Practical clarity for leaders navigating change
Change is normal. The risk is pretending it won’t cost anything.
Executive Outliers sessions help leaders and professional groups talk about risk in a way that’s grounded, calm, and actually usable—so decisions don’t get made in the dark (or in a panic).
Startup Incubators and Accelerators
Cybersecurity Firms
Professional Associations and Trade Groups
Nonprofit Leadership and Philanthropy Networks
Economic Development Organizations
Our message is tailored to your Audience
Most organizations don’t need more motivation. They need a clearer way to think.
James speaks on the leadership side of risk—how risk shows up when companies grow, shift, scale, or get hit with the unexpected—and how leaders can respond with intention instead of reaction.
Common themes include:
(If you want, we can turn these into 3–5 titled talk options once James finalizes his favorite angles.)
James speaks on the leadership side of risk—how risk shows up when companies grow, shift, scale, or get hit with the unexpected—and how leaders can respond with intention instead of reaction.
Common themes include:
- Risk isn’t just danger — it’s the space where opportunity and threat meet
- Growth creates risk (even when business is “going well”)
- Risk appetite is a leadership decision — not a personality trait
- Misalignment multiplies risk — when strategy and execution drift apart
- A framework beats gut-feel when the stakes are high and the timeline is short
(If you want, we can turn these into 3–5 titled talk options once James finalizes his favorite angles.)
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
James’ goal isn’t to impress people with jargon. It’s to leave them with language they’ll actually use next week.
Audiences leave with:
Audiences leave with:
- A clearer way to name the risks that show up during change
- Shared language that makes leadership discussions more productive
- A simple mental model for weighing opportunity and threat
- Practical next steps that don’t require a 40-page strategic plan
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
These sessions are a great fit for:
- Chambers of commerce, business associations, and professional groups
- Mid-sized business leaders navigating growth, transition, or uncertainty
- Executive teams who need alignment between strategy and execution
- Continuing education programs and leadership forums
- Podcast audiences who want substance—not buzzwords
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
James can deliver sessions in-person or virtual, including:
- Keynotes and conference sessions
- Luncheon presentations
- Workshops (interactive, discussion-based)
- Panels and moderated conversations
- Podcast interviews
- Typical session lengths range from 20–60 minutes, with optional Q&A.
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
Some groups want a talk that stands alone. Others want something attendees can take with them.
James’ speaking often pairs naturally with the Risk Management Workbook as a follow-up resource—especially for organizations that want the conversation to continue after the event.
The workbooks are available for purchase below. If requested, we can bring some to the event for attendees to purchase at a table.
James’ speaking often pairs naturally with the Risk Management Workbook as a follow-up resource—especially for organizations that want the conversation to continue after the event.
The workbooks are available for purchase below. If requested, we can bring some to the event for attendees to purchase at a table.
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
Coming Soon
If you’re planning an event and want a speaker who can bring clarity to risk, change, and leadership decision-making, reach out here:
info@executiveoutliers.com
Provide information about your event, date, group, etc.
info@executiveoutliers.com
Provide information about your event, date, group, etc.
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
Yes—based on your audience, industry, and what kind of decisions you’re facing.
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
Not by default. It’s leadership-first. Technical detail can be included only when it serves the audience.
What Topics We speak about
Who this is for
Formats
Do you need the Workbook for the presentation?
How to Book us your event
Do you customize talks?
Is this technical cybersecurity content?
Do you offer workshops beyond the talk?
What audiences walk away with
Yes—workshops and train-the-trainer options are available for organizations that want deeper implementation.
See our solutions page.
See our solutions page.