Capabilities Deck · 2026

Naomi Haile

Consultant, strategist, and systems architect

Operations, AI integration, and team training for expertise-led entrepreneurs.

New York City · Ottawanaomihaile.com

Naomi Haile smiling in a burgundy pinstripe blazer in front of a reclaimed wood wall

Who I help

I help expertise-led entrepreneurs turn what they know into AI-powered systems, so they can:

Run the business without pulling every lever.
Give every client a consistent experience, whoever is handling it that week.
Adopt AI with judgment, client confidentiality, and professional standards.

Is this for you

You've built something real, and it still runs through you.

Your business grew faster than the systems underneath it. Building those systems lets it keep growing without you holding it together by hand.

Your team is capable, but still needs you to answer questions before anything moves.
You're about to hire, but have no system to onboard anyone into.
Your tools don't talk to each other, so you copy and paste between platforms.
Client experience is inconsistent and depends on who handles it that week.
You know AI could help, but you're not sure where to start.

How I work

From doer to orchestrator.

The work starts with how your business organizes what it knows.

Step 1

Organize what you know

Your knowledge, processes, and ways of working get documented so they live in the business and not only in your head.

Step 2

Build the systems

An AI workspace, SOPs, and workflow builds designed around your real clients, tools, and methodology.

Step 3

Train your team

Your team learns to use the systems with judgment, with confidentiality and professional standards built in.

Our Services

Strategic operations, AI integration, and talent development.

Training and coaching

1:1 AI Coaching for CEOs

Private sessions that build your AI workspace around your real workflows and clients.

Build

Fixed Custom AI Implementation Projects

Scoped builds of the AI tools your business needs, designed around your methodology and clients.

Implementation

Fractional Chief Operations Officer (COO)

An ongoing engagement where I build your AI workspace, systematize how your team works, and make sure your operations can hold the weight of where you're going.

Engagements start at $4,000 USD per month.

Speaking

Keynotes and Team Workshops

Talks and hands-on workshops that show leaders and teams how to use AI as a thinking partner.

Not sure where to start? Book a 30-minute discovery call.

Inside a fractional engagement

What a 90 to 180 day engagement can include.

Talent strategy and team enablement

Monthly 1:1s, performance coaching, hiring and role clarity support.

Systems and operational infrastructure

ClickUp, Airtable, client onboarding systems, and internal workflow builds.

Client experience and stewardship

Structured onboarding, follow-up systems, and engagement tracking.

SOP creation and documentation

Written processes that reduce dependency on institutional memory.

AI workspace and tool integration

Built around your specific workflows and client context.

Innovation and strategic foresight

Emerging tools, industry trends, and operational risk advisory.

After your strategy session, we design an engagement structure that fits your business and team.

Client results

In their own words.

“Working with Naomi is working with an intentional, strategic, and thorough thought partner who does exactly what she says she's going to do.”

Naomi came in, understood the bottleneck immediately, and built a custom AI tool trained to my exact methodology. I'm no longer grinding through a process that should be faster — I'm operating at the level I was always capable of.

Anthony Murdock IICEO & Founder, Murdock LLC

“Partnering with Naomi has been one of the best strategic decisions I've made for my business.”

What truly sets her apart is her ability to ask the right questions — the kind that pull ideas out of your brain you didn't realize were there. Since working together, my content output and speed have increased significantly, and my revenue has grown as a direct result.

Dr. Bushra KhanCEO & Founder, Leading with BK

“She's the operations partner every founder needs.”

Naomi is a true integrator. She brings structure, creativity, and critical thinking to high-profile work, and has helped me build talent strategies and operational systems that let my agency scale with clarity and confidence.

Pauleanna ReidFounder, The WritersBlok Celebrity Ghostwriting Agency

Speaking

Signature talks

Custom engagements available upon request.

Using AI to Deepen Your Critical Thinking and Expand Your Visibility
How to Stay Resourceful When the Rules Keep Changing
Scaling Your Personal Expertise with Systems and AI

Naomi Haile laughing in a black blazer with a floral print

About Naomi

Consultant, strategist, and systems architect.

With over a decade of experience across government, corporate, nonprofit, and entrepreneurial environments in the U.S. and Canada, Naomi works at the intersection of organizational design, strategic operations, talent, and artificial intelligence. She partners with founders and professional services leaders to build the infrastructure that supports sustainable growth.

Education: M.S. in Human Capital Management, Columbia University
Career: Canadian federal government and Bloomberg L.P.
Podcast: The Power of Why, 200+ conversations
Featured in: Business Insider

Get in touch

Ready to build something that runs without you?

Book a discovery call. We'll spend 30 minutes on your business: where it is, where it's stuck, and whether working together makes sense.

Email: naomi@naomihaile.com
Website: naomihaile.com