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Life and Work with Tabitha May-Tolub

Today we’d like to introduce you to Tabitha May-Tolub.

Roots & Wings was established by three partners, Tabitha May-Tolub, Karin Firoza and Julie Novio. Three very different women who believed that together they could create a business that was able to support youth and the adults who matter to them to explore who they are and where they come from, have different kinds of conversations around their differences and to develop the skills to make change and move forward in this ever-changing and global world.

Based on the famous quote, Roots & Wings provides training and consultation for youth and the adults who care about them in the areas of leadership, communication and identity development. We believe there are two things that we all need in order to become amazing human beings: Roots (identity and confidence in knowing who we are and where we come from) and Wings (the skills necessary to navigate and create positive change in this global world).

​​“There are two lasting bequests we can hope to give our children: One of these is roots, the other, wings.”
~ Henry Ward Beecher

Great, so let’s dig a little deeper into the story – has it been an easy path overall and if not, what were the challenges you’ve had to overcome?
It is never a smooth road. We started out with some diverse talents, a clear vision and a passion for creating a career, doing what we love in the way we know it should be done. We had very little business experience and have really approached the work and our business growth with a spirit of adventure, flexibility, a great relationship with feedback and clear communication. Because we are so different as partners, we have many difficult discussions and it takes us quite some time to reach decisions but we know when we get there, it will work.

I would say surround yourself with people who are very different from you and have very diverse approaches and skill sets. Approach the people you work with not as clients but as fellow citizens, partners and friends and have a really strong relationship with feedback. Always be willing to change and grow but trust your gut and be true to you and what you know.

Please tell us about Roots & Wings Training and Consultation.
Our clients range from students 4th grade through college, parents, teachers, administrators, houses of worship, small businesses and community groups. We specialize in identity formation and youth leadership development. I would say what sets us apart is our training philosophy and our unique, skills-based approach to cultural competency. Our work is fun, engaging, collaborative, skills-based and easy for all audiences to engage with.

Our Philosophy

We have an innovative approach to leadership development, identity development, communication and cultural competency that is global and universal. We teach skills that are transferable to all areas of your life.

We believe you learn when you are engaged and having fun more than when you are just sitting and listening. In our training you can expect to be talking, moving around, engaging with trainers and other participants. We do not hide behind PowerPoint presentations or 300-page manuals. Our trainings are about people and engagement.

We value the voice of our participants and our trainings create opportunities for shared learning. We take your experience, widen perspectives and build new skills through engagement. We add value to the amazing work that you are already doing.

We customize our services to fit the unique needs, goals, and budget of each client.

Were there people and/or experiences you had in your childhood that you feel laid the foundation for your success?
Absolutely, I grew up in a small town in Maine where everyone was very much alike. As I grew up, I knew that this was not exactly what the world looked like or how it functioned. When I was choosing a college, I looked for a very diverse campus in every way and a place that really valued difference. I ended up on the campus of Clark University, an amazing place. I ran in with an open heart and an open mind and ended up inadvertently offending almost everyone I met for the first year. I had only good intentions but I had no frame of reference and no skill set to engage with the diversity around me. When I met my business partner Karin who had grown up in the very diverse Queens NY and had developed the same skill set, we knew we were on to something.

In terms of Youth Leadership, I was a very unlikely leader. Introverted, average academically and not particularly interested in standing out. I had a few amazing mentors who saw something in me. I am not sure if it was my uniqueness, my passion, my focus or my heart but they nurtured my leadership and helped me build skills around presentation, collaboration, feedback, and goal setting. They are responsible for me, I found and it is my desire as a professional to bring out leadership in all its forms with every young person, especially those with service minds and hearts.

Contact Info:

  • Address: 19 HILLTOP LN
  • Website:
  • Phone: 781-249-8370
  • Email:
  • Instagram: rootswings
  • Facebook: Roots & Wings, Training and Consultation
  • Twitter: RootsWingsTeam

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