Rediscover You: One-on-One Coaching for a Midlife That Lights You Up
Are you standing at the crossroads of “what was” and “what’s next?” Midlife brings unique transitions that deserve thoughtful navigation and support.
While our Funderful group experiences offer community and connection, one-on-one coaching provides the personalized guidance to transform your specific challenges into opportunities for growth and joy.
*Coaching is available to women who reside anywhere within the United States via video sessions.
The Funderful Coaching Experience: What Makes it Different
As both a certified life coach specializing in life transitions, and a degree in psychology, I don’t just listen – I engage, challenge, support, and help you create tangible results:
Putting You at the Center
If you’ve spent decades prioritizing everyone else, our coaching relationship is refreshingly different – you come first, always. I’m only concerned with your success.
Asking the Unasked Questions
I engage you in powerful, thought-provoking conversations and ask questions in ways no one has likely asked before. Your answers often unlock insights that have been waiting just beneath the surface.
Holding Your Vision
When life’s distractions pull you off course, I’m there to remind you of your bigger picture. I help you prioritize your values, time, and energy in alignment with the future you want to create.
Compassionately Challenging You
I’ll call you on the carpet for patterns that may be limiting your choices or keeping you stuck. I won’t let you settle for anything less than your best, while providing unwavering support.
Building on What Works
We focus on solutions. There are already things in your life that are working well, and together we’ll identify and build upon them in ways you may not have realized were possible.
Expanding Possibilities
I’ll help you stretch yourself, expand, and grow in ways that might seem unimaginable right now. What looks like a challenge today often becomes the foundation for tomorrow’s joy and purpose.
Empowering, Not Advising
In our coaching relationship, you are the expert, and while I have expertise to share with you, the goal is on empowering you to discover your own answers and take full responsibility for creating a life that truly fulfills you.
Through our coaching partnership, we’ll tackle your specific challenges with practical strategies and fresh perspectives. Our work together focuses on creating meaningful forward movement in the areas that matter most to you.
Oh, and by the way, I don’t believe in problems, only opportunities to learn and grow! And after coaching with me, you will, too!
The Funderful Coaching Experience
As a certified life coach specializing in life transitions, I don’t just listen – I engage, challenge, support, and help you create tangible results:
Through our coaching partnership, we’ll tackle your specific challenges with practical strategies and fresh perspectives. Our work together focuses on creating meaningful forward movement in the areas that matter most to you.
Oh, and by the way, I don’t believe in problems, only opportunities to learn and grow! And after coaching with me, you will, too!
Your Funderful Coach
Hi, I’m Cheryl Dillon, founder of Funderful Experiences and your private coach.
With a bachelor’s degree in psychology, certification as a life coach, and 15 years of experience coaching individuals through life transitions, I’ve supported hundreds of people in navigating crossroads, aligning with their truest values, and designing lives that energize rather than deplete them.
My coaching approach combines professional expertise with personal insights. As a woman navigating midlife myself, I understand firsthand the challenges and opportunities this stage brings.
In our coaching relationship, I create a supportive environment where you can explore new possibilities, overcome obstacles, and take meaningful action toward your goals. My clients describe my style as refreshingly direct, genuinely encouraging, and infused with just the right amount of humor. They get honest feedback, practical strategies, and a partner who helps normalize their experiences while guiding them toward meaningful growth. If this approach resonates with you, let’s connect and explore how we might work together!
FAQs
Growth is a personal journey, not a race. Some clients experience “aha” moments and shifts in perspective in our very first session. For others, change comes through consistent action over time. Our partnership is focused on creating meaningful, sustainable progress at a pace that feels right for you.
Absolutely! Many clients find that individual coaching complements our group gatherings beautifully. Your coaching insights can deepen your event participation, and connections made at events often support your coaching journey.
Yes! Since all sessions are virtual, I coach women across the country.
All coaching sessions are conducted via video call, allowing us to connect from the comfort and privacy of your own home. This makes coaching accessible and convenient no matter where you live within the United States.
Absolutely. Our coaching relationship is a confidential space built on trust. Everything we discuss is held in the strictest confidence to ensure you feel safe to explore, question, and grow.
While therapy often focuses on healing past wounds and trauma, coaching is forward-looking. We acknowledge where you are now and focus on creating a tangible path to where you want to be. Our work is action-oriented, centered on building strategies and mindsets to help you thrive in your present and future.
