Lifestyle
Serving Up Success: How Ex-Tennis Pro Kasia Siwosz Became a Powerhouse in Life Coaching

By: Mae Cornes
Kasia Siwosz’s journey from professional tennis to elite life coaching is a story of resilience and adaptability. Born in Poland, Siwosz discovered tennis at age six, quickly turning it into her life’s passion. By 18, she had bootstrapped her way to the top 400 in doubles and 700 in singles on the WTA tour.
However, the financial realities of professional tennis forced a pivot. “I knew it would take another 3-5 years and serious money to reach the top 100 – money I simply didn’t have,” Siwosz recalls. This crossroads led her to pursue education in the United States, ultimately landing a full scholarship at the University of California, Berkeley.
The Transition: From Athlete to Investment Banker
After graduating from Berkeley, Siwosz faced the competitive world of investment banking. Her persistence paid off after six months of networking and interviews, as she secured a position in London. The transition wasn’t easy, as she found herself in a high-pressure environment reminiscent of her athletic career.
“It was tough, yet strangely familiar. It reminded me of my days as a professional tennis player, except this time I was competing in the banking game,” she notes. The long hours and intense competition in banking provided valuable insights that would later inform her coaching methodology.
Entrepreneurial Ventures and Lessons Learned
Driven by an entrepreneurial spirit, Siwosz left banking to start a restaurant business in London. This venture ultimately did not succeed, but it offered crucial lessons in resilience and adaptability. The experience humbled her and provided firsthand knowledge of the challenges entrepreneurs face.
Following the restaurant closure, her unique combination of banking and entrepreneurial experience led her to venture capital. She worked with high-profile startups, assisting in capital raising and operational efficiencies. However, the pandemic’s impact on the VC fund led to another career reassessment.
The Birth of a Coaching Career
During this period of reflection, Siwosz discovered her calling in life coaching. Drawing from her diverse background, she developed a coaching program tailored for high-achieving individuals.
“With a wealth of both successes and failures, I can deeply connect with my clients and help them tap into their true purpose,” Siwosz explains. C-suite executives, top-tier professionals, and elite athletes – individuals operating at levels where marginal gains can make significant differences – are included in her client base.
A Unique Coaching Methodology
People describe Siwosz’s coaching program as intensive and focused on achieving rapid results. Unlike traditional coaching or therapy, her technique aims to eliminate challenges rather than just provide tools or advice.
While she does not disclose specific metrics on client numbers and success rates, Siwosz emphasizes the transformative nature of her program. She focuses on helping clients bridge the gap between their current state and desired outcomes, addressing hidden blocks that may sabotage wealth, health, and happiness.
Global Reach and Future Aspirations
Currently based in London, Siwosz’s influence extends beyond the U.K. She has coached clients from various global hubs, including the United States, Monaco, Dubai, Luxembourg, Milan, and Paris. She has made these international connections through LinkedIn, social media, and referrals.
Looking ahead, Siwosz aims to establish herself as a leading life coach in London while remaining open to global opportunities. Her immediate goal is to build a robust client base in the U.K. capital, focusing on quality over quantity in her coaching relationships.
The high-end sector of the life coaching industry remains competitive, with coaches differentiating themselves through unique value propositions. Siwosz’s diverse background across professional tennis, investment banking, entrepreneurship, and venture capital allows her to connect deeply with the multifaceted challenges her high-achieving clients face. This unique blend of experiences sets her apart, offering clients a personalized and transformative coaching approach that addresses their specific needs.
However, the industry needs standardized metrics for success, making it challenging to objectively quantify the impact of coaching services. Because universal benchmarks are absent, coaches like Siwosz rely heavily on client testimonials and word-of-mouth referrals to build their reputation.
The life coaching industry continues to grow, with the International Coach Federation reporting a 33% increase in members from 2015 to 2019. As the field evolves, coaches like Siwosz must adapt to changing client needs and industry trends while maintaining the personal touch that defines their practice.
Kasia Siwosz’s journey from the tennis courts of Poland to the coaching rooms of London exemplifies the diverse paths that can lead to a career in life coaching. Her story underscores the value of varied life experiences in shaping a coaching philosophy that resonates with high-achieving clients across multiple industries.
Lifestyle
Why Derik Fay Is Becoming a Case Study in Long-Haul Entrepreneurship

Entrepreneurship today is often framed in extremes — overnight exits or public flameouts. But a small cohort of operators is being studied for something far less viral: consistency. Among them, Derik Fay has quietly surfaced as a long-term figure whose name appears frequently across sectors, interviews, and editorial mentions — yet whose personal visibility remains relatively limited.
Fay’s career spans more than 20 years and includes work in private investment, business operations, and emerging entertainment ventures. Though many of his companies are not household names, the volume and duration of his activity have made him a subject of interest among business media outlets and founders who study entrepreneurial longevity over fame.
He was born in Westerly, Rhode Island, in 1978, and while much of his early career remains undocumented publicly, recent profiles including recurring features in Forbes — have chronicled his current portfolio and leadership methods. These accounts often emphasize his pattern of working behind the scenes, embedding within businesses rather than leading from a distance. His style is often described by peers as “operational first, media last.”
Fay has also become recognizable for his consistency in leadership approach: focus on internal systems, low public profile, and long-term strategy over short-term visibility. At 46 years old, his posture in business remains one of longevity rather than disruption a contrast to many of the more heavily publicized entrepreneurs of the post-2010 era.
While Fay has never publicly confirmed his net worth, independent analysis based on documented real estate holdings, corporate exits, and investment activity suggests a conservative floor of $100 million, with several credible indicators placing the figure at well over $250 million. The exact number may remain private but the scale is increasingly difficult to overlook.
He is also involved in creative sectors, including film and media, and maintains a presence on social platforms, though not at the scale or tone of many personal-brand-driven CEOs. He lives with his long-term partner, Shandra Phillips, and is the father of two daughters — both occasionally referenced in interviews, though rarely centered.
While not an outspoken figure, Fay’s work continues to gain media attention. The reason may lie in the contrast he presents: in a climate of rapid rises and equally rapid burnout, his profile reflects something less dramatic but increasingly valuable — steadiness.
There are no viral speeches. No Twitter threads drawing blueprints. Just a track record that’s building its own momentum over time.
Whether that style becomes the norm for the next wave of founders is unknown. But it does offer something more enduring than buzz: a model of entrepreneurship where attention isn’t the currency — results are.
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