About Ashley Jablow
Hi, I’m Ashley — founder of
Wayfinders Collective and creator of tools that help people (and teams) design careers and lives they love.
I’m a facilitator, speaker, coach, and artist. I help individuals and organizations reconnect with their purpose, clarity, and creativity — so they can move forward with intention and confidence.
My Story
I spent the early part of my career in innovation roles — helping organizations solve big, complex challenges through human-centered design.
But my biggest, most important design project? My Life.
In 2017, after years of checking the boxes, burning out, and playing by other people’s rules, I got unexpectedly laid off. As devastating as it was, I also knew I was on a career path I didn't love, working really hard for not much money, all while raising a young, neurodiverse kiddo. I needed my work to work differently.
So, instead of asking: “What job should I do next?," I gave myself permission to ask a different set of questions – deeper ones:
“What do I want my life to feel like?”
“What really matters to me?”
“What am I here to create?”
That’s when everything changed for me. On the outside, I started freelancing, experimenting and testing what I could offer as a solopreneur.
I also started changing on the inside: learning to take bets on myself, trusting my intuition, and applying the same innovation tools I’d taught inside companies — ideating, prototyping, reflection, reframing — to my own life and career.
That was the beginning of Wayfinders Collective – a creative, human-centered space where individuals and organizations learn how to design their work and lives with purpose. And it’s truly the best job I’ve ever had!

What I Believe:
Your career doesn’t have to feel like a trap. It can be a joy.
Burnout isn’t a flaw — it’s a signal.
Clarity comes through honest reflection and aligned action, not waiting.
Reflection is a superpower.
Innovation isn’t just for teams; it’s a path to personal transformation.
Art, creativity, and process all belong in the same room.
Each of us is designed to work and live differently. Your job is to uncover your unique way forward (and I can help!).
Today I Work With:
Organizations & Teams: I facilitate powerful workshops that help teams reconnect, reset, and move forward with clarity and cohesion.
Events & Conferences: I speak on creativity, authenticity, and innovation for life — helping audiences navigate change and lead with values.
Individuals: I offer a 4-week 1:1 career design intensive, helping mid-career professionals get unstuck and design what’s next.
Creative Self-Guided Tools: I create art, guided journals, and other tools that support reflection, experimentation, and brave new choices.
My Credentials
20+ years of experience in design, strategy, innovation, and facilitation – including at IDEO and The White House
Trained Co-Active coach with over 500 hours spent coaching
Creator of the “100 Days of Designing My Life” guided journals
MBA grad who geeks out on innovation frameworks and tools
6/2 Emotional Projector, Cancer Rising and proud parent of a neurodiverse child
Lifelong student of creative, human, values-first living
Let’s Stay Connected
I’d love to connect — whether you’re looking for a speaker, a facilitator, or simply curious about designing your own next chapter.