About Diana


Hi, I’m Diana.

I’m an executive coach, business strategist, and writer. Behind the scenes, I also serve as a guide, creating personalized tools to help entrepreneurs and leaders cut through the fog and make their next meaning-filled moves.

For over 20 years I’ve walked side-by-side with hundreds of leaders, helping them chart their next steps in alignment with their True Values, in both their big (“What do I do with my life next?”) and immediate (“How do I guide this project?”) questions.

One of the best pieces of praise I ever received from a client was, “Years after our work, everything we talked about is still relevant and I’m still using the tools we created, daily.” And that’s what makes me proud to do this work: lasting impact.

I’m often asked how I got here, to which I answer truthfully (and channeling the Beatles), “a long and winding road” —  including some of these stops along the way:

  • For 10 years I worked as a youth counselor, which means I also worked as a counselor to their parents. And it means I played a lot.
  • I’ve traveled to six continents, sometimes as a liaison for expanding companies and orchestrator of new collaborations, other times as a volunteer traveling solo to developing countries (I have a passion to help solve poverty), and once for a vacation to New Zealand (I almost didn’t come back).
  • I’ve worked under the hood of companies in advertising, film, nonprofits, accounting, marketing, consulting, and business leadership, and changed my own career path five times–learning a thing or two about guiding healthy transitions along the way.

When I’m not offering insight and strategy, you can find me visiting my birth country of Barbados (crazy!), taking mini-Sabbaticals to restore the well, reveling in movies (LOTR and Sense and Sensibility are lasting faves), enjoying good wine with friends, or traveling the world—because our outer life is as rich, diverse, rejuvenating and fun to explore as our inner one.

If you’d like to work with me, this is the best place to start.

If you’d like to connect, you can send me a note here or find me on Instagram.

I look forward to journeying with you.



“In a word, working with Diana is illuminating. But what she gave me was tangibility — something I can actually work with beyond a metaphor or vision. I use my notes daily. Literally, I meet every day with my Values, my internal board of directors.”


“I finally feel like I’m running towards life. Not the other way around.”


“I expected an acedemic approach. This was totally different.”


Diana is a modern archaeologist of inner truth. Working with her left doubt at the door and my energy restored. I now see new meaning in what Thomas Edison once said:

“If we all did the things we are capable of doing, we would literally astound ourselves.”