Today we’d like to introduce you to Sally Gupta
Hi Sally, can you start by introducing yourself? We’d love to learn more about how you got to where you are today?
As early as I can remember, fashion was my language. By the time I was 10, family, friends—even my mom’s friends—would come to me for outfit advice. It wasn’t just about clothes; it was about confidence, expression, and making people feel their best.
But life took me on a different path. I pursued a career in technology, diving deep into IT, eventually becoming an AI strategist. I thrived in this space, solving complex problems and driving innovation. Yet, after long days of work, I found myself unwinding in the same way—immersing myself in fashion. Scrolling through outfits, analyzing trends, watching iconic films like “Legally Blonde” and “The Devil Wears Prada” (both of which I’ve seen at least 20 times!). These movies reinforced something I always believed: intelligence and style aren’t mutually exclusive—they’re a powerful combination.
What started as a childhood passion evolved into something bigger than I had ever imagined. One day, it clicked: why not merge my two worlds? ChicbySally was born—an entrepreneurial venture where AI meets fashion, where technology enhances personal style, and where women are reminded that they can be both brilliant and fashionable.
At my core, I am a technologist, but I am also a curator of confidence and elegance. ChicbySally isn’t just about fashion—it’s about empowerment, about rewriting the narrative that women must choose between intellect and style. Because we can, and should, have both.
Would you say it’s been a smooth road, and if not what are some of the biggest challenges you’ve faced along the way?
The road has been anything but smooth, but I wouldn’t have it any other way. Balancing multiple roles—being a mother, a full-time technologist, and an entrepreneur—has been both exhilarating and challenging. There are days when I feel like I’m being pulled in a hundred different directions, but every late night, every obstacle, and every moment of doubt has only fueled my passion further.
One of the biggest challenges has been working with AI technology that is still in its early stages. Building a platform that brings visual storytelling with vivid scenes and precision of fashion isn’t just about technology—it’s about reimagining how we experience style in a digital world. Every day presents new hurdles, but also new opportunities to innovate, adapt, and grow.
Despite the challenges, I wake up every morning excited to push boundaries, to democratize fashion storytelling and marketing, and to make fashion visualization to marketing more accessible. The journey hasn’t been easy, but the passion behind it makes every struggle worth it.
As you know, we’re big fans of you and your work. For our readers who might not be as familiar what can you tell them about what you do?
I have been a technologist for a long time, specializing in turning my clients’ visions into reality through innovative IT solutions. Throughout my career, I’ve designed technology blueprints for businesses, led teams, developed apps—both web and mobile—and contributed to major projects for some of the biggest names in the industry.
What truly sets me apart is that I refuse to be confined to a single box. My curiosity drives me to explore beyond traditional boundaries, blending my passion for technology with my love for fashion. With ChicbySally, I’m pioneering a way for women to visualize their dream outfits—whether they’re strolling on a beach, heading to work, enjoying a coffee date, or embarking on a European adventure. By leveraging AI and human creativity, I bring style inspiration to life, making fashion more immersive, accessible, affordable and personalized.
More than anything, I’m proud of my ability to innovate at the intersection of two worlds—technology and fashion—creating something truly unique that empowers women to see and experience fashion in a whole new way.
How do you think about luck?
As a child, I never imagined that my love for fashion would one day merge with my career in AI and technology. But through unexpected opportunities—like discovering how AI could revolutionize fashion—I found myself at the perfect intersection of my passions. Some might call it luck, but I see it as life guiding me, fueled by curiosity and courage.
At the same time, challenges and setbacks—what some might see as bad luck—have been just as pivotal. Each obstacle has strengthened my resilience, pushed me to innovate, and opened doors I never anticipated. In both my tech career and fashion venture, I’ve learned that while luck may create opportunities, it’s entrepreneurial spirit, passion, and persistence that truly shape success.
Contact Info:
- Website: https://chicbysally.org
- Instagram: https://instagram.com/chicbysally
- Youtube: https://www.youtube.com/@ChicBySally
- Other: https://vm.tiktok.com/ZTFCD5o7n
