HCThe Hess Collective
Built with purpose. Led by experience.

Ideas, ventures,
and work that endures.

The Hess Collective brings together technology advisory, talent and business development, publishing, and creative ventures under one family-led company.

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EST.2026
01 — Our Story

A shared point of view

Experience gives an idea weight.
Curiosity gives it momentum.

Founded by Brent and October Hess, The Hess Collective is a home for work shaped by practical experience, thoughtful execution, and the belief that how you approach a challenge matters.

We connect people, technology, and opportunity—helping businesses make stronger decisions, build meaningful relationships, and turn good ideas into durable results.

BPhoto coming soon

Brent Hess

Technology advisor · Builder · Author

Brent is an enterprise technology advisor and architect whose work spans cloud transformation, managed services, Microsoft platforms, infrastructure, AI-enabled operations, and client strategy. He brings technical depth together with an executive perspective, helping organizations turn complex environments into clear roadmaps and practical outcomes. He is also an author and builder of digital products focused on making ideas more useful and accessible.

LinkedIn profile · Coming soon
OPhoto coming soon

October Hess

Recruiter · Business development leader · Connector

October is a relationship-driven recruiting and business development professional with a talent for connecting people, opportunities, and organizations. Her work centers on understanding what businesses truly need, cultivating trusted relationships, and helping the right people find the right place to contribute. Her complete professional biography and career highlights will be added in the next update.

LinkedIn profile · Coming soon
02 — The Collective

What we build

Distinct ventures.
One standard.

Each part of the collective begins with a useful idea and is built with clarity, care, and a bias toward action.

01
A

Technology Advisory

Strategic guidance for organizations navigating cloud, infrastructure, managed services, AI, and enterprise transformation.

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02
T

Talent & Growth

Recruiting, relationship development, and business-growth support built around finding the right people and creating the right opportunities.

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03
P

Publishing & Ideas

Books, frameworks, and practical thinking designed to help people lead, communicate, and solve problems more effectively.

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04
D

Digital Ventures

Useful, human-centered products that transform complex information into clear and intuitive experiences.

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03 — Expertise

Two disciplines. One advantage.

Connecting strategy, technology, and people.

Brent and October bring complementary strengths to the collective: deep technical and advisory experience paired with relationship-led recruiting and business development.

01

Technology Strategy

Roadmaps, modernization planning, architecture, and executive decision support.

02

Cloud & Managed Services

Azure, AWS, Microsoft 365, infrastructure, resilience, governance, and service optimization.

03

Recruiting & Talent Strategy

Relationship-centered recruiting, candidate engagement, talent alignment, and workforce growth.

04

Business Development

Partnership cultivation, opportunity development, client relationships, and strategic growth.

05

AI-Enabled Transformation

Practical use cases, workflow automation, adoption planning, and responsible implementation.

04 — Selected Work
IT'S ALL ABOUTTHE
APPROACHBRENT M. HESS

Book · Leadership & Communication

It’s All About
The Approach

A practical framework for navigating conversations, leadership moments, and challenges with intention.

Learn more
ROMEToday in
the Eternal CityTripCraft

Digital Product · Travel

TripCraft

A mobile-first travel companion that makes an entire trip feel simple, useful, and personal.

ASSESSALIGNADVANCE

Framework · Enterprise Services

From complexity to clarity

Operational frameworks that turn business and technology strategy into measurable outcomes.

05 — What Partners Value
“A rare combination of strategic perspective, technical credibility, and a genuine ability to build relationships that move work forward.”

Client testimonial · Full attribution coming soon

Trusted adviceHuman connectionPractical execution

Let’s build something worthwhile

Start a
conversation.

Have a business challenge, a talent need, a partnership idea, or a venture worth exploring? Tell us what you’re thinking.

Email address · Coming soonLinkedIn profiles · Coming soon