Keston Glasgow

KEYNOTES · WORKSHOPS · ADVISORY · FILE 005

The category creatoryour audience will quote on Monday.

Keston Glasgow is the AI Strategist for Human Performance and architect of Mind Insurance, the world's first AI-powered behavioral self-awareness framework. He brings it to keynote stages, leadership offsites, and AI conferences with the conviction of an operator and the precision of a cybersecurity analyst. Because he was both.

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30+ STAGES · VERIFIED · 05 OF 30+

Georgia Tech · Dealmaker Wealth Society · Subto · ATL RE Conference

From Georgia Tech to ATL RE to private rooms most coaches never see.

TALK 01

WHY YOUR BEST PEOPLE KEEP HITTING WALLS YOU CAN'T SEE

The category-creation keynote.

The talk that introduced Mind Insurance and Behavioral Self-Awareness as a new category to over 30 stages. Keston names the three patterns running underneath every audience he speaks to. Past Prison. Success Sabotage. Compass Crisis. By the end of the keynote, every attendee has named their primary pattern and walked out with a 90-day protection map. Powered by the AI diagnostic that detects the pattern in 12 questions.

BEST FOR · General keynote, opening session, all-hands, leadership summits.

LENGTH · 45–90 min. Q&A optional.

TALK 02

THE THREATS YOUR FIREWALL WAS NEVER BUILT TO CATCH

The convergence keynote, built for tech, AI, and cybersecurity audiences.

For 8 years, Keston built cybersecurity systems on Wall Street. Threat detection. Incident response. Risk assessment. In this keynote, he draws the precise parallel between protecting a Fortune 500 from external threats and protecting a high-performance team from the threats inside. Same discipline. Different domain. Audiences walk out with a framework they can install Monday morning.

BEST FOR · Cybersecurity conferences, tech leadership events, AI infrastructure summits, executive offsites with technical leadership in the room.

LENGTH · 45–60 min.

TALK 03

WINNING THE GOAL. LOSING YOURSELF. WHY HIGH PERFORMERS CRASH AT THE TOP.

The keynote built for entrepreneurs, operators, and high-earners.

Most high performers will hit a wall their existing coaches, books, and frameworks were never built to name. It feels like burnout. It isn't. It feels like ingratitude. It isn't. Keston names the wall, names the patterns underneath it, and gives the audience the protection system he wishes he had when he hit it himself. Equal parts diagnostic, story, and toolkit.

BEST FOR · Entrepreneurial summits, mastermind events, real estate conferences, finance and operator gatherings.

LENGTH · 45–75 min.

TALK 04

WHAT AI IS ABOUT TO DO TO YOUR PEOPLE (AND HOW TO PROTECT THEM)

The keynote built for AI conferences, CHRO summits, and enterprise AI rollouts.

AI is about to be installed in every workflow your organization runs. The conversations every consultant is having with you focus on efficiency, cost, and automation. Almost nobody is asking what happens to the humans on the other side of it. Drawing on 8 years of Wall Street cybersecurity, the launch of MIO (the world's first AI-powered behavioral self-awareness platform), and Mind Insurance certifications across coaching, neuroscience, relational intelligence, and spiritual leadership, Keston names the four collisions AI is about to create in your workforce and the protection systems to install before it does.

BEST FOR · AI conferences, CHRO summits, enterprise AI rollout retreats, leadership offsites where AI is on the agenda, board meetings.

LENGTH · 45–75 min.

ENGAGEMENT FORMATS

Half-Day or Full-Day Workshop

Live diagnostic for every attendee. 90-day plans. Designed for leadership cohorts, brokerage teams, and corporate offsites.

Multi-Day Bootcamp

The full 3-Day Culture Shift Bootcamp run inside your organization. Used by brokerages and corporate clients to install Mind Insurance as ongoing infrastructure. Run 35+ times.

Quarterly Embed / Annual Retainer

For organizations treating Behavioral Self-Awareness as a strategic line item, not a one-time event.

AI Workforce Advisory

Multi-month engagement for CHROs and executive teams architecting the human layer of an enterprise AI rollout.

$10M+

Real Estate Portfolio Built with Jaz

3,000+

Entrepreneurs Assessed

30+

Stages Spoken From

8 Years

Wall Street Cybersecurity

  • AI Strategist · Architect of MIO
  • Certified High Performance Coach · Brendon Burchard
  • Certified Relational Intelligence Coach
  • Certified Spiritual Director · Dr. Dharius Daniels
  • 12 Months Alongside an NYC Board-Certified Neurologist
  • Architect of Mind Insurance · Behavioral Self-Awareness
“He's magic to me. He knows the right questions to ask. I just hear him in my mind all the time.”
Tanisha Spencer · Speaker · Tim Tebow Foundation Alum
“I went from divorced and starting over to running three group homes.”
Dwight Johnson · Conference Attendee
“I thought the ceiling was the market. It was me. Keston doesn't coach you. He finds the pattern you didn't know was running you.”
Iffy · Real Estate Investor · 243 units

PRESS KIT

SHORT BIO

Keston Glasgow is the AI Strategist for Human Performance and architect of Mind Insurance, the world's first AI-powered behavioral self-awareness framework. Wall Street analyst turned $10M real estate portfolio operator turned category creator.

MEDIUM BIO

Keston Glasgow is the AI Strategist for Human Performance and architect of Mind Insurance, the world's first AI-powered behavioral self-awareness framework. He spent 8 years building cybersecurity systems on Wall Street before stepping out to build a $10M real estate portfolio alongside his wife Jaz, assess over 3,000 entrepreneurs across 30+ stages, and architect MIO, the AI-powered platform that scales protection against the patterns sabotaging high performers' careers, marriages, and decisions.

LONG BIO

Keston Glasgow is the AI Strategist for Human Performance and architect of Mind Insurance, the world's first AI-powered behavioral self-awareness framework. Few people have done all of this in one career: 8 years of cybersecurity analysis on Wall Street, a $10M real estate portfolio built alongside his wife Jaz, certifications as a Brendon Burchard High Performance Coach, a Relational Intelligence Coach, and a Spiritual Director under Dr. Dharius Daniels, plus 12 months working alongside an NYC board-certified neurologist.

Out of that mix came Mind Insurance, a proprietary framework that names the three Patterns running underneath every high performer's hardest decisions and the ten Universal Identity Collisions those Patterns produce in real life. Mind Insurance now powers MIO, the AI-powered platform Keston built to scale protection against those Patterns to one million minds by 2028.

Keston has spoken from over 30 stages including Georgia Tech, the ATL Real Estate Conference, and Dealmaker Wealth Society. He has assessed over 3,000 entrepreneurs and has run his own 3-Day Culture Shift Bootcamp many times, with brokers and operators coming from across the country to attend.

SPOKEN INTRO

“Please welcome the AI Strategist for Human Performance and architect of Mind Insurance, Keston Glasgow.”

SPEAKING TOPICS

AI and the future of work.
What AI is about to do to people inside organizations and the protection systems leaders need to install before it gets installed for them. The human layer of enterprise AI rollouts.
Behavioral Self-Awareness as a new category.
Why the category exists, what it owns that competitors do not, and how AI changes what is possible inside it.
The 3 Patterns and 10 Universal Identity Collisions.
The proprietary framework. Built on 3,000+ assessments. Why high performers hit walls their existing coaches, books, and frameworks were never built to name.
Mind Insurance as a system.
Why insurance is the right metaphor for behavioral protection. Response systems vs. protection systems. Why most personal development is reactive and what proactive looks like.
Cybersecurity and human performance.
The precise parallel between protecting an enterprise from external threats and protecting a high-performance team from the threats inside. Same discipline. Different domain.
High-performance retention.
Why high performers leave, why marriages break under the weight of business success, and the identity work that prevents both.
AI ethics in human performance contexts.
The case for AI as diagnostic oracle vs. AI as chatbot. What AI sees that humans cannot, and what humans should keep that AI cannot replace.
Real estate and wealth-building.
$10M portfolio built alongside Jaz. The identity work underneath the portfolio.

Bring Mind Insurance to your stage.

Keston books a limited number of keynotes, workshops, and media engagements each year. If your event or feature has the right room and the right audience, we'll find a fit. Start the conversation below.