DARE to Build Desmond A. Reid on Black Entrepreneurship, Policy Change, and the Power of Literacy

In an exclusive VOD Newz interview, DARE Bookstore founder Desmond A. Reid shares how determination, strategic planning, and an unwavering commitment to community helped him transform a home-based venture into a multi-million-dollar business despite major policy shifts that altered the course of Black entrepreneurship in New York City. 

Desmond A. Reid Sr. CEO of Desmond A. Reid Enterprises

Desmond A. Reid, visionary founder of DARE Bookstore established a sanctuary for literacy and empowerment. His entrepreneurial journey began at home, with a promise to himself: “When I got to $50,000 a year in sales, I would open a bookstore.” It took roughly five years to reach that milestone, and once achieved, DARE Bookstore was born. The store’s name, Reid said, symbolized his drive to “dare to do it,” a philosophy that fueled both his business growth and his personal resolve. Over time, this mantra led to the creation of Desmond A. Reid Enterprises. For more insights into his background, view Reid’s LinkedIn profile. 

DARE Bookstore located 245 N US Hwy 17 92 Longwood, Florida 32750

From Brooklyn Roots to Central Florida Resilience 

Reid’s upward trajectory was tested in 2009, when reforms to New York City’s minority- and women-owned business enterprise (MWBE) program under then-Mayor Bloomberg resulted in sweeping contract eliminations. Reid explained that these disruptions affected hundreds of Black and minority contractors across New York, significantly impacting their businesses. However, only Reid and his family chose to relocate to Central Florida in response to the changing landscape; other contractors stayed in New York and continued to face the new challenges brought on by the policy shift. 

Former Mayor Mike Bloomberg at 2009 re-election bid for third term as Mayor of New York City.

Sidebar: Scope of Impact 

While the MWBE policy reforms forced Desmond A. Reid and his family to move his business to Central Florida, other affected contractors remained in New York, navigating the new obstacles without relocating. Independent verification confirms that the policy changes had widespread effects, but the decision to move was unique to the Reid family. 

It is well documented that the MWBE program underwent extensive scrutiny and reform during this period, leading to substantial changes in contract opportunities for minority- and women-owned businesses citywide. As reported by the Gotham Gazette in 2009, “City officials acknowledged that despite years of effort, the share of contracts awarded to minority- and women-owned businesses remained stubbornly low.” The article also noted, “Many advocates argued that policy reforms were only a first step, and that meaningful oversight and enforcement would ultimately determine the program’s success.” 

Reflecting on these challenges, Reid shared, “At any given point, anything can happen. I had to come here to restart.” His journey south marked a fresh beginning and reinforced his dedication to his original mission. 

Bookshelf of overflow books inside the event space area of Dare Books

Building a Sanctuary for Literacy 

In Longwood, Florida, DARE Bookstore has become much more than a retail space it is a cultural sanctuary. Reid emphasized that profit is no longer his driving force: “It's not about the money anymore,it's about keeping the lights on to get information to my people.” He believes that educating children and instilling cultural pride is essential to empower future generations. “Children must develop the consciousness and the pride of their heritage,” Reid said, arguing that learning is key to challenging historical falsehoods and reclaiming stolen legacies. 

Lessons in Endurance and Impact 

Reid’s advice for aspiring entrepreneurs is grounded in both experience and realism. He urges business owners to write “detailed plans” and to have “the patience to grow it.” According to the U.S. Bureau of Labor Statistics, a significant percentage of businesses fail within their first five years an important reminder that a great idea alone is not enough for long-term success. “I went into this business to help educate Black children... and I'm still trying to do this work,” Reid affirmed, highlighting his unwavering commitment. For more information, visit the website: https://darebooks.com/