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‘I failed at it miserbaly’: Masaba Gupta reveals how a tennis setback shaped her success

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The Indian Express

July 27, 2026
‘I failed at it miserbaly’: Masaba Gupta reveals how a tennis setback shaped her success

Designer and entrepreneur Masaba Gupta recently shared how an early, failed pursuit of professional tennis taught her critical lessons in mental discipline. She credits this early setback with helping her harness the aggression and focus necessary to build her successful fashion and beauty empire.

The Resilience Behind the Brand: Masaba Gupta’s Formative Setbacks

Masaba Gupta, a prominent figure in the Indian fashion and beauty landscape, recently offered a candid reflection on the origins of her professional journey. Contrary to the polished image of a successful entrepreneur, Gupta revealed that her path was paved with an early, significant failure in the world of professional tennis. This admission serves as a poignant reminder that even the most successful figures often navigate a trajectory defined by trial, error, and hard-won personal evolution.

The Tennis Court as a Crucible of Character

In a recent interview with One8 World, Gupta detailed her youth as an aspiring tennis player, noting that she possessed the physical advantages—such as strength and speed—that typically signal a high-potential athlete. Despite these natural gifts, she acknowledged that she failed "miserably" because she lacked the mental fortitude required to succeed at the highest levels. This admission highlights a crucial distinction between raw talent and the psychological discipline needed to channel aggression into consistent, positive performance.

Transforming Aggression into Entrepreneurial Drive

Gupta’s reflection suggests that the same intensity that hindered her on the tennis court became the fuel for her later business endeavors. The transition from sports to entrepreneurship is a well-documented phenomenon where the lessons of competition are repurposed. For Gupta, learning to control her mind was not merely a personal growth exercise but a prerequisite for navigating the volatile and competitive industries of fashion design and cosmetics. Her ability to synthesize this early "failure" into a foundational element of her business acumen is a hallmark of her professional maturity.

The Broader Implications of Failure in Leadership

By speaking openly about her past struggles, Gupta contributes to a growing cultural conversation regarding the necessity of failure in achieving long-term success. In the high-stakes world of business, the narrative of constant winning often masks the reality of daily pivots and mental hurdles. Gupta’s transparency provides a realistic blueprint for aspiring entrepreneurs, emphasizing that grit is not just about moving forward, but about introspectively addressing one's own limitations to better manage high-pressure environments.

Future Trends in Personal Branding

As public figures continue to move away from curated, perfect personas, the trend of sharing "origin stories of failure" is becoming increasingly valuable for brand authenticity. Gupta’s openness about her tennis career establishes a deeper, more relatable connection with her audience. This shift toward vulnerability is likely to continue as consumers prioritize the human stories behind the brands they support, favoring leaders who can articulate how their past setbacks shaped their current strategic decision-making.

Conclusion

Ultimately, Masaba Gupta’s journey from a frustrated young athlete to a successful business mogul illustrates the power of self-awareness. Her experience reinforces the idea that true success is rarely a linear path, but rather the result of harnessing one's internal temperament. By mastering the mental game that she once struggled with on the tennis court, she has successfully built a lasting legacy that extends far beyond the boundaries of her initial pursuits.

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