• You want a clear sense of direction, but you’re not sure what your next steps are—to stay or go, invest further in your field or pivot into something new.

  • You’re ready to create a career path centered around what drives you on a core level, but amidst your day to day workload, you don’t have the perspective or energy to get clear on what’s most important to you.

  • You feel called to lead, and you want to garner the courage to step up and serve on a new level, but you want to do that thoughtfully and with integrity—as an authentic, confident leader rather than a power-hungry energy vampire.

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Through this virtual coaching program for a small group of mission-driven leaders, we’ll sift through what’s in your head, your heart, and your resume to create your personal, actionable Strategic Career Compass. Building momentum week to week, we’ll design your customized compass one point at a time—including your personal mission, the core values that drive you, your unique leadership style, your toolbox of strengths and skills, your personalized vision for your career development, and more.

Your Strategic Career Compass will enable you to:

  • Creatively lead your career development with intention, freeing you from following the road you happen to or believe you should be on.

  • Focus your next steps. Efficiently identify opportunities and work environments that align with your strengths and values.

  • Develop your elevator pitch. Personalize and authentically express your skills in job interviews, performance reviews, and when answering the question "What do you do?"

  • Advance your career with confidence. Step up to new leadership responsibilities take your impact to the next level.

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This grounding document clearly articulates who you are, what you stand for, and what you bring to the table—and it is adaptable, helping you to course correct for new opportunities and changes that come your way while remaining true to yourself.


Let’s Tackle Your Career Development Together

I’m Carole Ann Penney, CPC, and my mission is to help leaders like you navigate their work and lives with purpose and resilience.

I know firsthand what it feels like to realize that you’re on the path that you think you should be on. And I’ve experienced the shifts that come with intentionally choosing a path that authentically aligns with who you are and what you stand for.

I have a B.A. in Education Studies (Brown University), I’m a Certified Professional Coach (iPEC), and I hold a Certificate in Nonprofit Management & Leadership (Tufts University). I have over 10 years of experience in supporting direct reports, mentees, and clients through career and leadership development and over 7 years of experience in professional coaching and facilitation.

As someone who came up through nonprofit organizations, I am passionate about making impactful leadership & career development coaching accessible to mission-driven leaders like you, who get paid in warm fuzzies vs. the big bucks. That’s why I created this program for you. 



I’ll be in touch to schedule a free, 30 minute call
for us to explore whether the program is the right fit for you.

What clients are saying…

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  • Dive in with a 30-minute one on one coaching session with me when you join, to set your core goals for the trajectory of our work together.


  • Kickoff each week with a series of eight 90-minute group calls to dive deeper into each point on your Strategic Career Compass, get coaching around your pressing questions, and break through anything holding you back.

  • I’ll hold you to the action steps you set for yourself, so you really move forward and build momentum.


  • Access to my extensive library of tools that will help you define and develop your professional skills, self-knowledge, and confidence.

  • An intake questionnaire that will define your greatest professional challenges and potential—and help us hit the ground running from week one.

  • Weekly assignments to help you dig into who you are, what you stand for, and what you bring to the table.

  • Revise your resume and cover letter so that they accurately showcase your unique skills and position you for your next steps.


  • As your coach, I provide the structure and support to bring clarity to your career path; you’re no longer on your own—we’re in this together.

  • I'll challenge your assumptions and limitations and champion your unique strengths and qualities.

  • Get unlimited email support between sessions to keep the action moving forward, share insights, and celebrate your successes.


  • Learn alongside others grappling with the same questions and pivot points.

  • Benefit from the rich knowledge and experience that we hold when we come together.





As a result of our work together, you’ll be ready to:
focus your path, filter opportunities that align with who you are,
& confidently communicate who you are and what you’ll bring to your next position.



I’ll be in touch to set up a 30-minute, free informational call
to get to know each other & answer your questions.