Why Life & Leadership Coaching?

What have I learned after 20+ years of coaching and supporting people through a pandemic? That how we live and how we lead are impossible to separate.

Work life. Personal life. Intertwined. Interconnected. Interdependent.

That’s why I now offer Life & Leadership Coaching as one elegant choice.

No more wondering, “Can I talk about my best friend’s scary diagnosis in my executive coaching session?”

Or, “I know it’s a life coaching session, but can I talk about the conversation with my manager that’s waking me up at 2 a.m.?”

The answer is yes, you absolutely can. It’s all your lived experience.

And if you’re thinking, “Fine, but I’m not a leader,” I believe that leadership is how we show up in any situation, not the title you have in the org chart. We can lead anywhere our families, volunteer roles, on the job.

Leadership is acting on your values and interacting in ways that create more belonging and possibility for ourselves and others.

No one has to go it alone during these strange and stressful times. Let’s connect for a free, no obligation, 30-minute conversation to see if Life & Leadership coaching is right for you.

The Choice Is Yours

Do you want to be free from the screen and coach by phone from your backyard or balcony?

Close your office door and coach by Zoom without the stress of driving and parking?

I coach by phone, Zoom, or WhatsApp so you can be anywhere in the world that works for you. The choice is yours.

You know yourself better than anyone else does, so you get to choose the level of investment that works for you. My no-obligation free consultation is a great way to get your questions answered so you can make an informed choice.

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What Life & Leadership Clients Have to Say

“Jen’s artful coaching strikes the right balance of challenging me to dig deep on my potential areas for improvement, while lifting up my strengths. Working with Jen helped me recognize that living in my integrity while holding boundaries not only improved my work performance but also increased my personal health and well being.  As a result, I was promoted with an accompanying raise and bonus.  But more importantly, I was thriving and happy.  An investment in Jen’s ‘Dedicating’ coaching package is the best possible investment in yourself!”

“My experience with Jennifer Wilson as a coach has been exceptionally positive. I work as the executive director of a state-wide nonprofit in Wisconsin. Over the past two years we have gone through a process of significant growth and expansion, and Jennifer has been key for providing guidance during this period of time. She comes with significant experience and wisdom from her years of work, and she is gifted with the ability to be an active listener and ask the right questions in a timely manner. I strongly recommend Jennifer for leadership development, executive coaching, and similar.”

I recently found myself feeling untethered, after terming out of an organizational role that brought much meaning and sense of purpose to me over the years. I sought out Jen’s coaching, and have found it invaluable. Through her thoughtful inquiry, reading suggestions and assignments, she’s helped me to not only sort out what’s next, but, more deeply, to examine and address some doubts and fears holding me back from embracing a fuller life. I am immensely grateful.

Jen has been a wonderful coach for me over the past 5+ years as I navigated key transitions in my life. She has helped me navigate parenthood, job transitions, entrepreneurship, relationships, and more. She asks tough questions but always operates from a place of compassion. Jen sees my strengths even when I am struggling. She leaves me with actionable things to follow up on from each session. She seems delighted by accompanying me on my journey. I can’t recommend her enough.

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Discovering

(4 months)
$2,950

Deepening

(6 months)
$4,950

Dedicating

(8 months)
$10,950

6 coaching sessions (one 75-minute initial session and five 50-minute sessions)6 coaching sessions (one 75-minute initial session and five 50-minute sessions)6 coaching sessions (one 75-minute initial session and five 50-minute sessions)
90-minute Immunity to Change session to surface hidden assumptions and commitments 90-minute Immunity to Change session to surface hidden assumptions and commitments 90-minute Immunity to Change session to surface hidden assumptions and commitments
Tools and Resources: relevant to your goals and learning
Tools and Resources: relevant to your goals and learning
Tools and Resources: relevant to your goals and learning
Personalized Interim Learning: activities designed to move your further, faster
Personalized Interim Learning: activities designed to move your further, faster
Personalized Interim Learning: activities designed to move your further, faster
“Coach on Call”: unlimited brief touchpoints“Coach on Call”: unlimited brief touchpoints“Coach on Call”: unlimited brief touchpoints
6 additional 50-minute coaching sessions to sustain change
6 additional 50-minute coaching sessions to sustain change
360 Inquiry: One-to-one Learning Conversations with up to 6 people; 2-hour Learning Conversation to debrief your personalized “View of You” report
Discovering

( 4 months)
$2,950

6 coaching sessions (one 75-minute initial session and five 50-minute sessions)
90-minute Immunity to Change session to surface hidden assumptions and commitments
Tools and Resources: relevant to your goals and learning
Personalized Interim Learning: activities designed to move your further, faster
“Coach on Call”: unlimited brief touchpoints
Deepening

(6 months)
$4,950

6 coaching sessions (one 75-minute initial session and five 50-minute sessions)
90-minute Immunity to Change session to surface hidden assumptions and commitments
Tools and Resources: relevant to your goals and learning
Personalized Interim Learning: activities designed to move your further, faster
“Coach on Call”: unlimited brief touchpoints
6 additional 50-minute coaching sessions to sustain change
Dedicating

(8 months)
$10,950

6 coaching sessions (one 75-minute initial session and five 50-minute sessions)
90-minute Immunity to Change session to surface hidden assumptions and commitments
Tools and Resources: relevant to your goals and learning
Personalized Interim Learning: activities designed to move your further, faster
“Coach on Call”: unlimited brief touchpoints
6 additional 50-minute coaching sessions to sustain change
360 Inquiry: One-to-one Learning Conversations with up to 6 people; 2-hour Learning Conversation to debrief your personalized “View of You” report

Questions?

Check out the FAQ or contact me to schedule a no-obligation free 30-minute consultation.

Life and Leadership Coaching FAQ:

  • What if I have questions before I sign up?

    The first step is a free 30-minute consultation so you can ask questions and get answers. There’s no obligation and confidentiality is guaranteed. If we choose to work together, you’ll begin coaching. We’ll figure out a schedule that works for you.

  • Where do we begin?

    When emotions are swirling, it can be hard to know what to do or think next. Getting really clear about what matters most to you helps. Your core values and beliefs make up your personal North Star, what you use to find your way and know if you’re headed in the right direction. As a coach, my job is to help you define your North Star by asking thought-provoking questions, challenging unconscious assumptions, and being compassionately honest.

  • Who sets the agenda?

    Coaching is a partnership that respects your intelligence and capacity to discover your own solutions. Together, we create space and time for you to reflect, make choices, and take action in Life and Leadership. You define what it means to live your best life, and we work together to make it happen.

  • What happens in sessions?

    You’ll help set the focus of each session , learn from challenges and successes, and commit to actions you want to take by the next session. In between sessions, you have unlimited access to “Coach on Call” support – brief emails or phone calls to ask questions, problem-solve, or celebrate successes.

  • What if I want to continue coaching once my package is finished?

    It’s easy to renew for another package. We’ll work together until you feel complete, whether that’s in a few months or in a year. Everyone is different, and you’ll have a good sense of when you’ve achieved your goals. Many people come back to coaching years later when life brings new challenges.

  • Is there a sliding scale or global price adjustment?

    Yes and yes.  New Leaf clients are part of a mutual benefit model where people and organizations who are able to pay full rates help support my ability to meet the needs of people who are currently experiencing financial insecurity or work at small budget nonprofits. Read this excellent article which reflects how we can determine what’s fair and equitable for us both. I recognize that we may be meeting each other from different places in our global economy, and I apply percentage discounts based on your country of origin or residency.

  • Is New Leaf LGBTQIA+ friendly?

    Absolutely! As a queer person myself and an educator who co-founded the first public high school openly welcoming to queer students, I do my best to stay informed about the lived experiences and challenges our community members face, as individuals and as a powerful collective.