Our Founder

Maura Cunningham RTSWS Founder and CEO

Maura Cunningham is dedicated to closing the racial and gender wealth gaps as well as the
opportunity gap that exists today. Determined to make this vision a reality, Maura combined
her entrepreneurial skills and her passion for working with teenage students and she went on
to launch Rock The Street, Wall Street, (RTSWS) in 2012. RTSWS sparks girls’ enthusiasm for finance at a critical age and makes them aware of the societal benefits that personal investment knowledge and math-oriented careers can have. She was named to the 2025
Forbes 50 Over 50 list for the impact of her work.

Maura's Speech Featured

 

Maura enjoyed a robust career on Wall Street for more than 25 years with Merrill Lynch, Lincoln Financial Group and Capital Group. This included her professional rise on the trading floor and responsibility in Capital Markets, Real Estate Syndication, Mortgage Backed Securities and financial and wealth management. Maura then created a way to harness the power of understanding math, investing, and finance to reach the next generations of girls which in turn increases their proactive training and career selection to include investment, financial and technology roles.

Rock the Street, Wall Street is considered a leader among non-profits focused on the M of STEM in the nation. It has been recognized by The White House, Catalyst, Nasdaq, Womens Bond Club of New York and The Today Show for its goals to engineer social and industrial change.
Maura has been committed to working with underserved girls for over a decade. She continues trading options for her own accounts. Maura has an adult daughter who is an accomplished trial lawyer.

Maura Speaking

Speaking Engagments

Maura speaks regularly at corporate and national events about financial and workforce-oriented topics. Named to the 2025 Forbes 50 Over 50 list, she is recognized for her impact on inspiring young women to engage in finance.

Key topics include:

  • Improving high school girls’ engagement in math/finance

  • Inspiring young women to pursue finance careers

  • The impact of mentorship

  • Strengthening connections between financial professionals and the next generation of workers

For more info contact
events@rockthestreetwallstreet.com

Awards & Recognition

RTSWS is one of the fastest growing non-profits focused on the M of STEM in the nation. It has been recognized by The White House, Catalyst, Nasdaq, Women’s Bond Club of New York and The Today Show for its goals to engineer social and industrial change.

Forbes 50 Over 50: Impact

RTSWS founder was named to the 2025 Forbes 50 Over 50: Impact list, among women who demonstrate impact at scale, make fearless pivots and work to improve the lives of others.

RTSWS Closes the Market at TSX Celebrating Key Milestones

RTSWS CEO Ashley Leftwich rang the bell at the Toronto Stock Exchange, celebrating the impact of RTSWS in empowering over 7,000 young women in finance. The event underscored RTSWS’s commitment to fostering inclusion across the industry

RTSWS Gets Invited to the White House

Rock The Street, Wall Street was invited to a powerful day on equity at The White House