Entrepreneur • Investor • Author • Philanthropist • Advisor

About Reggie Prevail

Building Businesses. Creating Impact. Inspiring Growth.

GROWTH • INNOVATION • INVESTMENT • COMMUNITY • GROWTH • INNOVATION • INVESTMENT • COMMUNITY • GROWTH • INNOVATION • INVESTMENT • COMMUNITY • GROWTH • INNOVATION • INVESTMENT • COMMUNITY •

About Reggie Prevail

I'm a proud Virginia native.

  • I was born in Norfolk, VA, and the 757 is both my foundation and my home.
  • I'm deeply passionate about innovation, entrepreneurship, and my community.
  • By day, I consult global brands and family offices on innovation and mindset
  • Outside of work, I dedicate my time to investing in local businesses and supporting my community.

Entrepreneur • Investor • Author • Philanthropist • Advisor

Empowering Leaders to Build the Future of Business and Community

As Founder of Prevail Group, Reggie advises and invests in visionary businesses redefining their industries and communities. In partnership with Singularity, he helps global brands and family offices navigate the future with strategy, innovation, and purpose.

BUSINESS DEVELOPMENT • PROJECT MANAGEMENT • PREVAIL FOUNDATION • BUSINESS DEVELOPMENT • PROJECT MANAGEMENT • PREVAIL FOUNDATION • BUSINESS DEVELOPMENT • PROJECT MANAGEMENT • PREVAIL FOUNDATION • BUSINESS DEVELOPMENT • PROJECT MANAGEMENT • PREVAIL FOUNDATION •

Entreprenueurship

I invest in mom-and-pop shops through my investment firm, Prevail Ventures.

This includes a mainly blue collar and healthcare businesses.


I not only invest in these businesses but also actively advise their leaders on key decisions and strategic objectives to drive growth and innovation.


My passion for entrepreneurship fuels my constant search for the next exciting venture. I'm always on the lookout for new business opportunities where I can make a meaningful impact.

social initiatives

My community has given so much to me, and it's only right that I give back.

I have been a long-time volunteer and supporter of Operation Smile, a non-profit organization dedicated to treating individuals with cleft lip and cleft palate in underserved regions.


In addition to my work with Operation Smile, I founded a non-profit organization called Option 2. We provide mentorship, resources, and support to help young athletes explore new career paths and achieve their goals beyond the athletic arena.


Giving back to my community and supporting those in need is a deeply rewarding experience, and I am committed to continuing these efforts for years to come.

INNOVATION

My experiences have molded me into who I am today, and I am truly grateful.

I have had the privilege of working for prestigious organizations such as Walt Disney, Pepsi, and Intuit, which have provided me with invaluable training and experience.


As a growth advisor for Singularity, I have guided various entities on the future of business. My consulting work includes advising the Dubai government and numerous companies across the US and internationally.

Win or Win.

A mindset. A movement. A way to prevail.

• WORK WITH REGGIE

Ready to Prevail in Every Area of Your Life and Business?

Let’s work together to turn your vision into action.

How I Help Leaders and Businesses Prevail

Strategic Guidance. Meaningful Investment. Lasting Impact.

Advisory & Investment

Partnering with founders and executives to develop growth strategies, attract investors, and scale their businesses with purpose.

Speaking Engagements

Inspiring audiences with insights on leadership, innovation, entrepreneurship, and community impact.

Small Business Development

Guiding entrepreneurs from concept to execution through strategic planning, project management, and mentorship.

Philanthropic Initiatives

Collaborating with organizations and community leaders to create programs that drive sustainable change.