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Drybar Founder Alli Webb On the "Messy Truth" About Marriage and Entrepreneurship

Alli Webb, the entrepreneur who founded Drybar, discusses the challenges of balancing a successful career with personal life, including the dissolution of two marriages and her journey of self-discovery. Webb built Drybar into a renowned brand focused on helping women achieve a polished appearance, but her personal life was fraught with difficulties, including a divorce from her first husband and business partner, Cameron Webb, after 16 years, and her son's entry into rehab. These concurrent struggles led her to a period of intense self-help, involving therapy, meditation, and extensive reading to regain her footing. After selling Drybar in 2019 for $255 million, Webb continued her entrepreneurial endeavors by co-founding Squeeze (a massage concept) and Becket + Quill (a jewelry brand) in 2021, and becoming president of Canopy (a clean humidifier brand) in 2022. She also co-founded The Blueprint Mastermind to mentor aspiring female entrepreneurs. Despite professional successes, her personal life remained complex; she married executive life coach Adrian Koehler, but they are now divorcing after less than two years. Webb shares these "messy" aspects of her life in her new book, "The Messy Truth: How I Sold My Business for Millions but Almost Lost Myself," emphasizing that personal breakdowns can be opportunities for growth and learning. The article delves into Webb’s perspective on identity, marriage, and career. She reflects on how many individuals, including full-time professionals, can lose their sense of self when trying to fulfill familial roles, attributing this to a deep-seated desire to be loved. While she once stated that a booming business and a happy marriage cannot coexist, she now hopes to be proven wrong, acknowledging that her first marriage might not have been suitable for the long term. She candidly discusses the pain of two divorces, viewing them as spiritual lessons that have propelled her towards personal growth and a more authentic version of herself. Webb also offers insights on going into business with a romantic partner, advising that strong boundaries are essential. Her own experience, and that of her parents, indicated that constant business discussions can overshadow the personal aspects of a relationship, making it difficult to maintain individual identities and the romantic spark. She advocates for continuous "dating" within a long-term relationship to keep it vibrant. Furthermore, Webb emphasizes the importance of not settling for "mostly happy" in life, despite the fear of loneliness, asserting that genuine happiness and true partnership are worth pursuing. Addressing the challenges faced by successful female entrepreneurs in dating, Webb notes that some men can feel intimidated by powerful women. She explains that her professional life often requires her to operate in a masculine energy, but in personal relationships, she strives to embrace her feminine side. This balance necessitates a strong and understanding partner who is not threatened by her success and supports her ability to soften. She concludes that self-awareness and continuous personal growth, or "doing the work" on oneself, directly translate into becoming a better entrepreneur, fostering softer interactions, and avoiding reactive behaviors. Her journey, including the less glamorous details, resonates with many and highlights that life's messy truths are an integral part of growth and connection. #AlliWebb #Entrepreneurship #Marriage #Divorce #SelfAwareness #CareerAdvice #PersonalGrowth #WorkLifeBalance #AlliWebb #Entrepreneurship #Marriage #Divorce #SelfAwareness #CareerAdvice #PersonalGrowth #WorkLifeBalance
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