Risk Management for leaders · Greater Seattle Area

Helping leaders turn uncertainty into

momentum.

Executive Outliers equips leadership teams with clear frameworks, a shared vocabulary, and repeatable decision systems so they can see risk earlier, decide with confidence, and grow on purpose.

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"Most teams look for risk in obvious places. The costly
ones hide in assumptions, handoffs, and habits."

100s

businesses
served

30+

Years in Tech
Leadership

JAMES MURRAY, Executive Outliers Founder

Book james to speak

JAMES MURRAY,
Executive Outliers Founder

Chambers of Commerce + Economic Development Groups
Cybersecurity Services + IT Providers
Nonprofits +
Professional Networks
Startup Accelerators + Business Incubators
Mid-Market Sales Teams + Executives

Who We Serve

What if better decisions come from
                                       — not more opinions?

We don’t replace leadership judgment. We strengthen it with practical structure, simple tools, and a cadence your team can sustain in the real world. That’s why our work centers on frameworks, customizable workbooks, and training that organizations can adopt quickly. 

the problem we solve

Why Executive Outliers

  • Signature Risk‑Management Workbook — a practical introduction to the Executive Outliers approach that teams can apply immediately.
  • Co‑Branded + Custom Workbooks — tailor frameworks to your systems, industry, and vocabulary so adoption sticks
  • Training & Train‑the‑Trainer — embed the habits, not just the ideas, so the value compounds over time.

better structure

Overview of Our Solutions

1. See risk Earlier

A shared framework surfaces blind spots that assumption-based decision-making keeps hidden.

2. Decide with confidence

Common language reduces friction. When your team speaks the same vocabulary, decisions move faster.

3. Grow on purpose

Repeatable habits compound over time. One-off heroics don't scale. Systems do.

4. Keep your agency

You will always make better decisions for yourself. We improve clarity, not the conclusion you reach.

Benefits of using a framework to assess risk:

Where Does Your Leader Stand?

Every organization balances two forces: the opportunities that drive growth and the risks that threaten it. Leaders who understand this balance — and know where they stand on it — make faster decisions, protect their organizations more effectively, and grow with intention rather than instinct.

Most leaders are somewhere on this scale right now. The question is whether they know it.

Every leader manages a scale. On one side: opportunities. On the other: risks. Where resources go determines what the organization becomes.

Money. Time. People. Innovation. Technology. These are the resources on the scale. Where leaders place them defines the outcome.

When resources pour into opportunities, growth accelerates — but an unprotected risk side means any unexpected threat lands without a cushion.

What happens when leaders see every opportunity as a threat? Resources pile up on the risk side — and the opportunities that would have driven growth quietly disappear.

The goal isn't to eliminate all threats from growth or chase every opportunity. It's to know — deliberately — where your resources stand, and why.

See how the Executive Outliers framework helps leaders find and hold  the best position for their organization. 

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Risk isn't the enemy.

The Executive Outliers framework is built on four pillars — a practical structure that helps leadership teams see risk clearly, plan deliberately, and turn uncertainty into a strategic advantage rather than a recurring crisis.

The Executive Outliers Framework

The four pillars

Not understanding it is.

Identify & Analyze

Name the risks before they name you — threats and opportunities both.

Mitigate

Translate strategy into measurable controls your team can actually execute.

Redundancy

Eliminate single points of failure — in systems, vendors, and decisions.

Monitor & Report

Build feedback loops so the framework compounds — not just complies.

01

02

03

04

Identify & Analyze

01

mitigate

02

Redundancy

03

Monitor & Report

04

4 Pillars of risk management

Whether you're starting as an individual or embedding risk managment across an entire organization, there's a right entry point for you.

Signature Workbook

The core framework in a practical reusable format. Apply it to quarterly planning, leadership discussions, and navigating change.

$59 – $89

One framework.

Four ways to use it.

01

LEARN MORE

Co-Branded edition

Your logo and voice, wrapped around our proven framework. Ideal for associations and professional groups using it as a member resource.

$7.5k – $12.5k

02

LEARN MORE

Custom Rewrite Edition

The framework rebuilt in your language with custom scenarios, terminology, and program integration for organizations scaling risk management internally.

$25k - $40k

03

LEARN MORE

Train-the-trainer Program

Equip your facilitators to carry the framework forward. Embed the habits, not just ideas, so the value compounds across teams over time.

From $2k /day

04

LEARN MORE

View ALL SOLUTIONS & Pricing

Popular EDition

Custom
Rewrite
Edition

Solutions

James presents to chambers, associations, and leadership groups. His talks don't just inform, they give audiences a framework they can use the next morning.

Many clients move from a single talk into workbooks and training once the framework takes hold.

Speaking Engagements

Bring the framework to your

- Risk & Opportunity: Finding Balance
- Shared Language as a Leadership Advantage
- Decision Systems for Teams in Transition
- Practical Risk Management for Mid-Market Leaders
- Moderator opportunities also available

next event.

Request James to Speak

30+ years helping leaders navigate complexity, from cybersecurity threats to economic disruption to the quiet risks that build when no one is asking the right questions.

James has worked inside large enterprises, government agencies, and hundreds of small and mid-sized businesses. Technical writer for Microsoft and McGraw-Hill. Based in Greater Seattle.

the person behind the work

Read James' Full Story

FOunder - Executive Outliers

What decision would be easier if you could see the risk sooner?

Start a conversationView SOLUTIONS

How to get started

Start your path forward.

Start with the Signature Workbook or a speaking engagement. Introduce the vocabulary and structure to your leadership team, immediately applicable to your next planning cycle.

01

Get the Framework


Upgrade to a Co-Branded or Custom edition. Tailor the language, scenarios, and integration so the framework feels native to your organization, not borrowed.

02

Make it yours

Equip your internal facilitators through our Train-the-Trainer Program. Embed the habits across departments and leadership levels so the value grows with your organization.

03

Train & Compound

There's no wrong place to begin. Most organizations follow a natural path-- from a first conversation or talk, to the workbook, to deep organizational intergration.