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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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Activism

Oakland Post: Week of July 1 – 7, 2026

The printed Weekly Edition of the Oakland Post: Week of July 1 – 7, 2026

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Arts and Culture

Prescott Circus Theatre Presents Free Summer Performance Series

Now in its 41st year, the Prescott Circus Theatre is a nationally recognized performing arts education program for Oakland youth. The circus offers safe environments that challenge Oakland youth, through circus arts training, to develop the skills and confidence to thrive on stage, in school, and in life.

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Prescott Circus showcase pathways pyramid. Photo courtesy of Prescott Circus.
Prescott Circus showcase pathways pyramid. Photo courtesy of Prescott Circus.

By Post Staff

The Prescott Circus, Oakland’s longest-running youth circus, is returning this summer with its free shows. Join the Prescott Circus’s young stars as they share their joys and talents through stilt-dancing, tumbling, juggling, and more.

At the heart of this one-hour show, which demonstrates teamwork, pride, and joy, are Oakland Unified School District students ages 8 – 17 from more than 10 different schools

Now in its 41st year, the Prescott Circus Theatre is a nationally recognized performing arts education program for Oakland youth. The circus offers safe environments that challenge Oakland youth, through circus arts training, to develop the skills and confidence to thrive on stage, in school, and in life.

This is accomplished through no-cost school and community programs for more than 300 Oakland youth each year. Performing company members from Prescott, where the program began, perform and make appearances at as many as 40 Bay Area events each year.

The summer program is funded in part by Oakland Fund for Children and Youth, California Arts Council, Port of Oakland, and the West Davis & Bergard Foundation.

Performances will be held Tuesday, July 14, 11 a.m. and 1:30 p.m. (ASL interpreted) and Wednesday, July 15, 11 a.m., at the Malonga Casquelourd Center for the Arts, 1428 Alice St., Oakland. For free reservations go to

https://PrescottCircusSummerShows.eventbrite.com

For group reservations for camps, childcare centers, senior centers, go to www.prescottcircus.org

A community show will be held Saturday, July 18, 2 p.m. to 3 p.m., at DeFremery Park,1651 Adeline St., Oakland.

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Activism

NPRC Joins National Grand Jury Proceedings Seeking Accountability, Constitutional Restoration

Organizers state that testimony will explore historical and political developments that they believe have contributed to the expansion of corporate influence over public institutions and governmental decision-making. Participants are expected to discuss concerns regarding constitutional governance, individual liberties, property rights, and the protection of vulnerable populations, including seniors and persons with disabilities.

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Photo by Billie Powers.
Photo by Billie Powers.

Special to The Post

The National Probate Reform Coalition (NPRC) has joined Toll and Roll and a growing coalition of advocacy organizations, victims, whistleblowers, and citizen groups in support of a nationally broadcast People’s Grand Jury proceeding scheduled for July 1 and July 7.

Organizers describe the event as a public forum designed to examine allegations of government abuse, judicial misconduct, legislative failures, and the erosion of constitutional protections affecting millions of Americans.

The proceedings will feature testimony from victims, families, advocates, and organizations from across the country who contend they have experienced harm through government actions, institutional neglect, and failures of oversight.

According to organizers, the People’s Grand Jury will focus on concerns involving probate courts, guardianships, conservatorships, child welfare systems, property rights, civil liberties, and what participants view as a growing disconnect between government institutions and the constitutional rights of the people they are sworn to serve.

NPRC is participating because many of the issues being examined mirror the concerns raised by advocates, victims, and families who have participated in its monthly town halls. For years, families have reported cases involving exploitation of elders, questionable guardianships, estate depletion, denial of due process, and a lack of meaningful oversight within probate court systems.

“This proceeding gives victims and advocates an opportunity to place their experiences on the public record,” said Tanya Dennis, lead facilitator of NPRC. “For too long, families have struggled to have their voices heard regarding elder abuse, probate exploitation, and government inaction. This forum allows those stories to be shared before a national audience.”

Organizers state that testimony will explore historical and political developments that they believe have contributed to the expansion of corporate influence over public institutions and governmental decision-making. Participants are expected to discuss concerns regarding constitutional governance, individual liberties, property rights, and the protection of vulnerable populations, including seniors and persons with disabilities.

In keeping with principles of transparency and fairness, invitations have been extended to legislators, members of the judiciary, law enforcement representatives, and other public officials who may wish to respond to concerns raised during the proceedings or defend actions taken by their respective institutions.

One of the primary outcomes sought by organizers is public consideration and support for the People’s Remedy and Restoration Act, a proposed legislative framework that advocates believe would strengthen oversight, increase accountability, provide remedies for victims of governmental abuse, and restore constitutional protections.

The proceedings are expected to be broadcast nationally, providing citizens throughout the United States an opportunity to observe testimony, review evidence presented, and participate in an ongoing conversation regarding government accountability and the protection of individual rights.

Advocates hope the hearings will encourage meaningful dialogue, legislative reform, and renewed public engagement in the democratic process.

Individuals, organizations, public officials, and members of the media interested in attending or obtaining access information may contact the organizers at tollandroll2025@gmail.com.

As Americans continue to debate the future of constitutional governance, judicial accountability, and the protection of vulnerable citizens, the July proceedings are expected to serve as a significant forum for public testimony and civic engagement. For more information, go to https://tollandroll.com

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