Podcasts > Creating Confidence with Heather Monahan > Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

By Heather Monahan

In this episode of Creating Confidence, Drybar founder Alli Webb shares her journey from working in her parents' clothing stores to launching a mobile blowout service, and ultimately building a hair styling empire with over 135 locations. The conversation explores Webb's business development process, including her partnership with her brother Michael and then-husband Cam, and her team's methodical approach to expansion.

Beyond business insights, Webb discusses navigating personal challenges, including an unexpected divorce that required redefining her relationship with her ex-husband as co-parents and business partners. She describes the wellness practices that helped her through difficult times, such as transcendental meditation and gratitude journaling, and explains how she now uses her podcast and speaking engagements to share these experiences with others.

Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

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Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

1-Page Summary

Alli Webb's Journey and the Success of Drybar

Born into an entrepreneurial family, Alli Webb learned business fundamentals while working in her parents' clothing stores in South Florida. After initially pursuing fashion and working with her brother Michael Landau, Webb found her true calling in hairstyling at age 21.

From Mobile Business to Empire

Webb's entrepreneurial journey began with "Straight at Home," a mobile blowout service she started as a stay-at-home mom in LA. Recognizing a market opportunity, she partnered with her brother Michael and her then-husband Cam to launch the first Drybar location in 2010. The concept proved so successful that it rapidly expanded to over 135 locations, with Webb's team taking a careful, organic approach to growth.

Personal Challenges Amid Professional Success

Despite Drybar's success, Webb faced significant personal challenges, particularly an unexpected divorce. The separation from her husband Cam required redefining their relationship as they transitioned from spouses to co-parents and business colleagues. Webb admits to struggling with situational depression during this period, showing that professional success doesn't shield one from personal hardships.

Finding Balance Through Wellness Practices

To navigate her difficult times, Webb turned to various wellness practices. She found particular success with transcendental meditation, learning through the David Lynch Foundation in LA, and supplementing this practice with Reiki healing. Webb also incorporated gratitude journaling into her daily routine, inspired by Gabby Bernstein's "Super Attractor."

Webb now openly shares her experiences through speaking engagements and her podcast "Raising the Bar," where she focuses on personal journeys rather than business achievements. She believes that sharing her struggles authentically helps create meaningful connections and shows others they're not alone in their challenges.

1-Page Summary

Additional Materials

Clarifications

  • A blowout service is a salon treatment focused on washing, drying, and styling hair to achieve a smooth, voluminous, and polished look. It typically involves blow-drying the hair to create a sleek finish without cutting or coloring. This service is popular for special occasions or when someone wants a professional styling without a full haircut.
  • Transitioning from spouses to co-parents and business colleagues involves navigating a shift in the relationship dynamic from a romantic partnership to a more practical and cooperative one focused on raising children together and running a business. This transition often requires setting aside personal differences and emotions to prioritize the well-being of the children and the success of the shared business venture. It involves establishing new boundaries, communication strategies, and mutual respect to ensure effective co-parenting and professional collaboration despite the end of the romantic relationship. This process can be challenging but is essential for maintaining stability and harmony in both the family and business contexts.
  • Transcendental meditation is a technique where you sit with your eyes closed and silently repeat a mantra to achieve a state of relaxed awareness. It is a form of meditation that aims to promote deep relaxation and reduce stress. Reiki healing is a Japanese technique for stress reduction and relaxation that also promotes healing. It involves the practitioner placing their hands lightly on or just above the person receiving treatment to facilitate the flow of energy.
  • Gratitude journaling involves regularly writing down things one is thankful for, fostering a positive mindset. It is a practice linked to improved well-being, optimism, and emotional health. By focusing on gratitude, individuals can enhance their overall happiness and resilience. This practice is often recommended in positive psychology for its beneficial effects on mental and emotional wellness.
  • The David Lynch Foundation is a charitable organization founded by filmmaker David Lynch in 2005. It focuses on promoting Transcendental Meditation (TM) for various at-risk populations, including students, veterans, and refugees, to help reduce stress and improve well-being. The foundation also supports research on the effects of TM on mental and physical health conditions. Additionally, it aims to establish "Universities of World Peace" to train individuals in TM and promote peace globally.

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Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

Alli Webb's Journey and the Success of Drybar

Alli Webb's personal story of entrepreneurship and the rise of Drybar highlights how ingenuity, a robust work ethic, and a sharp eye for market needs can lead to overwhelming success.

Alli Webb Grew Up In an Entrepreneurial Family and Developed a Passion

Born to entrepreneurial parents who owned their own business, Alli Webb's journey into the world of business began early. From sweeping floors in her parents' clothing stores in South Florida, she quickly absorbed the importance of work ethic and the entrepreneurial mindset. Webb's upbringing instilled in her the approach of treating every job as if she owned the business, a philosophy that would later significantly influence her ventures.

Born To Entrepreneurial Parents, Alli Helped In Their Stores From a Young Age

Webb's both parents were entrepreneurs, and working at their place during her childhood played a critical role in shaping her entrepreneurial spirit. As a little girl, she was embedded in a business environment, learning firsthand about dedication and passion for one's ventures.

Alli Transitioned From Fashion To Hairstyling at Beauty School

Although initially drawn towards the fashion industry, Webb's interests took a turn when she decided to move to New York City and later work in fashion with her brother, Michael Landau, now her business partner. Despite opening Nicole Miller boutiques in South Florida and gaining experience in retail operations, Webb was not content and had frequent disputes with her brother. This dissatisfaction led her to reconsider her career path.

Alli's Salon Experience Inspired a Mobile Blowout Business

At 21, Webb chose to venture into hairstyling—a decision that would change her professional trajectory. Supported by her brother, she attended beauty school and honed her skills at a salon operated by her mentor, John Peters. It was during her time as a stay-at-home mom in LA that she felt compelled to do something meaningful for herself, starting a mobile blowout business that quickly showcased a demand for such services.

Alli's Mobile Success Led To Drybar Blowout Salon

Webb’s "Straight at Home" mobile venture successfully identified a market gap and catered to it effectively, ultimately inspiring the creation of the Drybar blowout salon concept. Despite economic uncertainties, Webb, believing strongly in her idea, pushed forward with the actualization of a brick-and-mortar salon, aiming to provide affordable blowouts regularly and not just for special occasions.

Alli's ...

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Alli Webb's Journey and the Success of Drybar

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Actionables

  • Explore your family's business history to identify entrepreneurial traits you may have inherited, just as Alli Webb's upbringing influenced her passion. Start by having conversations with family members about their business experiences, challenges, and successes. Document these stories and reflect on how their entrepreneurial spirit might be reflected in your own aspirations or hobbies, which could be the seed for your future business ventures.
  • Transition your hobby or side interest into a professional skill by enrolling in a relevant course or workshop. If you have a passion for a particular field, like Alli did with hairstyling, look for local community colleges, online platforms, or vocational schools that offer courses in that area. This step can help you gain the necessary credentials and confidence to pivot your career towards your passion.
  • Test a business idea with a low-cost, mobile version before committing to a phy ...

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Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

Alli's Personal Challenges, Especially Around Her Divorce

Alli Webb, known for her entrepreneurial skill in building a multimillion-dollar business, faced significant personal turmoil during her unexpected divorce, reminding us that success does not shield one from life's struggles.

Alli's Life Changed After a Difficult Divorce

The ups and downs of Alli Webb's personal life, particularly her divorce, reveal that professional achievements are often accompanied by deep emotional challenges.

Alli's Marriage Ended Unexpectedly

Webb reveals that the end of her marriage was not a part of her plan, indicating that the dissolution of the marriage happened without warning. Initially aspiring to be a stay-at-home mom supported by her then-husband Cam's successful career, Alli’s life took an unexpected turn, leading her to start a business. Throughout the growth of Drybar, her marriage unexpectedly fell apart.

Divorce Process and Aftermath Challenged Alli Emotionally and Mentally

Webb describes the divorce as not only unexpected but as a significant emotional and mental setback. During this time, she had to redefine her relationship with Cam, moving from spouses to co-parents and colleagues in professional settings, which she found particularly challenging. She admits she was not thriving during the past year, which included her divorce.

Alli's Personal Struggles and Support Loss

Despite the facade of success, Webb's personal life has been filled with loss and a quest for emotional recovery.

Alli Felt Lost and Depressed, Redefining Her Life Anew

Alli faced the pain of situational depression post-divorce, working through emotional healing to regain stabil ...

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Alli's Personal Challenges, Especially Around Her Divorce

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Actionables

  • You can start a reflective journal to navigate personal challenges, using writing as a tool for emotional clarity and resilience. Begin by setting aside a few minutes each day to write about your feelings, thoughts, and the ways in which you're coping with any personal turmoil. This practice can help you process emotions constructively and may lead to insights that inspire personal or professional growth.
  • Create a personal vision board to redefine your life goals following significant life changes. Gather images, quotes, and items that represent your aspirations and arrange them on a board where you'll see it daily. This visual representation serves as a constant reminder of your desired future and can motivate you to take steps towards new beginnings.
  • Engage in a new hobby or acti ...

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Confidence Classic: Build Your Business, Reinvent Yourself, and Rise Stronger with Alli Webb, Founder of Drybar

Alli's Strategies For Maintaining Mental and Emotional Well-Being

Alli Webb, known for embarking on a spiritual journey after her divorce, shares her strategies for finding peace and building resilience.

Alli Used Meditation and Journaling to Navigate Difficult Times

Transcendental Meditation and Reiki Restored Alli's Calm

Alli Webb spoke about her transformational experience with transcendental meditation, which she learned through a four-day program at the David Lynch Foundation in LA. She received a personal mantra and found that this meditation style—which relaxes the brain and optimizes blood flow—helped detox her mind from stress and drama. The regular practice of transcendental meditation, coupled with Reiki healing, led to a significant improvement in her well-being, making her a more composed and patient mother.

Gratitude Journaling Shifted Alli's Mindset and Built Resilience

Further discussing her spiritual journey, Alli Webb acknowledged the role of gratitude journaling in shifting her mindset. Influenced by Gabby Bernstein’s "Super Attractor," Alli adopted a daily practice of jotting down even the smallest tokens of gratitude. She believes in the transformative power of embedding a positive lens into one's neural pathways and fostering a grateful spirits.

Alli Embraced Vulnerability and Authenticity, Finding Solace In Sharing Her Struggles Openly

Alli Believes Sharing Her Challenges Inspires and Supports Others

Webb has chosen to speak candidly about personal hardships despite her high-profile success. She argues that authenticity draws people, and by sharing her unadorned personal journey, Alli resonates more deeply with others. Monahan notes the significance of hearing from someone who is outwardly successful but internally struggling, especially as listeners approach the introspective holiday season.

Alli's Story-Sharing Fosters Community Connections

With a desire to connec ...

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Alli's Strategies For Maintaining Mental and Emotional Well-Being

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Counterarguments

  • While transcendental meditation and Reiki healing may have significantly improved Alli's well-being, it's important to note that individual experiences with these practices can vary, and they may not be as effective for everyone.
  • The benefits of gratitude journaling for shifting mindset and building resilience are supported by some research, but it's also worth considering that maintaining such practices requires consistent effort and may not yield immediate results for all individuals.
  • Sharing personal challenges can indeed inspire and support others, but it's also possible that not everyone is comfortable with or benefits from this level of openness, and some may prefer to keep their struggles private.
  • The idea that authenticity draws people is generally positive, but it's also true that public figures must navigate the balance between sharing personal details and maintaining boundaries for their own well-being.
  • Story-sharing can foster community connections, but it's also important to recognize that building a community involves a range of factors, including mutual respect, shared values, and ongoing engagement, beyond just open conversation.
  • Focusing on gu ...

Actionables

  • You can start a "Mindful Moments" group chat with friends or family to share daily reflections and support each other's journey towards mindfulness. By creating a space where you and your peers can discuss your experiences with practices like meditation or journaling, you'll build a community of support and accountability. For example, each person could share a brief voice message about their daily practice, challenges, or insights, fostering a sense of camaraderie and collective growth.
  • Develop a personal storytelling blog or social media page where you candidly share your life's ups and downs. This can be a platform where you connect with others through your stories, much like sharing at a conference but on a digital scale. You might write about a difficult decision and how you navigated it, or a moment of failure and what you learned. The key is to be authentic and open, which can help others feel less alone in their struggles and more inspired to share their own stories.
  • Create a "Journey Jar" where you write down significant personal growth moments on slip ...

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