bry, ” he creates educational content, including a podcast, to help C-suite executives understand and ethically deploy artificial intelligence.

Personality Overview

Informal

Charismatic

Achievement-Oriented

They will bat for you if they come to believe in you.  They are more likely to accept new and exciting technologies. They are charming and can persuade others to support their decisions.

Topics They Care About

AI Strategy
He focuses on helping founders and CTOs demystify AI, modernize infrastructure, and adopt practical automation strategies through his work and his “AI with Bry” platform.
HealthTech & Telemedicine
Has significant experience leading technology and innovation in the healthcare sector, including a leadership role at telehealth company MDLIVE.
Fractional Leadership
As a Fractional CTO and Partner at TechCXO, he provides executive-level technology guidance to companies, helping them build teams and define strategic direction.

Media Appearances

Bryan Dennstedt – Partner & Fractional CTO, Charlotte. Featured in TechCXO

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AI with Bry Podcast. Featured in Apple Podcasts

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Work History

Fractional CTO and Partner, Charlotte at TechCXO
1-2025
Creator of “AI with Bry” – AI Education for C-Suite Leaders at AI with Bry
1-2023
Chief Operating Officer at KeyPleaz
9-2025
President at Plant Based Support
Fort Lauderdale, Florida - Chapter Director at Startup Grind

Education

1996 - 2001
BS from Rochester Institute of Technology

More Information

Social Presence :

Prographics :

Exp : 3 Location : Charlotte Metro, United States Job Level : Leadership Designation : Fractional CTO and Partner, Charlotte at TechCXO
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Insights For Selling To Bryan

During A Call Or A Meeting

DO's

  • Build a trustworthy relationship while keeping the product center-stage
  • Showcase existing customers and use case-studies to grab their attention
  • Ask them for a lunch or coffee once some rapport has been established

DONT's

  • Don’t force involvement of other stakeholders unless it is critical
  • Don’t hesitate from asking questions or pushing them, but take a friendly approach
  • Avoid unnecessary negativity or slowness

When Cold Calling

When Writing An Email

While Negotiating & Closing

    The secret to closing fast with Bryan is

  • Relationship and product conviction matter equally, followed by a sense of achievement.
  • Will you ever get a clear answer from Bryan

  • If they are not convinced, they will say no though in a friendly way.

Insights For Deal Planning

    How fast (or slow) will Bryan move?

  • They can make decisions quickly if they develop trust in you and conviction in the product.
  • Can Bryan take some risk or not?

  • If necessary, they will be ready to take risks.

You And Bryan

Personality Compatibility


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