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Flying High: Rexy Rolle Changing the Game in the Airline Industry

NNPA NEWSWIRE — She’s climbed the corporate ladder, but nothing was handed to her – Rolle clearly has earned her wings. “My family instilled a very strong work ethic in me as a child. We strongly believe in the principle of big faith and hard work,” Rolle said.

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By Stacy M. Brown, NNPA Newswire Correspondent
@StacyBrownMedia

Although she acknowledges setting “big goals,” Sherrexcia “Rexy” Rolle said the magic really happens in the small steps it takes to reach those ambitions.

“That’s where the victories are won, in your daily to do list,” said Rolle, whose boardroom and classroom accomplishments likely turn as many heads as her modelesque looks.

At 30, Rolle serves as vice president of operations and general counsel of Western Air Limited, her family’s company and the largest privately-owned airline in the Bahamas.

She’s climbed the corporate ladder, but nothing was handed to her – Rolle clearly has earned her wings. “My family instilled a very strong work ethic in me as a child. We strongly believe in the principle of big faith and hard work,” Rolle said.

Western Air, a commercial airline that operates daily scheduled and on-demand flights to major destinations throughout the Bahamas, including Nassau, Grand Bahama, Exuma, Bimini, Abaco, and San Andros, also provides charter services to the Caribbean, Central and South America.

In business since 2000, Western Air was founded by Rolle’s parents, Rex and Shandrice. The airline conducts an average of 42 flights per day, 365 days a year and has a team of 165 employees.

“My dad was a private pilot at the time and my mom was an international business major, just graduating college,” Rolle said.

“My Mom and I went to Andros for my great grandmother’s funeral and on our return, we were stuck at the airport for almost the entire day. I remember her and I saying, that there must be a better way to travel from one island to the next,” she said.

“It wasn’t difficult to convince my Dad who is an aviation enthusiast. We sought financing for one aircraft and the aircraft financier believed so much in the idea and offered to finance three aircrafts, zero down as a package,” Rolle continued.

Rolle’s family wasn’t rich, as her dad was one of 13 children who came from very humble means. “My parents’ journeys, the good and the bad, inspire me and are what makes me believe that I can do anything with God, hard work and dedication,” she said.

Rolle, who is originally from Mastic Point, Andros in the Bahamas, grew up in Fort Lauderdale, Fla. After attending eighth and ninth grade in Andros, she attended Montverde Academy, an international boarding school.

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Rolle completed her undergraduate studies at the University of Ottawa in Canada where she excelled in a joint honors program in Political Science and Communications. Later, Rolle earned a Masters in Mass Media and Communications at Lynn University in Boca Raton, Fla. After graduating from Thomas Jefferson Law School in San Diego, Rolle was admitted to the State Bar of California.

Rolle, who also has done some modeling, enjoys a passion for music and entertainment.

She enjoys acting, singing, songwriting and dance and promises to soon “unveil her growth artistically, and put [her] long-standing love for all things music and entertainment to good use.”

She’s working on new music she believes will be a hit. “Music enhances our consciousness. Depending on what I’m listening too, it makes me think about where I am in life, and what I’m doing.

“I’ve listened to songs that have made me feel fearless, songs that have inspired my thoughts on love and relationships, songs that have strengthened my daily hustle, or encouraged me not to take life so seriously and of course, songs that make me dance instantly. Music inspires me in more ways than one,” Rolle said.

Still, her beginnings at Western Air proved quite humbling.

She started as a baggage handler and worked her way up to vice president of operations, eventually orchestrating several strategic acquisitions for the airline – the first of which were two Saab 340A and a multi-aircraft deal with Embraer for the acquisition of three ERJ 145 LR 50-seater jets.

Rolle also is training to become a pilot, having logged more than 44 flight hours.

“When I realize what an impact Western Air plays in people’s lives on the daily, it certainly motivates me to keep pushing and progressing to better their experience,” Rolle said.

While her family counts as role models, Rolle said she’s also inspired by Oprah Winfrey, who is the “Aunty in my head.”

“She inspires me because she seems to have mastered the art of balance and remaining in a state of gratitude, all while being courageous in various business and creative pursuits,” Rolle said of the Talk Show queen and magnate.

Life and her achievements haven’t been without obstacles, Rolle said. However, she noted that obstacles only serve to propel one forward because “once you’ve survived it, it sets the precedent to similar challenges.”

“I’ve faced the most obstacles when we sought to do things that were never done before. For example, when I was spearheading the opening of Western Air’s Grand Bahama Passenger terminal we got major push back on a number of levels because it was the first of its kind in the Bahamas,” she said.

“A passenger terminal with its own security screening, acting independently from the airport itself. Our ability to conduct such operations was challenged by major players in the industry.

“To say the least I had to cut our way through a number of legal red tapes, take the risk and seek approval from the authorities in the position to validate our right to operate.

“Opening the passenger terminal was a pivotal point for our company and was instrumental in securing market share on that route. I was a fairly new attorney at that time. While it was a bit intimidating, it was a rewarding experience.”

Rolle said she refuses to allow negative stereotypes to affect the way she does business or carries herself.

As a successful black woman attorney and executive in the airline industry, Rolle isn’t easily intimidated.

“For some, a lawyer or a VP of an airline should look and act a certain way, perhaps more conservative, perhaps older, white and male. But I thrive on being unapologetic about who I am,” Role said.

“My hair is big, my heels are high, but my opinion and work ethic is strong. I also understand there is a misconception that working in a family business is easy or that things are handed it to you. But we believe in demonstrating your individual value and earning your stripes,” she said.

Rolle continued:

“It’s an uncommon opportunity that I feel blessed to be a part of, but responsibilities are great. As long as I am producing results for the betterment of our passengers and our staff, I’m not moved by any pushback or resentment.”

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Business

OPINION: 57,000 Empty Apartments and Not a Word of Apology – City Limits

BLACKPRESSUSA NEWSWIRE — “Short-term rental income was, for many of these families, not a luxury. It was the margin between keeping the house and losing it. Local Law 18 closed that door, and the people who closed it are now waving away 57,000 empty apartments as statistical noise.”

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OPINION: 57,000 Empty Apartments and Not a Word of Apology - City Limits

Every indicator in New York City’s housing market is pointing in the wrong direction.

Rents are at historic highs. Foreclosure notices are climbing in Black and brown neighborhoods that never fully recovered from the last crisis. Deed theft, the predatory stripping of generational wealth from families who built their equity over decades, continues to devastate communities from Brownsville to Jamaica.

On top of all these factors, there were more than 57,000 rent-stabilized apartments sitting completely empty as of April last year. That number grew by 8,000 units in a single year, with the sharpest increases hitting Brooklyn and Queens hardest.

Brooklyn and Queens. My neighborhoods. Your neighborhoods.

You would think that news of 57,000 empty affordable apartments in the middle of a housing emergency would produce outrage, emergency hearings, and demands for accountability. Instead, New Yorkers got a collective shrug from opinion leaders.

Read that again: 57,000 families could be housed in those apartments. Households currently paying market rent, doubled up, couch-surfing, or one missed paycheck away from the street could have relief. And silence from the city’s housing leadership, activists, and coalitions.

In my experience as chair of the Subcommittee on Affordable Housing in the Assembly, that is not advocacy. That is surrender.

These are the same voices, the same institutions, the same political class that successfully lobbied to effectively ban short-term rentals in New York City through Local Law 18. At its peak, Airbnb had roughly 20,000 listings in New York City, nearly a third the number of apartments currently sitting vacant and padlocked in the rent-stabilized system. The campaign against those listings was relentless, loud, and wrapped in the language of affordability and housing justice.

Where is that energy now?

Where are the press conferences about landlords warehousing stabilized units while families sleep in shelters? Where is the legislation with teeth? Where is the outrage that was apparently plentiful when a Black homeowner in Bed Stuy wanted to rent out her spare bedroom to make ends meet?

Because that is exactly who Local Law 18 hit hardest. Not the corporate bad actors. Not the hedge funds. The struggling homeowner, disproportionately Black, disproportionately in Brooklyn and Queens, who used their home as a small economic engine to survive in a city that grows more expensive by the month.

Those families were told their activity was destabilizing the housing market. Those families were fined, delisted, and legislated out of a livelihood. And now we learn that 57,000 stabilized units are sitting empty while rents spiral and foreclosures mount, and the response from housing advocates is essentially: that’s just how big numbers work.

This is not sound policy. This is politics. And the communities paying the price know the difference.

I have spoken with homeowners across Central Brooklyn who are barely holding on. They bought their homes, sometimes one generation removed from the Great Migration, and they have watched the equity they built become both their greatest asset and their greatest vulnerability. Predatory lenders, deed theft schemes, and rising property taxes all circle that equity like wolves.

Short-term rental income was, for many of these families, not a luxury. It was the margin between keeping the house and losing it. Local Law 18 closed that door, and the people who closed it are now waving away 57,000 empty apartments as statistical noise.

Everyone in this fight knows what needs to happen but will not say it out loud: Local Law 18 needs reform. Common sense reform. The kind that distinguishes between an investor running a ghost hotel and a homeowner renting a room. The kind that actually targets bad actors instead of penalizing the most economically vulnerable property owners in the city.

I hear it in private conversations with elected officials, with housing attorneys, with planners. The consensus is there. The political will is not, because the same advocacy groups and political donors who pushed the original law are still in the room, and nobody wants to take their call.

What this moment requires is courage, not calculation.

Every month that passes with 57,000 empty stabilized apartments is a month of families in crisis, of shelter costs ballooning, of neighborhoods destabilizing. Every month that Local Law 18 remains unreformed is another month a Black homeowner in Flatbush or Hollis faces impossible choices that wealthier New Yorkers simply never have to make.

You cannot ban the small and ignore the large. You cannot mobilize armies of lobbyists against a homeowner’s spare bedroom while shrugging at tens of thousands of warehoused affordable units. You cannot claim to stand for housing justice and then tell 57,000 families worth of empty apartments that the math just works out this way.

The hypocrisy has to stop. Politics have to give way to people. And the officials and advocates who have the power to fix this, who know what needs to be done, have to decide which side they are actually on.

Because from where I stand, in the communities I have served for decades, it is very clear who is being left out in the cold.

Dr. Annette Robinson is a former member of both the State Assembly and City Council in Brooklyn.



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Black History

NABJ Convention Brings Black Journalists, Civic Leaders Together in Atlanta

Among the conference’s most closely watched sessions was Thursday’s Newsmaker Plenary, where House Democratic Leader Hakeem Jeffries discussed the national political climate with NABJ President Errin Haines. Journalist Joy-Ann Reid later led a fireside conversation with legal scholar Kimberlé Crenshaw, creator of the term “intersectionality,” and Pulitzer Prize-winning journalist Nikole Hannah-Jones, author of the 1619 Project.

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Civil Rights Attorney Ben Crump (left), House Majority Leader Hakeem Jeffries (middle), Rev. Al Sharpton (right) stand at the NABJ conference in Atlanta on Aug. 13 with Elmore and Christine Wonsley, the parents of Nolan Wells, a Black 18-year-old who died July 4th weekend in Mississippi

ATLANTA—The 52nd National Association of Black Journalists conference brought thousands of journalists, students, media executives and civic leaders to Atlanta Aug. 12-16 for its 2026 Convention and Career Fair, a five-day gathering centered on the theme “Our Revolution: Truth, Power and Black Journalism.”

Among the conference’s most closely watched sessions was Thursday’s Newsmaker Plenary, where House Democratic Leader Hakeem Jeffries discussed the national political climate with NABJ President Errin Haines. Journalist Joy-Ann Reid later led a fireside conversation with legal scholar Kimberlé Crenshaw, creator of the term “intersectionality,” and Pulitzer Prize-winning journalist Nikole Hannah-Jones, author of the 1619 Project.

The plenary also turned toward grief, accountability and justice as the parents of 18-year-old Nolan Wells, Christine Wells-Wonsley and Elmore Wonsley, appeared with civil rights attorney Ben Crump and the Rev. Al Sharpton. Crump was also the attorney for Trayvon Martin’s, Michael Brown’s, and Tamir Rice’s families. Moderated by journalist Tiffany Cross, the Wells family’s appearance focused on unanswered questions surrounding Nolan’s July death in Mississippi and calls for a federal review.

Reid and journalist Don Lemon also joined a separate discussion with Cross, columnist Michael Harriot and journalist Chandra Whitfield about career disruption, resilience and building independent platforms as Black journalists face layoffs and wider media industry upheaval.

Across generations, attendees exchanged ideas about sustaining careers and serving Black communities.

The gathering reflected NABJ’s long-standing role as both professional home and public forum for Black journalists. For Black-owned legacy newspapers, including ours, the Atlanta convention reinforced a familiar mandate: defend truth, elevate Black voices and connect national debates over politics, justice and media power to the communities most affected.

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Black History

$5 Billion Coliseum Vision Puts Oakland Jobs, Businesses at Center

Reynolds said Black and Brown contractors have historically lacked the bonding, insurance, equipment and staffing required to compete for large contracts because they were denied opportunities to expand.

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At SpringHill Suites by Marriott Oakland Airport, AASEG President Ray Bobbitt with Loop Capital Vice President Al Dinwiddie, OAACC President Cathy Adams, and Loop Capital President James “Jim” Reynolds, Jr. Photo by Carla Thomas.

OAKLAND – A sweeping, multiphase redevelopment of the Oakland Coliseum site led by Ray Bobbitt, president of the African American Sports and Entertainment Group (AASEG), and businessman James “Jim” Reynolds Jr., could eventually attract between $3 billion and $5 billion in investment.

Reynolds said the first phase, estimated at $1 billion to $1.5 billion, could include housing, hotels, restaurants, entertainment venues, open space and opportunities for local small businesses.

“We are going to transform the entire area with housing, hotels, with an infrastructure that benefits the community,” Reynolds said.

He also wants to attract major entertainment partners and position Oakland to compete with venues in San Francisco and San Jose. Reynolds said the city already possesses natural assets that other cities spend fortunes trying to create.

“One of the most naturally beautiful cities I’ve ever been to,” he said. “In Oakland, if you do nothing, it’s beautiful naturally: lakes, the mountains, the scenery, the open space, the weather.”

Reynolds’ vision, however, extends beyond buildings and entertainment. He is also focused on which businesses receive contracts and which residents benefit from the jobs and economic opportunities the project creates.

Reynolds said Black and Brown contractors have historically lacked the bonding, insurance, equipment and staffing required to compete for large contracts because they were denied opportunities to expand.

“Why would you build a big business when you know no one was going to hire you to do the job?” Reynolds asked.

He recalled working with longtime business partner Earvin “Magic” Johnson to encourage minority-owned firms to compete for larger contracts. About 1,000 businesses attended one outreach event after receiving assurances that opportunities to serve as prime contractors were real.

Reynolds wants to bring the same approach to Oakland.

“I don’t need goals and set-asides to figure out how to give Black companies a chance to be a prime,” he said.

He also wants Black businesses to move beyond seeking only small portions of projects or subcontracting roles.

At SpringHill Suites by Marriott Oakland Airport, Post News Group Publisher Paul Cobb, OAACC President Cathy Adams, and Loop Capital President James "Jim" Reynolds, Jr. Photo by Carla Thomas.
At SpringHill Suites by Marriott Oakland Airport, Post News Group Publisher Paul Cobb, OAACC President Cathy Adams, and Loop Capital President James “Jim” Reynolds, Jr. Photo by Carla Thomas.

“When we run the concessions, we pick who has a concession,” Reynolds said, citing partnerships involving Johnson, LL Cool J and Stephen A. Smith.

The same principle should apply to construction, entrepreneurship and workforce development, he said.

“Job training and opportunities to have Blacks lead something like this matter,” Reynolds said.

Reynolds also wants young Oakland residents connected to the jobs and career pathways created by the redevelopment.

“They’re going to have jobs, job training, and opportunities to work,” Reynolds said.

He rejects assumptions that Black youth and Black-owned companies cannot manage major responsibilities.

“I’m not going to sit here like others who have been in positions like this and doubt that Black people can do certain things,” Reynolds said.

For Reynolds and Bobbitt, the Coliseum redevelopment is an opportunity to create more than a replacement for the professional sports teams Oakland lost. Bobbitt contributes deep Oakland roots, community relationships and years of persistence, while Reynolds brings capital-market experience, global business relationships and a record of structuring enormous transactions.

Together, they envision a destination that attracts visitors while creating jobs, businesses and ownership opportunities for Oakland residents.

“Thank you, Jim, for believing in Oakland and investing,” Bobbitt said.

CEO of the Oakland African American Chamber of Commerce Cathy Adams, who wrote a letter of support for AASEG at a time when many doubted the feasibility of their goals, said the Coliseum area development plan will become the example of how Black-owned businesses and contractors can help close the disparity gap in Oakland.

Next week, Part 2: Len Turner and local business owners can benefit.

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