Career Strategy and Coaching for Mission-Driven Leaders
Where thoughtful professionals find community and learn to navigate their work with purpose and resilience
First things first: your career questions and challenges are totally normal.
Here’s where you start getting unstuck.
These days our careers demand more and more of us. It’s easy to get consumed by the demands of your work… only to look up one day with the sinking feeling that you’re not sure how you got here or what you’re truly meant to be doing.
But whether you’re:
An emerging professional or an established leader…
Working in the nonprofit sector or making an impact in another industry…
Wanting to change your path completely or gently shift to regain some control…
You can craft a one-of-a-kind career that aligns with who you are.
It’s time to leave behind the linear, forward-and-up career concept and embrace a new model: creating a career path that gives you the freedom to follow your curiosity, own your professional identity, and do work that’s meaningful to you.
It’s completely possible to feel grounded, impactful, and fulfilled in your work — and you’re in the right place for support to help you get there
Learn to navigate your career with purpose and resilience
YOUR JOURNEY TO A MORE FULFILLING CAREER BEGINS HERE.
New to coaching and want to begin with a single session? Ready to fully dive in and finally get in the driver’s seat of your career? No matter where you are on your career path, you’ll find the kind of support you need.
-
Career Coaching
Through single-session or longer-term coaching, you’ll clarify your vision, navigate what’s next, and craft a career path that’s meaningful to you.
-
Leadership Coaching
Craft your personal Strategic Leadership Compass to transform your future—and confidence—as a leader.
-
Corporate Coaching & Training
Elevate your organization and transform your leaders with customized coaching & training for organizations.
-
Speaking
Treat your audience to modern, meaningful professional development and personal growth by booking a speaking engagement.
We’re proud to partner, lead, and grow with…
-
![]()
"Carole Ann's words and tools helped me find direction and purpose. My new confidence in who I truly am helped distinguish me from other candidates in a recent job search because I can speak about my mission, vision and 'why'—and it led to my dream position. The best part is that the tools I acquired can be taken with me forever."
— Anjali
Software Engineer & Leader -
![]()
"As a result of our coaching, I've developed more of a leadership voice and confidence around my approach. I'm more comfortable asserting my opinions and taking opportunities for visibility, and I've shifted my approach to individually coaching my team members. My team is shining, and I'm seeing others respond to their leadership and influence."
— Cliff
Insurance Team Leader -
![]()
“Choosing to work with Carole Ann was one of the greatest investments in myself that I have ever made. She taught me how to clear out the old blockages, obstacles, and narratives to step into myself and my power. She asks challenging questions and holds space while you discern your answers, calls you out when you are hiding and, with great care, provides the support needed to take those next steps."
— Amy
Lawyer, Advocate & Storyteller -
![]()
"I had never really invested in my own career development before. It felt like a leap, and it definitely was...but it was 100% worth it. I gained so much more than my investment in terms of insight and confidence. After completing the program, I was able to renegotiate my role to better suit my interests and skills, and earned a raise and a promotion."
— Theresa
Writer
I’m Carole Ann Penney, Career Strategist and Founder of Penney Leadership.
Consider us your resource for career clarity (...and ALL the podcast recommendations).
I founded Penney Leadership to help mission-driven professionals like you to navigate your career with purpose and resilience. After over 10 years and 200+ clients, we’ve grown into a wholehearted practice where leaders at all levels can find career support through individual and group coaching, leadership development training, original articles, curated tools, and so much more. You’re in good company here!
As a Certified Professional Coach (iPEC), career strategist, and facilitator, my mission is to offer you the resources and tools you need to become the confident leader of your own life and career. And as a formerly burned-out but “successful” leader who had to dive deep and design her own path, I understand.
Nobody has taught you how to navigate this modern world of work — until now. Let us help guide you out of the doubts, away from the “shoulds,” and onto a path that’s uniquely yours.
Curious about your career questions and challenges?
Get started for free with these resources crafted just for you.
-
Leadership Lab
Grab your seat in this series of free, bi-monthly virtual coaching workshop on your most-requested leadership & career development topics.
-
Resource Library
Love to read? You’re in good company! Here’s your destination for insights on your big questions about work, no matter where you are on your unique career path.
-
In Your Inbox
Join the Penney Leadership Community by subscribing to the Strategic Leader’s Toolbox, a twice-monthly newsletter with exclusive insights and curated resource.
Claim your free e-course, the New Rules of the Career Road!
YOU’RE JUST THREE DAYS AWAY FROM A MORE ALIGNED CAREER.
Say goodbye to outdated career myths and feeling trapped on one path – it’s time to learn the new rules of the career road. You’ll get in the driver’s seat of your career with three days of simple-but-powerful exercises to unlock new possibilities and perspectives.
You’ll also gain access to the Strategic Leader’s Toolbox, a twice-monthly roundup of exclusive insights and curated tools to help you navigate your career with intention and confidence.