Personal Leadership Coaching
with Jenny Rudolph

Personal Leadership Coaching
with Jenny Rudolph



Top athletes have coaches. And they practice. The rest of us are expected to up our game at work—the game we spend the majority of our time on—by ourselves.

What if, instead, you had a caring, dynamic coach at your side helping you become the best version of yourself?

What if you could identify your unique strengths and harness them to thrive in your career, lead your teams, and focus your impact?

We help you get there—one leadership rep at a time.

Schedule a Free 30-Minute Consultation Now


One-on-One Coaching with Jenny Rudolph

“Life changing” isn’t hyperbole—it’s what our clients actually say. Jenny Rudolph’s coaching offers structured personalized support to answer the hardest questions:

  • How do I build my situational leadership skills?
  • When a moment in my day calls for it, how do I lead with purpose?
  • How do I stay anchored while everything seems to be shifting around me?

As a master teacher and coach, Jenny meets you at the intersection of learning and leading. Together, you’ll identify the moments when trying something just outside your comfort zone becomes transformational. Jenny sees your strengths with an uncanny ability to notice what’s right under the surface. Grounded in CMS‘s “Leading with Good Judgment” approach, Jenny holds you to a high standard—while helping you grow without losing your footing.

If you want exquisite attention and fierce support, you’ve just found it.

Group Coaching with Jenny Rudolph: The Leadership Lab

The Leadership Lab is not for everyone. It’s for professionals who are ready to grow by using their everyday work challenges as the training ground for becoming the leader and mentor they want to be.

Small-group coaching (3-5 peers) is where real learning meets real leadership.

In the Leadership Lab, you’ll turn everyday work into situational leadership training. You’ll learn how to transform challenges armed with the confidence, clarity, and tools to:

  • Build stronger, more connected teams
  • Recover from missteps
  • Provide high-impact feedback

Think of it as a greenhouse for your best leadership self—especially if you’ve trained with CMS—to get ready to grow in tougher soil.

And this isn’t just any group experience: it’s one led by Jenny Rudolph.

If you’ve seen Jenny coach educators or lead a debriefing, you already know: she doesn’t just notice what’s happening, she sees what could be happening and helps you get there. In the Leadership Lab, Jenny brings that mix of rigor and warmth to group coaching. You’ll grow not only from her coaching, but from osmosis: watching how you, your peers, and Jenny work together to manage challenge, create clarity, and find learning in even the stickiest moments.

Join our next open Leadership Lab cohort


The Details: Leading with Good Judgment

For over 20 years we have walked shoulder-to-shoulder with healthcare education leaders, a trusted partner in launching and transforming careers.

Our core belief? You don’t have to just survive challenges—you can use them as a gym for building leadership skill and identity. A stalled project, a resistant boss, a wayward trainee, a high-stakes conversation—each can become a rep that strengthens your leadership voice and your team’s performance.

In Leading with Good Judgment, you activate a reinforcing loop between behavior and identity. New behaviors reinforce your evolving identity. And your evolving identity—asking “Who do I want to be in this moment?”—informs new behavior.

Leading with Good Judgment’s Proven Strategies

1. High Standards and High Regard

You pursue excellence with compassion and curiosity—for yourself and others.

Focus: Leading with Good Judgment starts as an “inside job.” When your internal reset takes hold it ripples outward to your team and organization as you start showing up in a new way.

2. Transparent Thinking

You preview your goals and decision-making so people don’t have to guess where you’re coming from. Whether leading a meeting, a hiring process, a clinical team, or curriculum design group, your colleagues know where you are coming from.

Focus: Reduce fear and enhance clarity about purpose and process.

3. Curiosity about Perspectives

Using tools from cognitive science and psychology, you deepen insight into your own patterns and learn how to build the psychological safety, invite and value other perspectives.

Focus: Enhance connection and performance by integrating diverse viewpoints.

4. Conversation for Culture Change

What you say—and how you say it—shapes your culture. Every conversation launches a virtuous or vicious cycle that can strengthen or degrade a learning culture.

Focus: Become a change agent who shapes pockets of culture, one interaction at a time.


Work with Us: Invest in Yourself

Whether you’re stepping into a new role, navigating a team challenge, or ready to redefine your leadership identity, we’ll help you build the clarity, confidence, and habits that fuel sustainable impact.

Guided by the “Good Judgment” approach that has transformed the lives of healthcare education leaders worldwide for 20 years, you will step into a social science-backed coaching program tailored to your unique goals and challenges.

Coaching Options
Weekly sessions to identify high-hard goals or quick wins that get you going in the best direction for you. Build leadership habits that last.
Embed new behaviors, shift identity, and elevate your leadership presence.
A one-time intensive—Reboot your focus, launch a big initiative, or plan the year ahead.

Ready to Lead with Good Judgment?


“This experience was incredibly valuable for my personal and professional growth—boosting my confidence, sharpening my long-term goals, and connecting me with Jenny’s network of inspiring professionals.” -Casi Wilson, RRT, MSEd

“Since completing the program, I've been given additional titles, responsibilities, and leadership roles that I know would not have been possible had it not been for my growth via the CMS team.” -Chris DelMaestro, DO Associate Director Emergency Medicine Simulation Fellowship Rutgers Health

“This process transformed me into an education leader, capable of exploring performance gaps and creating powerful, evidence-based interventions—while staying energized, enthusiastic, and inspired in my work.” -Matt Frederick, MD Medical Director University of New Mexico Simulation Center

We've coached education leaders from: