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

At my desk just a few weeks before being laid off in 2017.

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.