Welcome. I'm Roberta Gregoire.
I help people in major life transitions discover who they're becoming and create meaningful next chapters.
When Life Shifts, So Do You
Whether it's the shift into retirement, an empty nest, divorce, job loss, or a major health change, life transitions can stir up a mix of excitement, uncertainty, and everything in between.
Modern life asks us to do more, go faster, and keep pushing, even when we’re in the middle of big change. When the familiar structures of daily life shift (after leaving a career, moving through a breakup, or watching your last child leave home), it's easy to feel lost, stuck, or disconnected from who you are now.
We often prepare for logistics, such as finances and timelines, and overlook the emotional, psychological, and spiritual aspects that matter just as much.
You might be wondering:
Who am I without my job or caregiving role?
What's next for me?
How do I stop drifting and start creating a life I love again?
That's where I come in.
My Approach
I work with people who are ready to step into their next chapter: individuals who may feel restless, unfulfilled, or uncertain about what comes next.
Together, we create space to reflect, reconnect with what matters, and chart a new path forward, one aligned with your values, energy, and inner wisdom.
While there's no one-size-fits-all solution to life's transitions, there is a way forward that honors your unique situation with curiosity, compassion, and support.
What's Your Turning Point?
You don't have to have it all figured out. You just need to be willing to begin.
If you're ready to explore what's next — whether that's redefining retirement, rebuilding after divorce, rediscovering yourself after job loss, or simply feeling more like yourself again — I'd be honored to walk with you.
A Bit About Me
My own path has been anything but linear. I've worked in financial services for decades, raised a daughter with a complex medical condition, gone through divorce, and lived with autoimmune illness. Each twist and turn brought questions, challenges, and eventually growth.
Years ago, I realized I was ready to do more meaningful work. I trained as a certified life coach with specialized training in navigating transitions. In 2023, I was awarded an Impact Grant from the Cystic Fibrosis Foundation to help adults with CF navigate the life changes that came from breakthrough treatments.
Clients describe me as grounded, caring, curious, and practical. I bring both lived experience and professional skills to every conversation, along with deep respect for each client’s unique journey.
Outside of work, you'll find me digging in the garden, playing with my Beagles, Jolly and Reggie, experimenting in the kitchen, or exploring hiking trails across New England. I care deeply about native plants, the ecosystems we share, and creating a life that feels both joyful and sustainable.
A well-placed question or comment are often all it takes to nudge me in the right direction. - Rich M., MA
“Over the past year, I have been working through multiple transitions in my life. Roberta has been my coach all along the way. Our sessions have become the highlight of my very busy schedule. I know that each time we meet, she will guide me, show me what I am not seeing and help me inch forward toward my goals and dreams. She listens deeply, and creates a space that makes me feel safe and allows me to open up. I'm grateful to have her as my coach as I work through my life transitions.” -Bahija H., CA
