Michael O’Reilly, PCC, MBA
Former Fortune 500 executive, CFO, CDO and Board Member coaching today’s high-impact leaders.

Executive Coaching for Senior Leaders Navigating Critical Career Moments

Helping executives gain clarity, strengthen leadership impact, and successfully navigate transitions — guided by real-world executive experience.

Executive Coaching at MO’R Success Coaching

Executive coaching helps senior leaders navigate leadership transitions, increase organizational impact, and make clearer strategic decisions. Through confidential one-on-one coaching, leaders develop greater self-awareness, alignment, and sustainable performance.

Who I Work With

Executive coaching is designed for leaders experiencing pivotal moments, including:

  • Executives stepping into C-suite roles

  • Senior leaders navigating career transitions

  • High-performing leaders seeking greater clarity

  • Executives facing increased organizational complexity

  • Leaders preparing for expanded responsibility

Challenges Senior Leaders Bring to Coaching

Common themes include:

  • Transitioning from operational leadership to strategic leadership

  • Managing increased pressure and visibility

  • Decision fatigue and competing priorities

  • Leadership blind spots affecting team performance

  • Navigating career inflection points

The Executive Coaching Process

The MOR Leadership Clarity Framework™

  1. Perspective
    Clarifying goals, leadership challenges, and desired outcomes.

  2. Alignment
    Connecting leadership behavior with organizational impact.

  3. Action
    Developing practical leadership strategies.

  4. Sustainability
    Building habits that support long-term effectiveness.

Coaching Grounded in Executive Experience

MO’R Success Coaching is informed by decades of real executive leadership experience — including navigating board dynamics, organizational change, and high-stakes decision-making.

Outcomes Leaders Experience

Clients often report:

  • Increased leadership confidence

  • Stronger executive presence

  • Clearer decision-making

  • Improved stakeholder alignment

  • Sustainable performance and balance

Meet Michael O’Reilly

Michael O’Reilly is a former Fortune 500 executive, CFO, CDO and Board Member who now coaches senior leaders navigating complex professional transitions.

His coaching integrates strategic insight, leadership psychology, and practical executive experience.

Partial Client List

  • Apple logo
  • Salesforce logo
  • Discover logo
  • Gap logo
  • Barclays bank logo
  • Marine Layer logo

What Clients Are Saying…

Michael changed my life. I realized immediate benefits from his coaching that helped me through a challenging time in my professional and personal life.

— Global VP of Brand and Merchandising, Fortune 100 Automotive Company

I picked Michael as a coach because his style was the most pragmatic of those I reviewed…together we laser-focused on the highest leverage areas…His tools are practical and applicable in my world (PE operations), and his probing questions opened my eyes to things I couldn’t see by myself. I still have a few notes from him as post-its on my home computer to remind me to use them in tricky conversations. I’ll always have to work against my natural blind spots, but with his frameworks and tools I have some guardrails to make it easier for me to be a better leader and colleague.

— Partner, Leading Private Equity Firm

Michael immediately helped me stop spinning and get my career and life in sync. His ability to help me quickly identify the issues that were overwhelming me and develop an immediate plan of action assisted tremendously in getting my career back on track.

— Technical Consultant, Financial Services

Michael helped me identify long-time stallers in my career and developed a plan that enabled me to build trust with my team and executive management at a critical point in my career.

— Marketing Executive, Fortune 100 Financial Services Company

I had the immense pleasure of working for Michael during our 6 years at Athleta together. I singularly credit Michael for teaching me and role-modeling what it means to be a people-first leader and how to drive meaningful business outcomes while putting people first and leading with humanity and sincerity.

Since then…whenever I navigated a sticky or complex situation at work, I felt confident in my decision when I grounded my principles back to what I learned from Michael and the type of leadership he demonstrated. Michael is also an incredibly kind, genuine and caring human being. I am excited for the many people who will benefit from his coaching, I would recommend Michael as an executive coach to help you through a leadership transition, or simply to be a more effective and self-aware leader. You will be lucky to have him on your side.

— VP of Insights and Analytics, Fortune 100 Footwear and Apparel Brand

How we’ll work together:

1

Introductory Session

In our first meeting, we’ll explore your goals, aspirations, and challenges. This session sets the foundation for our coaching relationship, allowing us to build rapport and establish a mutual understanding of your objectives.

2

Development of Your
Coaching Plan

Together, we’ll create a tailored coaching plan that aligns with your goals. This plan includes specific exercises, practices, and milestones designed to support your growth and development. We’ll ensure the plan is both realistic and ambitious, setting you up for success.

3

Embark On Your
Coaching Journey

We’ll partner in the implementation of your coaching plan. We meet regularly to review  progress towards your goals, identify any blockers, and reflect on your experiences with the exercises and practices outlined in your plan. These sessions provide a safe space for honest reflection, allowing us to focus specifically on your plan or explore other areas where you’d like to leverage a thinking partner. 

Together, we’ll navigate challenges and celebrate successes, ensuring continuous growth and achievement….and have some fun along the way.