Stewart Leadership

What Stewart Leadership does

Stewart Leadership is a privately held leadership development and organizational consulting firm founded in 1980 and headquartered in Lake Oswego, Oregon. The firm helps executives and organizations solve leadership problems at the executive team, managerial, and organizational levels through custom-designed senior-led engagements, serving enterprise and government clients such as Lockheed Martin, NASA, Citibank, Duke Energy, Kaiser Permanente, CoreLogic, and CACI.

The core intellectual property is the proprietary LEAD NOW! Leadership Development Model, encompassing 21 leadership dimensions across four quadrants (Create Purpose, Deliver Excellence, Develop Self & Others, Lead Change). This framework underpins the psychometrically validated LEAD NOW! 360 Assessment and LEAD NOW! Self-Assessment, the on-demand LEAD NOW! Video Library learning platform, the Stewy AI Leadership Coach (a conversational AI feature for performance support and nanolearning), and the award-winning LEAD NOW! book series. Adjacent commercial offerings include licensing and certification programs that let external consultants and enterprises deploy the methodology internally.

The business is run as a relationship-driven, consultative professional services firm with 11–50 employees, eight US regional offices, and a Zürich, Switzerland office serving Europe. Revenue is generated primarily through fees for executive coaching, organizational consulting, training, assessment, and specialized presentation/orals coaching, supplemented by licensing and certification revenue, book and content product sales, and keynotes. Client relationships are sticky, with 85% of clients being repeat clients or referrals, and the firm has developed more than 30,000 leaders over its 45+ year history.

Name

Stewart Leadership

Legal name

Stewart Leadership

Website

https://stewartleadership.com

Company type

Private

Founded year

1980

Operating status

Operating

Headcount range

11–50 employees

Short description

Stewart Leadership is a privately held leadership development and executive coaching firm serving enterprise and government clients with senior-led, custom consulting built on its proprietary LEAD NOW! framework.

Ownership category

akta.pro rank

Headquarters

HQ city

Lake Oswego

HQ country

United States

HQ region

North America

Offices9 records

Markets served

GTM type

B2B

Offering type

Services

Cost components

Personnel, Operations, Marketing or Sales, Technology or R&D

Revenue model

1. Executive Coaching: One-on-one executive coaching engagements, typically beginning with the LEAD NOW! 360 Assessment to ground the coaching work in real data about how each leader is experienced by others. Delivered by senior coaches with real executive experience following a five-step framework: Discovery, Assessment, Action Planning, Development, and Evaluation.
2. Organizational Consulting: Strategic planning, succession planning, organizational design, culture integration, and change management consulting services. Custom-designed around each client's specific context, goals, culture, and timeline.
3. Training Programs: Manager development, leadership training, and team development programs. Tailored entirely around the organization's specific needs rather than standard curricula.
4. Assessments: LEAD NOW! 360 Assessment and Self-Assessment tools that provide leaders with critical insights on leadership effectiveness. Used as standalone tools or as part of broader coaching and development engagements.
5. Licensing and Certification: Organizations can license the LEAD NOW! Model and related tools for internal use. Certification programs available for consultants and coaches who wish to be certified in the LEAD NOW! methodology.
6. Presentation and Orals Coaching: Specialized coaching program for government contractors preparing for oral presentations required in federal procurement. Includes coaching on win themes, key discriminators, team building, and presentation delivery.
7. Keynotes and Speaking: Keynote presentations and speaking engagements for conferences and corporate events on leadership development, strategic planning, and organizational topics.

Go-to-market motion1 record

Distribution channels2 records

Marketing channels11 records

Core offering

Stewart Leadership is a leadership development and organizational consulting firm that delivers executive coaching, leadership development, team alignment, strategic planning, succession planning, and organizational consulting services. Its work is anchored by the proprietary LEAD NOW! Leadership Development Model and supported by the LEAD NOW! 360 Assessment, LEAD NOW! Self Assessment, the LEAD NOW! Video Library, and the Stewy AI Leadership Coach. Services are custom-designed for each client and delivered by senior consultants with prior executive experience.

Product overview

Stewart Leadership is a leadership development and organizational consulting firm offering a unified portfolio of proprietary frameworks, assessments, coaching services, and multimedia content. The core offering is the LEAD NOW! Leadership Development Model—a proprietary framework encompassing 21 leadership competencies across four quadrants—which underpins the LEAD NOW! 360 Assessment and Self Assessment (psychometrically validated feedback tools), the LEAD NOW! Video Library (an on-demand learning platform that can include Stewy AI Leadership Coach for AI-powered performance support), and all coaching and consulting engagements. The portfolio also includes Executive Coaching, Presentation and Orals Coaching, Strategic Planning, Succession Planning, Organizational Consulting, Licensing, and Certification services. Supplementary content products include the LEAD NOW! Book Series (award-winning titles), The Leadership Growth Podcast, Weekly Leadership Lessons newsletter, and the book Mastering the Art of Oral Presentations. Services are delivered exclusively by senior consultants with real leadership experience and are custom-designed for each client rather than using standardized programs.

Differentiator

Problem solved

Functional benefit

Products and services

• LEAD NOW! Leadership Development Model A proprietary leadership development framework developed over decades of executive consulting work. The model provides a structured lens for understanding leadership behavior across four critical relationships (with direct reports, peers, supervisors, and customers) and 21 leadership dimensions organized into four quadrants: Create Purpose, Deliver Excellence, Develop Self & Others, and Lead Change. It underpins all Stewart Leadership engagements and is also available for licensing.
• LEAD NOW! 360 Assessment A comprehensive, psychometrically validated multi-rater feedback tool that measures leadership effectiveness across all 21 dimensions of the LEAD NOW! Model. Provides structured feedback from peers, direct reports, and supervisors to ground coaching work in real data about how each leader is experienced by others. Available as a standalone assessment or as part of broader coaching and consulting engagements.
• LEAD NOW! Self Assessment A psychometrically validated self-assessment tool that measures both leadership effectiveness and leadership preference. Shows how well a leader performs leadership behaviors and what they enjoy about being a leader, enabling personal awareness development before gathering 360 feedback.
• LEAD NOW! Video Library A flexible, on-demand video-based learning platform that delivers content on 21 leadership competencies with adaptive and personalized learning paths, engaging videos, case studies, and experiential exercises with guided action plans. Can include Stewy AI Leadership Coach for performance support and nanolearning.
• Stewy AI Leadership Coach An AI-powered performance support tool and leadership coach that provides conversational guidance to leaders. Delivered as part of the LEAD NOW! Video Library, Stewy offers nanolearning opportunities and real-time AI-generated coaching responses to leader questions and scenarios.
• Executive Coaching Senior-led one-on-one coaching engagements for executives, typically beginning with the LEAD NOW! 360 Assessment. Delivered by senior consultants with real executive experience following a five-step framework: Discovery, Assessment, Action Planning, Development, and Evaluation.
• Presentation and Orals Coaching Specialized coaching program for preparing teams to deliver impactful formal oral presentations, particularly for government contract Orals requirements. Covers win themes, key discriminators, team building, audience analysis, preparation and practice techniques, and presentation delivery. Includes the book Mastering the Art of Oral Presentations.
• Strategic Planning Services Strategic planning facilitation services that help organizations establish direction, align resources, and create actionable strategic plans. Delivered as part of the firm's full range of organizational consulting offerings and custom-designed for each client.
• Organizational Consulting Comprehensive organizational consulting covering culture shaping and integration, change management, and organizational design. Services address organizational capability, strategic clarity, and human capital foundation building, custom-designed for each engagement.
• Succession Planning Services Systematic efforts to ensure leadership continuity in key positions, including identifying critical roles, developing successor candidates, and creating retention strategies for high-potential talent.
• Licensing Programs Licensing arrangements allowing organizations to access and implement Stewart Leadership's proprietary models, assessments, and frameworks, including the LEAD NOW! Model, for internal leadership development use.
• Certification Programs Certification offerings enabling professionals to become certified in Stewart Leadership methodologies, including the LEAD NOW! Certified Coach and Consultant credentials.
• LEAD NOW! Book Series Award-winning series of leadership books co-authored by John Parker Stewart and Daniel J. Stewart, including LEAD NOW! A Personal Leadership Coaching Guide for Results-Driven Leaders (First Place, National Indie Excellence Book Award), 52 Leadership Lessons: Timeless Stories for the Modern Leader, and 52 Leadership Gems: Practical and Quick Insights for Leading Others. Sold via the firm's online store.
• Mastering the Art of Oral Presentations A practical guide to successfully delivering winning Government Orals presentations. Covers creating win themes, identifying key discriminators, building dream teams, knowing audiences, preparation and practice steps, material development, presentation delivery, and post-presentation review. Sold via the firm's online store.

Quantifiable outcome

• 85% of clients are repeat clients or referrals from people who have worked with the firm
• +3 more outcomes

Named customers13 records

Segments5 records

Ideal customer profiles4 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

AI capability2 records

Feature4 records

Scale indicators3 records

Recent moves5 records

Expansion highlights6 records

Direct peers

• Center for Creative Leadership: A nonprofit research and education organization specializing in leadership development, executive coaching, and 360-degree assessments. Closely comparable to Stewart Leadership in offering customized executive coaching, leadership assessments, and custom-designed programs for senior leaders.
• DDI (Development Dimensions International): A global leadership consulting firm specializing in leadership assessment, executive coaching, and selection. Direct competitor in enterprise leadership development with proprietary assessment tools and behavioral simulations, mirroring Stewart Leadership's 360-assessment-plus-coaching model.
• Marshall Goldsmith Partners: Executive coaching firm built around senior partner-led engagements, leadership development, and behavioral change programs. Highly comparable model emphasizing senior practitioner delivery and a branded coaching methodology.
• The Ken Blanchard Companies: Leadership training and consulting firm built around branded methodologies (SLII, Servant Leadership) with global training, certification, and coaching offerings. Comparable in monetizing proprietary leadership IP through licensing and certification, and delivering manager/executive development programs.
• BTS Group: Strategy execution and leadership development firm that designs custom programs, simulations, and coaching engagements to drive leadership capability. Direct peer in custom-designed leadership solutions for enterprise transformation.

Broad incumbents

• FranklinCovey: A large, publicly-traded leadership and organizational consulting firm offering training, coaching, and content (e.g., The 7 Habits). Comparable in serving enterprise clients with leadership development and training, but operates at significantly larger scale with mostly content-driven, semi-standardized programs versus Stewart Leadership's fully custom, senior-led delivery.
• Korn Ferry: Global organizational consulting firm offering talent management, executive search, and leadership development. Overlaps in executive coaching and leadership advisory at the senior level, but is a much broader incumbent whose portfolio spans search, consulting, and RPO.

Emerging players

• BetterUp: Digital coaching and mental wellness platform combining AI-driven matching with a network of coaches. Represents the platform-based, technology-enabled delivery model that competes at the lower end of the coaching market Stewart Leadership serves.
• CoachHub: European-headquartered digital coaching platform scaling leadership development through a coach marketplace and AI tooling. Competes for the same enterprise coaching budgets with a tech-enabled, lower-cost delivery model.

Others

• Heidrick & Struggles: Global executive search and leadership advisory firm. Comparable at the senior end through leadership advisory and executive assessment work, though its primary business is executive search rather than ongoing coaching and development.

Market position

Strengths4 records

Weaknesses4 records

Competitive moat4 records

Key risks6 records

Key highlights7 records

Customer concentration

• Xx.com/stewartleader
• YouTubeyoutube.com/@stewartleadershipvideos
• Facebookfacebook.com/stewartleadership
• LinkedInlinkedin.com/company/stewartleadership
• Instagraminstagram.com/stewartleadership

Revenue estimate

Valuation estimate

Number of profiles

Profiles12 records

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Stewart Leadership