Who Am I?

My name is Winslow Vail Brokaw. I am a safe, gentle, and compassionate soul who has gathered diverse skill sets and experiences over many years of learning and working around the world. For 12 years, I have worked extensively with children and families in the U.S., Dominican Republic, Mexico, Chile, Canada, and India, designing and running empowerment programs. I hold a B.A. in International Studies and Education from Middlebury College in Vermont. These experiences inspired me to start my own business in 2020, coaching children and adults on how to become calm, confident, and connected and to release any anxiety, insecurity, and self-doubt through coaching sessions and weekly fairy letters

I have trained for five years with mediator and author Douglas Noll in emotional competency and affect labeling, and I have worked and studied with Aleya Dao, founder of the 7 Cups of Consciousness, for 17 years. 

More Details About Me & My Work Experience 

  • I grew up on the rocky coast of Downeast Maine and now live in the mountains of Idaho.
  • I have played the violin since I was 7 years old.
  • I am fluent in spoken and written Spanish.
  • I believe that all humans are innately wise and intelligent.
  • I believe in an education of the head, heart, and hands, thanks to my upbringing in Waldorf schools. 
  • I value kindness, integrity, joy, positivity, and clean & clear boundaries.
  • From 2016-2017, I worked on a cruise ship as an Impact Guide with Fathom Travel between Cuba and the Dominican Republic. We were the first ship to travel from the US to Cuba in 50 years. In my role, I guided 700 travelers each week on tours in the Dominican Republic & in Cuba; managed port logistics and 700 passenger dispatch at 4 ports; facilitated daily innovative workshops and Impact programming onboard and onshore to curate transformative experiences and personal enrichment for the travelers in the Dominican Republic and Cuba; and delivered weekly lectures in Cuba to 700 travelers on the history and current affairs of Cuba.
  • Service Project Coordinator & International Trip Leader at the Flourish Foundation in Idaho.
  • Bilingual Community Advocate and Case Manager at The Hunger Coalition and The Advocates in Idaho.
  • Coordinator of Girls’ Empowerment Program, Nuestros Pequeños Hermanos, Mexico.
  • Literacy Tutor & Art Teacher, Mariposa Foundation, Cabarete, Dominican Republic.
  • Sternwoman on a lobster boat.

Here I am in 2017 giving a presentation about Cuba in my role as an Impact Guide for Fathom Travel.

Curious what other people are saying about me? 

Check out my testimonials page. 

Winslow has the unique ability to engage children through compassion and pure joy. The highlight of our daughter’s week is time with her. We are grateful to have Winslow in our community.

Susan & Mark

Winslow is the absolute best!  She has the most amazing and creative projects and is so good at teaching her students a variety of crafting skills.  Most importantly, our daughter loves her.

Bradley Burwell

My daughter has loved working with Winslow. Winslow has the spirit and patience of a true educator, and knows how to combine fun with learning. Winslow keeps our group of kids outdoors, engaged in nature and having fun, even when weather conditions aren't perfect. My daughter would love to do learning group with Winslow every day!

Courtney N.

I love working with Winslow. She always asks what I want to do. She’s very helpful and calm. Fairies come to her space and we have the best time.

2nd Grader

Taking Cecily to work with Winslow is always such a treat – especially if we have had a hectic week and she needs some time to be creative. They work on really special art projects like clay sculptures, finger knitting, felting and painting. Cecily has also loved learning to play the violin in a pressure-free space!

Dianne Dillingham

My 7-year-old daughter cannot wait for her "Winslow time." Not only does Winslow create engaging curricula that my daughter really responds to, she's also a great role model who inspires Zula to be more curious and proactive. We are thrilled with our school experience so we utilize Winslow's service to enhance some of Zula's current passions and give her more time on subjects she's curious about—music, language, art, and more. I highly recommend Winslow.

Ryan Waterfield

Winslow is an amazing instructor that keeps her students active and engaged. My 6 year old daughter has a new love for art and looks forward to Winslow's class each week!

Karen Boccabella

Winslow is super creative, and has done lots of really interesting projects with my daughter, Georgia.  Georgia  has really enjoyed spending time with Winslow, creating things and checking out the fairy garden!

Margot Ramsay

Setting up our son with Winslow on his remote learning days has been a huge help! Not only does she help Drake with his homework and keep him organized with his classes, she really keeps learning fun! This has kept our family moving smoothly during these pretty turbulent times. We are so lucky to have her help!

Maya Lovlien

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