EPISODE · Apr 13, 2026 · 26 MIN
BEST OF: Jamaican Girl Goes BROKE in Dubai — Then THIS Happened…
from Babes, how did you get here
What happens when a Jamaican beauty entrepreneur leaves behind a fully booked calendar, a thriving lash and microblading academy, and everything she's built—moving to Dubai with $700, no clients, and nobody who knows her name, taking a nine to five job for the first time since college, sleeping through jet lag after years of hustle, navigating the bruised ego of being unknown in a city where she once had authority, setting high standards for relationships while refusing to settle, discovering that chivalry hits different in different cultures, teaching herself that failure isn't an option because she sold everything at a yard sale, and realizing that sometimes you have to start from scratch to build something even bigger? In this raw, vulnerable, and deeply inspiring episode, host April Jackson sits down with Shafawa Hilton—a Jamaican beauty therapist, lash artist, and founder of the Lash Accessibility Academy who left Jamaica in October with a dream bigger than her island could hold, landed in Dubai without ever visiting, and is now rebuilding her empire one conversation, one client, and one nine to five shift at a time. From growing up sheltered in a home school church routine, to being bullied at church for her teeth, to starting her beauty business in college charging students $300 JMD for eyebrows, to becoming known as the eyebrow girl on the UTech campus, to learning makeup from YouTube University, to going on a work and travel program to the US in 2017, to taking a one day lash course and a two day microblading course in Florida, to spending 10 hours on her first client, to coming back to Jamaica and doing lashes and makeup on campus for graduating students, to being approached at an expo by the owner of a top makeup school who asked if she'd ever considered teaching, to launching her academy in 2020 during COVID with five students despite everyone telling her not to, to being the first person in Jamaica to offer a seven day course with internship instead of the typical one or two day programs, to realizing her premium pricing made her inaccessible to most Jamaicans but refusing to drop her rates because she knew her value, to always feeling like she didn't quite belong in Jamaica after being trained in the States, to watching her clients in America book refills in advance while Jamaican clients struggled with the culture of maintenance, to setting a goal to save one million Jamaican dollars before leaving and getting to eight hundred grand, to having a yard sale and selling everything she owned, to boarding her first ever flight to Dubai, to realizing $700 doesn't go as far as she thought, to taking a hospitality job for stability and visa sponsorship, to experiencing the ego check of being completely unknown after being fully booked back home, to starting to lose her spark in the first two months, to going back to Jamaica in December and realizing how valuable her clients made her feel, to choosing Dubai over the US or UK because she can't do snow and her aunt already lives here, to running ads to try to get students and clients before leaving, to juggling expenses in Jamaica while trying to save for a new country, to dreaming of bringing Jamaican students abroad for exposure, to falling deeper in love with Jamaica after leaving but being okay with staying away because the earning capacity just isn't there, to refusing to let go of her roots and finding ways to squeeze her accent into conversations, to wanting children and a family but not being rigid about timelines because she's learned to be realistic. Chapters 00:00:00 Introduction: A Jamaican Beauty Entrepreneur's Journey to Dubai 00:01:05 Sheltered Beginnings: Home, School, and Church 00:01:54 From Doctor Dreams to Beauty: Finding Her Calling 00:04:37 Work and Travel: The American Experience 00:05:29 Building the Business: From Campus to Clients 00:06:06 The Teaching Revelation: Becoming an Educator 00:07:08 COVID Launch: Starting the Academy Against All Odds 00:08:06 The Premium Problem: Quality vs Affordability in Jamaica 00:09:20 The Itch to Leave: Feeling Out of Place 00:10:57 The $800,000 Goal: Preparing for the Move 00:10:22 Two Months In: Losing the Spark 00:12:55 Jamaica vs Abroad: Earning Capacity and Dreams 00:14:10 Identity and Roots: Staying Jamaican From Afar 00:18:21 The Sheltered Child: How Protection Created Fearlessness 00:19:46 Parental Support: The Foundation of Success 00:21:08 No Plan B: The Yard Sale That Made It Real 00:21:55 The Corporate Experiment: Trading Entrepreneurship for Stability 00:24:32 Misconceptions: The Reality Behind the Dubai Dream 00:26:19 The Postcard: Just Do It #HowDidYouGetHere #AprilJackson #DubaiLiving #JamaicanInDubai #BeautyEntrepreneur #LashArtist #Microblading #LashAcademy #ExpatLife #StartingOver #Reinvention #CourageOverComfort #NoPlanB #EgoCheck #LivingAbroad #JamaicaToDubai #BeautyIndustry #Entrepreneurship #CaribbeanInDubai #BuildingDreams #BeautyEducation #YouTubeUniversity #WorkAndTravel #PremiumPricing #KnowYourValue #FearlessWomen #JustDoIt
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BEST OF: Jamaican Girl Goes BROKE in Dubai — Then THIS Happened…
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