Executive Coaching
Build Leadership Capacity That Scales with Your Business
Your leaders aren't keeping pace with the complexity, growth, and change your organization is navigating. We develop the executive leadership your business needs—without the trial and error.Build Leadership Capacity That Scales with Your Business
Your leaders aren't keeping pace with the complexity, growth, and change your organization is navigating. We develop the executive leadership your business needs—without the trial and error.The Leadership Challenges That Keep You Up at Night
You're not alone if you're wrestling with one or more of these challenges:
Leadership Pipeline Failing
- 72% of HR leaders struggle with successor capability gaps.
- When senior leaders leave, no one is ready to step up.
- Meanwhile, 70% of CHROs report that current leaders aren't prepared to develop the mid-level leaders who should be your future bench strength.
Leaders Can't Keep Pace with Growth
- Your business is expanding, but your leadership team isn't scaling with it.
- Only 30% of CHROs believe their leaders can effectively lead the change required for sustained growth.
- The strategies that got you here won't get you there.
New Leaders Struggling in Transitions
- High-potential talent gets promoted into executive roles, then struggles in the first 90 days.
- They lack the support and development to successfully navigate the complexity of their new responsibilities.
Leadership Programs Not Delivering Results
- Only 11% of executives believe current leadership development programs are effective.
- Research shows 75% of training content is forgotten within a week.
- You're investing in programs that don't create lasting change.
Executive Team Misalignment
- Silos, politics, and conflicting priorities fracture your leadership team's effectiveness.
- Strategic initiatives stall because executives aren't aligned on direction or how to work together.
Change Initiatives Losing Momentum
- 61% of CHROs are restricted to one-year strategic plans due to organizational change fatigue.
- Your teams are exhausted, resistant, and skeptical of the next transformation effort.
High-Potential Talent Walking Out
- 1% of your high-potential employees plan to leave within a year—and they're 3.7 times more likely to leave if they don't receive development opportunities.
- You're losing the future leaders you can't afford to lose.
Pressure to Prove ROI
- Budget scrutiny demands you demonstrate measurable impact on every leadership investment while simultaneously being asked to develop more leaders, faster, across multiple levels of the organization.
Recognize your organization in these challenges?
You're looking at problems executive coaching is uniquely designed to solve.
The Most Effective Leadership Development Tool
Executive coaching is the most effective leadership development tool; whether you're using it to accelerate a new CEO's transition, reinforce learning from leadership training programs, support executives through M&A integration, or develop high-potential leaders during rapid growth.
Here's why it works when other approaches struggle:
Confidential Space for Honest Development
Executive coaching provides what leaders can't get anywhere else inside your organization: a confidential thinking partner who isn't invested in organizational politics.
The higher leaders rise, the less honest feedback they receive. Coaching creates the psychological safety leaders need to examine their leadership honestly, surface blind spots, and work through challenges they can't discuss with internal stakeholders.
Timely and Specific to Real Challenges
Unlike training that happens away from the work, coaching meets leaders where they are: in the middle of real decisions, real pressure, and real relationships.
Whether navigating a merger, driving transformation, navigating conflict, or stepping into expanded scope, leaders develop the skills they need in the moments that matter.
Because the work is grounded in actual challenges, the impact shows up in the business immediately.
Focused Reinforcement That Creates Lasting Change
One-and-done training events don't change behavior. Research shows 75% of training content is forgotten within a week.
Coaching provides ongoing reinforcement and accountability over time. These are the conditions neuroscience tells us are required for adults to change ingrained patterns and develop new capabilities.
This is why coaching works as both a standalone solution and as the ingredient that makes your other leadership development investments actually stick.
Sustainable Behavior Change, Not Just Knowledge Transfer
The problems your executives face don't have playbook answers. They need stronger judgment, clearer thinking, better self-awareness, and the ability to influence without authority.
Those capabilities can't be taught in a workshop. They're developed through guided practice with an experienced partner who's navigated similar complexity.
Organizations see 788% average ROI on coaching investments because it changes how leaders think and act, not just what they know.
This is why executive coaching is often the centerpiece of our client partnerships, often combined with strategic planning, leadership assessments, team development, and targeted training to create customized solutions that solve your specific organizational challenges.
Organizational Challenges Executive Coaching Helps Solve
When executive coaching is deployed strategically, it accelerates progress on the challenges that matter most to your business.
Build Your Leadership Pipeline
Systematically develop internal successors and high-potential talent so you're never caught without ready leaders when transitions happen.
Scale Leadership with Growth
Develop the leadership capacity to execute on ambitious growth strategies, enter new markets, and scale operations without outpacing your leadership bench.
Navigate M&A Successfully
Integrate leadership teams, align cultures, and ensure executives have the capabilities to lead combined organizations through complexity.
Drive Organizational Change
Equip leaders to navigate restructuring, transformation, and strategic shifts while maintaining team performance and engagement through change.
Develop Individual Leaders
Target coaching to specific leader needs—whether that's strategic thinking, executive presence, leading change, or navigating critical transitions.
Align Executive Teams
Build high-performing executive teams with shared purpose, productive conflict, and the collaboration required for the successful implementation of your enterprise-wide strategies.
How We Deliver Executive Coaching at Organizational Scale
Stewart Leadership has spent over four decades helping organizations build leadership capacity through coaching. We don't offer one-size-fits-all programs. Instead, we design coaching strategies that match your organizational challenges and scale to your needs.
Individual Executive Coaching
Deep 1:1 partnerships with senior leaders and high-potential executives facing critical transitions, complex challenges, or capability gaps that impact organizational performance.
Typically 1-3 sessions per month over 3-12 months. Our coaches bring 20+ years of leadership experience and work with leaders on real business problems, not hypothetical scenarios.
Group Coaching
Cost-effective development for cohorts of 4-6 leaders at similar levels, whether that is emerging leaders, new directors, or VP-level talent.
Meeting 1-2 times per month, group coaching creates peer learning communities while building common leadership language and capabilities across your organization.
Particularly effective when combined with training programs to reinforce learning and ensure application.
Team Coaching
Executive team alignment, new team formation, cross-functional collaboration, and leadership team effectiveness.
We work with intact teams to improve how they work together, make decisions, and drive enterprise results.
Often combined with strategic planning or organizational design work.
Stewy: AI-Powered Coaching
Our proprietary AI coach extends coaching accessibility across your entire organization, providing on-demand support and reinforcing development between sessions.
While human coaching remains most effective for complex leadership challenges, Stewy ensures coaching principles scale beyond your highest-level executives.
Our Partnership Approach
Every Stewart Leadership engagement is customized to your needs. We're not selling a coaching program—we're solving your organizational challenges with the right combination of coaching, assessments, training, strategic planning, and consulting.
Common combinations include:
- Executive coaching + succession planning + middle manager development
- Executive assessment + board advisory + CEO coaching
- Executive coaching + team alignment + strategic planning
- Change management consulting + leadership training + group coaching
Our Five-Step Coaching Process
Successful coaching requires the coach, the organization, and the leader(s) working together. Our process is highly responsive to the growth needs of the individual, the team, and the organization.
5-Step Process:
Discovery
We meet with leaders being coached and their organizational sponsors to discuss initial focus areas and establish expectations. Separate conversations paired with confidentiality allow both participants and sponsors to discuss needs candidly. For coaching to succeed, participants must recognize a clear need and have a personal desire to develop.
Assessment
We identify leadership strengths, opportunities, and preferences through informal and formal assessment. Informal assessment explores context, needs, and challenges. Formal assessment typically includes the LEAD NOW! 360, personality profiles, and communication style inventories. Our coaches combine assessment methods to launch discovery and awareness, giving participants ownership over their development.
Action Plan
Participants co-create customized Action Plans that clarify focus areas aligned with organizational goals. Plans incorporate built-in success measurements, promote accountability, identify critical resources, and outline how participants can involve others to expand coaching impact. This blueprint for success aligns individual development, supervisor expectations, and organizational needs.
Development
Periodic meetings support Action Plan implementation. Our coaches help participants identify success and growth areas, plus where additional support is needed. Consistent follow-up maintains focus on big-picture outcomes and motivation through setbacks. Coaches provide constructive feedback that increases awareness and capacity. Between sessions, participants have unlimited access to their coach when challenges emerge.
Results
We evaluate results by assessing progress against needs identified by participants and sponsors. This includes recognizing and celebrating accomplishments—critical for maintaining momentum. We prepare next-phase action plans with sustainability measures to support ongoing development even after formal coaching ends.
Six Focus Areas Where Coaching Drives Organizational Impact
Leadership Development
Develop leaders' skills, styles, and mindset for current roles while preparing them for future positions. Build the bench strength your organization needs for sustainable growth.
Transition & Onboarding
Support leaders in preparing for and starting new roles, assimilating with teams. Reduce time-to-productivity and increase success likelihood in critical transitions.
Executive Presence & Influence
Improve leaders' communication, decision-making effectiveness, and emotional management. Strengthen the credibility and influence that drive organizational results.
Leading Strategic Change & Growth
Advise leaders through initiating, leading, and ensuring success of strategic initiatives. Equip them to navigate complexity and drive adoption across the organization.
Performance Enhancement
Help leaders overcome areas of concern in current role performance. Address issues before they derail careers or damage organizational outcomes.
CEO & C-Suite Advisory
Be a sounding board and advisor for senior executives developing teams, working with boards, and managing growth initiatives. Provide the confidential, external perspective every executive needs.
What Organizations Achieve: Data & Results
%
Average return on coaching investment
%
Higher transformation success with coaching cultures
%
Of organizations recoup their investment
Real Organizational Impact
How an Information Services Company Unified Five Acquisitions Into One Executive Team
In partnership with Stewart Leadership, CoreLogic aligned leaders and cultures to support rapid growth within a newly formed division.
Client: CoreLogic
Engagement Focus: Post-aquisition executive team alignment
Business Need: Unite leaders and streamline decision making post-transaction
Results:
- Unified executives from five acquired businesses
- Built trust and alignment across distinct cultures
- Strengthened executive leadership capability
- Created a repeatable acquisition integration blueprint
- Expanded impact into additional teams and functions
How a High-Growth Professional Services Firm Built Leadership Capacity to Scale with Confidence
In partnership with Stewart Leadership, AccountingDepartment.com invested in manager development to strengthen leadership capability and support sustained growth.
Client: AccountingDepartment.com
Engagement Focus: Manager leadership development
Business Need: Build leadership capability to support rapid growth
Results:
- Developed leadership capability across a rapidly growing firm
- Graduated 50+ leaders through a structured program
- Embedded leadership development into growth strategy
- Extended leadership behaviors company-wide
- Strengthened manager confidence and consistency
How an Ag Industry Joint Venture Strengthened Leadership Capacity to Support Long-Term Sustainability
In partnership with Stewart Leadership, the organization assessed and strengthened executive leadership to navigate near-term headwinds and support sustainable growth.
Client: Ag Industry Joint Venture
Engagement Focus: Executive talent assessment and development
Business Need: Strengthen executive capability during early growth
Results:
- Built leadership clarity during a critical growth phase
- Strengthened trust across executives, board, and advisors
- Created targeted development plans for senior leaders
- Delivered board-level, data-driven executive insights
- Extended into executive coaching to support CEO capability
How an International Construction Firm Built Internal Leaders to Support Rapid Growth
In partnership with Stewart Leadership, the organization developed its middle managers to strengthen leadership capability and build a culture of leadership.
Client: International Construction Company
Engagement Focus: Leadership capability and culture building
Business Need: Build internal leaders and strengthen pipeline amid rapid expansion
Results:
- Built internal leadership pipeline during rapid expansion
- Improved leadership capability across two cohorts
- Strengthened accountability and ownership behaviors
- Created a culture of leadership development
- Reduced reliance on external leadership hires
What Organizations Achieve: Data & Results
%
Average return on coaching investment
%
Higher transformation success with coaching cultures
%
Of organizations recoup their investment
Real Organizational Impact
How an Information Services Company Unified Five Acquisitions Into One Executive Team
In partnership with Stewart Leadership, CoreLogic aligned leaders and cultures to support rapid growth within a newly formed division.
Client: CoreLogic
Engagement Focus: Post-aquisition executive team alignment
Business Need: Unite leaders and streamline decision making post-transaction
Results:
- Unified executives from five acquired businesses
- Built trust and alignment across distinct cultures
- Strengthened executive leadership capability
- Created a repeatable acquisition integration blueprint
- Expanded impact into additional teams and functions
Questions from CHROs and Talent Leaders
How do we measure the ROI of executive coaching?
How is coaching different from leadership training programs?
How do you scale coaching across an organization cost-effectively?
How do you select and assign coaches to our leaders?
What if we've tried coaching before and didn't see results?
How long does it take to see results?
What makes Stewart Leadership coaches different from other coaching firms?
Build the Leadership Capacity Your Organization Needs
You have ambitious goals for your organization. Achieving them requires leadership capacity that can execute strategy, navigate complexity, and develop others along the way.
Executive coaching is the most effective leadership development tool—whether deployed standalone or as part of a comprehensive talent strategy. It provides proven methodology, measurable ROI, and expert guidance that extends your internal capability exactly when and where you need it most.
The question isn't whether to invest in leadership development. It's how to invest in approaches that create lasting change and drive measurable business results.
Want to learn more about our organizational approach first?
Download our "Coaching for Organizational Growth" White Paper →
Or call us directly: 1-866-490-5431
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