This Exec Got Her Start In Baggage Claim. Now She’s The VP Of The Largest Privately-Owned Airline

Sherrexcia "Rexy" Rolle is the 29-year-old woman taking Western Air to new heights, and it's all thanks to her badass business savvy.
For those of you who might not know, Western Air Limited is the largest black privately-owned airline in the Bahamas and Rexy runs it. Rexy, who is also a business attorney, currently serves as the Vice President of Operations and General Counsel for the thriving airline. Having accomplished VP status, as well as oversee the growth and expansion of the $90 million company all before 30, there's no wonder Rexy is going viral for her accomplishments!
In an industry dominated by men, Rexy is both entrepreneur goals and the definition of black excellence. The aviation czar is redefining what an executive looks like while encouraging other women to be themselves while breaking the mold in their respective field.
I was so motivated when I saw Rexy Rolle's story that I knew that I had to connect with her and learn more about how she has achieved a dream that some would think is impossible. I had the opportunity to speak to Rexy and she shared her story and phenomenal tips for women trying to making it in this entrepreneur game. Check out our Q and A with the top exec below.
Is it challenging being an executive in an industry where women are not as represented as men?
The lack of diversity in aviation is what makes me work harder and it gave me the adrenaline rush to compete on a higher level. Executive positions in the airline industry (e.g. pilots, mechanics, dispatchers) are overwhelmingly dominated by males, so for women searching for those high positions, they are often automatically looked down on as not being technologically informed.
You do have to be ten times more informed. You do have to be prepared for people to purposefully challenge you because they feel that you may not be aware of what you're doing. I always take my time to prepare in advance to know what we're going to be discussing because there is always someone around to try and challenge your qualifications. I'm okay with having to be three times as good as the next person because I'm not going to let anyone keep me from living my dream. I've wanted this since I was a little girl.
"I'm okay with having to be three times as good as the next person because I'm not going to let anyone keep me from living my dream."
When did you fall in love with entrepreneurship?
I was an inquisitive first grader and I remember going to school and the kids would always talk about what their mother did for a living. After hearing classmates boast about their parent's jobs at school, I went home and asked my mother what she did for a living. At the time, my mother, who gave birth to me at only 16 years old, said, "Well, I take care of you." In response, and this was me being a naive first grader, I said, "That's nothing!"
It was at that moment that I vowed to be a successful independent business woman. In hindsight, I owed my mother an apology for not understanding how difficult and honorable it is to be a full-time mom and wife. It was also a deeply personal wake up moment for my mother who took in my words and decided to push herself beyond her own limitations. Not too long after that conversation, my mother motivated herself to go back to school and receive a life-changing college education. She also encouraged me to dream beyond my wildest imagination, traditions, and gender.
There is an assumption that because your company is a family-based airline, that you may have just been given your position. What do you say to that?
That's not true. I started from the bottom and worked my way up. When I was a young girl, I worked as a baggage handler after school. Back then, the airline had its ups and downs. There were constant delays and management issues, but we learned from all of this and remained resilient. I went to school. I studied my field. I put in a lot of work. Believe me, there's nothing easy about my journey.
We all know entrepreneurship can be a little difficult. What is a tip you can offer budding female entrepreneurs?
My number one tip is you definitely have to have passion for what you do. You must love your work. You're going to hit so many roadblocks and encounter people who are 100% not going to believe in the vision you have. Or, just in the day to day business dealings, whether it's government agencies or other private businesses, you're constantly going to be challenged. So, if you do not have that passion for the specific niche that you're in, you will fade.
Number two, find allies. That doesn't necessarily mean somebody who is going to finance your dream, but finding someone who believes in it just as much as you do. Find a group of women who can support you and push you to be great. The circle you keep is a profound reflection of how successful you will be.
"If you do not have that passion for the specific niche that you're in, you will fade."
Do you think the diversity challenges in aviation are based on race, gender, or both?
Although it is definitely rare to see black women in the aviation industry, me living on the Islands, I believe the disconnect is more so based on gender. The aviation community is booming with so many underrated careers. I've noticed an increase of female dispatchers and ground support agents, but I have been pushing for administrative and executive positions as well. I also encourage people to forget any qualms about being underqualified for a technologically-driven field and pursue aviation just like any other industry that may interest you. There is always training, there is always educational support. If you want to get in aviation, please just do it!
What are some accomplishments that you are proud of?
I helped open the Bahamas' first private passenger terminal. I suggested adding even more routes and planes, and I'm now working towards obtaining my own pilot's license. Most importantly, for someone like me who started off as a baggage handler, it was crucial for me to take advantage of all opportunities that were presented to me.
I could have gone in two directions with watching this airline grow up as I grew up: either assuming it's there at my fingertips, or really taking a stance of wanting to improve upon what's already there. I wish for everyone to do the same in their lives. Take time to grow and learn every day. That's how you become great!
For more Rexy Rolle, keep up with her social media by following her on Instagram.
- Rexy Rolle | Airline Exec | Aviation, Business Attorney ›
- Rexy (@rexyisland) • Instagram photos and videos ›
- Sherrexcia 'Rexy' Rolle '14 is the VP of Operations and General ... ›
- 29-year-old woman running the largest black-owned airline in the ... ›
- Sherrexcia “Rexy” Rolle Runs The Largest Privately-Owned Airline ... ›
- Meet Rexy Rolle The Woman In Charge Of The Largest Black ... ›
- 29-year-old Bahamian airline owner continues family tradition ... ›
This Is How To Keep 'Holiday Season Stress' From Infecting Your Relationship
Hmph. Maybe it’s just me, but it seems like there is something really weird happening in the fall season air (because winter doesn’t officially begin until December 21) that cuddle season is in full swing while break-up season is as well. In fact, did you know that break-ups are so popular during the holiday season that December 11 is deemed Break-Up Day?
The reasons why relationships shift around this time vary; however, I did both roll my eyes and chuckle when I read that a very popular one is because it’s an easy way to get out of getting one’s significant other a Christmas present. SMDH.
Anyway, I personally think that the less shallow folks out here may contemplate calling things “quits” or they at least distance themselves a bit from their partner (and what I’m referring to is serious relationships) due to all of the stress and strain that oftentimes comes with the holidays whether it be financial, familial, due to their tight schedules or something else.
Listen, I would hate for you and your man to miss the fun and happiness of experiencing this time of year, all because you are so overwhelmed or irritated that you can’t really enjoy it. That’s why I have a few practical tips for how to avoid allowing the typical holiday season stress from INFECTING your relationship.
Manage Your Expectations
GiphyUnmanaged expectations. If there is a main reason why the holiday season tends to be so stress-filled for so many people, I’d bet good money that this is the cause. And when you’re in a long-term relationship, expectations can manifest themselves in all sorts of cryptic and/or unexpected ways. You might have relatives who assume that you are going to be with them for Thanksgiving or Christmas when you have other plans in mind. You might be thinking that you are going to spend one amount for presents while your man is thinking something totally different. When it comes to scheduling, your signals may be crossed.
And you know what? To all of these scenarios, this is where clear and consistent communication come in. Don’t assume anything. Don’t dictate anything either. From now until New Year’s, mutually decide to check in once a week, just to make sure that you are both on the same page as it relates to the holidays and what you both are thinking will come along with it. The less blindsided you both feel, the less stressed out you will be. Trust me on this.
Set (and Keep) a Budget
GiphyOkay, so I read that last year, 36 percent of Americans incurred some type of holiday-related debt. Hmph. Last year, there was still some sense of normalcy in this country, chile, so I can only imagine what finances are gonna look like over the next several weeks. That said, since I don’t know a lot of people who don’t find being broke stressful, make sure that you and your bae set a budget and then stick to it this year — no ifs, ands or buts.
Because really, y’all — it doesn’t make sense to deplete savings and/or max out credit cards for a few days of giggles only to be damn near losing your mind because you don’t know how to make ends meet come Dr. Martin Luther King, Jr. Day.
And by the way, this tip doesn’t just speak to things like food and gifts; I also mean travel. If it doesn’t make a ton of sense (or cents) to be all over the place this year — DON’T BE.
Keep Matthew 5:37 at the Forefront
GiphyIf off the top of your head, you don’t know what Matthew 5:37 says, no worries, here ya go: “But let your ‘Yes’ be ‘Yes,’ and your ‘No,’ ‘No.’ For whatever is more than these is from the evil one.” That verse right there? Oh, it’s a boundaries lifesaver! I say that because do you see “maybe” or “I’ll think about it” in there? Nope. LOL. It says that you should tell people “yes” or “no” and leave it at that — and that complements Anne Lamott’s quote, “’No’ is a complete sentence” impeccably well. Yeah, you’ve got to remember that anything beyond a yes or no to a request is privileged information; you don’t owe anyone details or an explanation.
Besides, if you are really honest with yourself, when someone asks you something and you give a “Umm, let me think about it” kind of reply, more times than not, you already know what your answer is going to be — so why not let you both off of the hook? Give your response. Commit to that. And let everyone (including yourself) get on with their lives and schedules.
I promise you that when it comes to those holiday parties, you are pissing more folks off by not RSVP’ing or doing so and not showing up than just saying, “Thank you but not this year” off the rip.
Remember That Your Personal Space Is Privilege Not a Right
GiphyA friend of mine recently bought a new house and invited me over to come see it. He’s a single man with no children, so as I was taking in all of the space that he had, especially as I walked through his finished basement, I joked about relatives coming to live with him. “Hell no” and “absolutely not” were pretty much his immediate responses as he went on to say that some folks even had the nerve to be offended when he told them that he had no intentions on taking DNA in.
Ain’t it wild how people think that your stuff is their right? And yes, that brings me to my next point. Your home is your sanctuary space. If you want to host folks this year — cool. If not, ALSO COOL. Please don’t let folks (family included) guilt you into how they want you to act or even into what they would do if the shoe was on the other foot. You are not them — and as one of my favorite quotes states, “If two people were exactly alike, one of them would be unnecessary.” (A man by the name Larry Dixon said that.)
Hell, my friends? They know that I am good for sending them random things that they need or even want all throughout the year. Coming over to hang out at my pace, though. Uh-uh. Chalk it up to being a card-carrying member of the ambivert club yet I like keeping my living space personal — and I sleep like a baby, each and every night, for feeling that way.
Always remember that your space, your time, your resources, your energy and shoot, yourself period (including your relationship), are all things that are your own. You get to choose how, when and why you want to share them. The holiday season is certainly no exception.
Cultivate Some “You Two Only” Traditions
GiphyIt’s not uncommon for some couples to hit me up after the holiday season to “detox.” Sometimes it’s due to the financial drama (and sometimes trauma) that they experienced. Sometimes it’s because they allowed their relatives (especially in-laws) to get more into their personal business than they should’ve. More than anything, though, it tends to be because they didn’t get enough quality time together and so ended up feeling “disconnected.”
Please don’t let that happen. Listen, I’m not even a holidays kind of woman and yet, I will absolutely sit myself down with some hot chocolate and chocolate chip cookies to enjoy a Hallmark holiday film or two. Aside from the fact that most of them are lighthearted and sweet, I also like that they usually focus on couples loving on each other amidst all of the holiday beauty and ambiance — which is something that all couples should set aside some time to do.
Maybe it’s a vacation. Maybe it’s a staycation. Or maybe it’s my personal favorite, A SEXCATION. Whether it’s for a few days, the weekend or even overnight — don’t you let the holidays go by without setting aside time for you and your man to celebrate one another. Don’t you dare (check out “Are You Ready To Have Some Very Merry 'Christmas Sex'?”).
GET. SOME. REST.
GiphyI once read that 8 out of 10 people get stressed out over the holidays and 3 out of 10 lose sleep during to it — and when you’re stress-filled and sleep-deprived, that can absolutely lead to hypersensitivity, making mountains out of molehills and even not being in the mood for sex.
Your relationship can’t afford to go through any of this, so definitely make sure to prioritize rest. I don’t care how unrealistic it might seem during this time, sleep should never be seen as a luxury; it will always and forever be a great necessity.
That said, try to get no less than six hours of shut-eye in (check out “6 Fascinating Ways Sex And Sleep Definitely Go Hand In Hand”) and even ask your bae to take a nap with you sometimes (check out “Wanna Have Some Next-Level Sex? Take A Nap, Sis.”). Not only will sleep help to restore your mind, body and spirit but, when it’s with your partner, it’s an act of intimacy that can make you both feel super connected, even in the midst of what might feel like chaos.
___
Holiday season stress is real. Still, never give it the permission or power to throw your relationship off. Put you and your man first and let the holidays be what they are gonna be, chile.
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While doing a podcast interview a couple of weeks ago, when I said my age, the interviewer complimented me by saying that what I said is not what they would’ve guessed. When they asked what the secret was, the first thing that came out of my mouth was, “Oh, I’m gonna take me a nap.”
I adore sleep. I’ve said before that it’s like what Six Flags is to some people. And really, it’s just a plus that there are so many health benefits from getting plenty of rest. Beauty-wise, science does reveal that getting no less than seven hours a night can slow down signs of aging. Know what else? There are some direct things that sleep — and the lack thereof — can do to your immunity as well.
And so, since this is the time of year when catching a cold (and/or the flu) is common, let’s talk about the impact that sleep (and again, a lack thereof) has on your immune system. That way, you can remain as healthy as possible during the fall and winter seasons.
1. Less Sleep Means More Colds
GiphyLike I stated in the intro, I’m pretty sure you’ve heard somewhere that the fall and winter are the seasons when people are most susceptible to catching a cold or coming down with the flu. And that’s exactly why I thought I would start this all off by sharing the fact that some studies reveal that if you get less than six hours of sleep, on a consistent basis, you end up making yourself more vulnerable to coming down with both. In fact, some research says that only 18 percent of people who get six-plus hours of rest caught a cold while almost 40 percent who got less than that did.
The logic behind it all is sleep gives your body time to build up the proteins and cells (like cytokines and T-cells) that you need to fight off certain viruses. So, if nothing bothers you more than having a stuffy nose or stubborn cough when it’s cold outside, getting more sleep is one way to prevent that from happening to you.
2. Less Sleep Means More Allergy Symptoms
GiphyAt the end of the day, an allergy is basically what transpires whenever your immune system “overreacts” to something that other people’s systems do not. And since sleep is what helps to keep your immune system nice and strong — well, I’m sure you get how less allergy-related symptoms and more sleep go hand in hand. Also, since sleep helps to decrease bodily inflammation (more on that in a bit) and inflammation can also intensify allergy symptoms, that’s just one more reason to get as much shut-eye as possible.
3. Less Sleep Means Potential Diabetes and Heart Disease
GiphyDid you know that in 2024, Black women were diagnosed with diabetes 24 percent more than any other adult demographic. Also, it continues to be a reality that heart disease is the leading cause of death for Black women. These two sobering statistics alone should be enough of an incentive to do whatever you can to keep the risk of diabetes and heart disease way down.
One way to do that is by getting more sleep. Aside from the fact that sleep strengthens your immune system to where it is easier for you to fight off illness and diseases, sleep can keep your blood sugar levels in a healthy space; plus, when it comes to your heart, it gives it, along with your arteries and blood vessels a break.
4. Less Sleep Means Less Time for Your Body to Push “Reset”
GiphyIf you really stopped to consider all that your body goes through during the day (you can read some about that here), you definitely would respect it enough to do your best to thank it by giving it no less than six hours of sleep, each and every night. Sleep is what helps to slow your brain and body down so they are able to “refuel” for the next day. After all, how can your body prevent you from getting sick if your immune system is too worn out to fight ailments off? Exactly.
5. More Sleep Helps You to Fight Off Infections
GiphySpeaking of, in order for your body to fight off infections, there are certain cells and antibodies within you that need to be healthy and strong — one way that they get and stay that way is by you getting a good amount of sleep. For instance, remember when I touched on cytokines earlier? Well, the same way that they help to prevent colds, they also help to prevent infections too. And since sleep lowers your cortisol (stress) levels, rest gives your body the time and space to build up an army that can fight off free radicals and other health-related challenges while you are awake.
6. More Sleep Lowers Bodily Inflammation
GiphyWhenever a health-related issue is mentioned on this platform, inflammation is something that is mentioned quite a bit. Probably the easiest way to explain inflammation is it’s how your body responds/reacts whenever something is happening to your body that shouldn’t be, whether it’s an illness, an injury, a germ or something that you may be allergic to.
If you happen to have chronic inflammation, some symptoms that are associated with that include fatigue, stiff joints, skin rashes, weight gain and moodiness.
The interesting thing about all of this is if you aren’t getting enough rest, you could be triggering inflammation in your body. That’s because studies reveal that a lack of sleep can elevate molecules that are associated with inflammation. So, if you don’t want inflammation to increase within your system, you should definitely catch more zzz’s.
7. More Sleep Regulates Hormones
GiphyWhen it comes to hormones like serotonin, estrogen and cortisol, believe it or not, they play a role in how your immune system acts and overreacts. That’s because, if your hormones are out of balance, that can cause your immune system to work harder than it actually should and that can make you more vulnerable to sickness. One way to keep your hormones leveled out? SLEEP.
That’s because sleep gives your body the opportunity to rest, repair and restore your hormone levels. On the other hand, when you are sleep deprived, that can put/keep your hormones on the ultimate roller coaster ride. #notgood
8. More Sleep Strengthens Vaccines
flu shot GIF - Find & Share on GIPHYGiphyIf you’re someone who is good for getting some sort of vaccine around this time of the year, make sure that you rest up before and after getting your shots. Not only does adequate rest before a vaccination help your immune system to be better receptive to your shots but sleep also helps your body to build up enough antibodies to make your vaccinations effective after getting them. Because if you’re gonna get pricked, shouldn’t it be worth it? My thoughts exactly.
Get some freakin’ sleep! Your immune system depends on it.
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