Deanna Singh

Chief Change Agent at Flying Elephant

Professional Training and Coaching

Education: Fordham University - Georgetown Law (JD) and University of Wisconsin Madison (MBA)
Milwaukee, WI, USA


Every person looking to overcome fear and live a life full of joy and purpose should meet Deanna Singh.

Singh is a highly respected thought leader, who has spent almost 20 years researching, designing, and building asset-based solutions to complex social and business challenges. Today, she travels the world inspiring and educating audiences through poignant storytelling.

Singh's interactive presentation style combines personal stories with authenticity, enthusiasm, vulnerability, and humor as she takes the audience on a memorable journey of self-discovery.

As an expert storyteller and social entrepreneur, Singh is obsessed with making the world a better, happier place. During her presentations, Singh inspires others to build or break systems to create positive change. Key takeaways of her presentations include:

● Actionable insight into how you can become a change agent by positioning yourself around a purposeful existence all while using your talents, skills, and resources to hustle for something greater than yourself.

● Ideas on how you can build courage and move from being afraid of failure to embracing it and letting it propel you forward.

● A strong focus on diversity, equity, and inclusion, and the opportunity to meet people from a cross-section of backgrounds.

Singh works tirelessly to help people find their purpose, which in turn helps their companies and organizations thrive. This is why brands like GE Healthcare, Harvard, Ascension, Northwestern Mutual, Women Lead Global Change, Rockwell, Kohl’s, Associated Bank, Manpower, and many more have asked her to engage their teams.

Singh is fun to work with, will work with meeting planners to customize her message to your audience, and comes with high accolades from peers and clients. Singh is currently serving as the Chief Change Agent of Flying Elephant. She also serves on the national boards of LIFT and College Possible, and she authored three children’s book I Am a Boy of Color, I Am a Girl of Color and Cloth Crown.

Singh was also recognized by the Milwaukee Business Journal as one of the community’s “Most Influential 40 Under 40” leaders and the “8 Under 40 to Watch” for the University of Wisconsin School of Business. She is also the recipient of the United Way’s Philanthropic Five Award, Wisconsin Department of Public Instruction Leadership Development Hero Award and was a White House Fellowship Regional Finalist.

Singh earned her Bachelor of Arts in Urban Studies from Fordham University, a Juris Doctorate from Georgetown University, a Master’s in Business Administration from the University of Wisconsin, Madison, and certification in Diversity, Equity, and Inclusion from Cornell University. She is also a trained Labor and Birth Doula and serves as the co-founder of Birth Coach Milwaukee.

Singh lives in Wisconsin with her husband, Justin, and two sons, Zion and Zephaniah.


Social Entrepreneurism
Diversity, Equity & Inclusion

Featured Video

I am willing to travel

More than 100 miles

When it comes to payments

I always get paid for speaking


diversity and inclusion diversity diversity in the workplace leveraging diversity for systems leadership diversity inclusion gender equity racial equity asian american issues african american woman people of color leadership womens leadership authentic leadership purpose social enterprise

Best Story

I believe in shifting power to marginalized communities. I have learned that one of the most effective ways to do that is to get people activated in their purpose. My best stories are when people use the information that I share and then THRIVE!

Origin Story

As a social entrepreneur, I am committed to solving our most pressing social issues. I define my work as shifting power to marginalized communities!. As a result, I have had executive and senior-level leadership positions in many different industries-technology, philanthropy, legal, education, and health & human services to name a few. In all of these spaces, I have learned leadership skills that I now share with others who want to live in their purpose and help change the world!