meaningful shifts start with small flutters

Coaching That Meets You Where You Are—and Evolves With You

My name is Jennifer Tsai Ebbitt. For more than 25 years, I’ve been a business leader across industries, from Wall Street to Silicon Valley and from innovative startups and global brands. Today, I bring that experience into my work as a coach. I partner with people navigating transitions, negotiating challenging situations or simply trying to juggle it all—work, life, family, and everything in between. My coaching helps you reconnect with what matters, build self-trust, and move forward with greater clarity and confidence.

Tsai Coaching Approach

Tsai Coaching was born from a deep reflection on what matters most to me: meaningful relationships, adventurous experiences, and a sense of harmony between work and play. The company name is a tribute to my late father, who, alongside my mom, shaped my worldview with their love of travel, good food and joyful living. “Tsai” is my maiden and now my middle name. It bridges not only my two names, but also the curious spirit of my younger self and who I am today.

As a coach, I see myself as a bridge, supporting you as you move from where you are now toward a life that feels more aligned, energized and true to you. Rooted in the CoActive coaching model, my approach centers on partnership: helping you tap into your creativity, resourcefulness, and potential to take meaningful action.

Hummingbirds always remind me of my Dad. They also feel like the perfect coaching symbol—agile, resilient, and joyful in motion. A small creature that teaches us that there’s beauty and meaning in both the pause and the momentum.

Contact me.

Curious about coaching? Book a complimentary Spark Session. I look forward to hearing from you.