Podcasts > Creating Confidence with Heather Monahan > #509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

By Heather Monahan

On Creating Confidence with Heather Monahan, Tracy Holland shares insights from her journey as an entrepreneurial mother. She details how she built Hatch Beauty into a multi-million-dollar company without venture capital, balancing business and family demands. Holland also discusses her new venture, Inner Fifth — an exclusive membership platform supporting high-performing female entrepreneurs with strategies for reclaiming time and transitioning to an owner mindset.

Through her trials and triumphs, Holland offers an authentic perspective on the challenges women face when scaling businesses while juggling personal responsibilities. Her experiences showcase the importance of surrounding oneself with the right guidance and support networks for achieving fulfillment as an entrepreneur and mother.

#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

1-Page Summary

Tracy Holland's Entrepreneurial Spirit

Tracy Holland's entrepreneurial spirit emerged early, rejecting traditional career paths. From childhood ventures like charging for watching her sister and putting on paid shows, Holland pursued ways to make money passively, ultimately seeking residual income streams that could generate earnings without her physical presence.

Balancing Business and Motherhood

As CEO of Hatch Beauty, Holland juggled growing the company with over 100 employees and major partnerships while also being a mother of three. She recalls feeling overwhelmed, underperforming in both arenas. An incident during a pitch to Costco after childbirth highlighted the struggle of balancing roles, leading to Holland's realization that more support is needed for female entrepreneurs.

Supporting Female Entrepreneurs

Holland saw a gap in resources for high-performing female entrepreneurs in typical entrepreneurial groups. To address this, she launched Inner Fifth, an exclusive membership platform providing learning, partnerships, and a community for elite businesswomen to develop strategies for managing time and scaling ventures.

Scaling Hatch Beauty Brands

Without venture capital, Holland built Hatch Beauty into a multi-million-dollar business through strong supplier relationships, an under-promise/over-deliver approach to build partner trust, and using assessment tools to streamline hiring for accelerated growth and productivity.

Inner Fifth's Mission

Holland founded Inner Fifth to provide the guidance, support network, and practical tools she lacked earlier in scaling her business. Members attend events blending networking and lessons on reclaiming time and transitioning to an owner mindset. While focused on high-performing female entrepreneurs, Inner Fifth also includes vetted male allies supportive of businesswomen.

1-Page Summary

Additional Materials

Clarifications

  • Residual income streams are earnings generated from assets or activities that continue to produce income over time with minimal ongoing effort. This type of income allows individuals to earn money passively, without the need for constant physical presence or active work. Residual income streams can come from various sources such as investments, royalties, rental properties, or online businesses, providing a way to build wealth and financial stability outside of traditional employment.
  • The "under-promise/over-deliver" approach is a business strategy where a company intentionally sets modest expectations with customers but then exceeds those expectations by delivering more than promised. This tactic aims to surprise and delight customers, leading to increased satisfaction and loyalty. By managing expectations effectively and surpassing them, businesses can build trust and create positive experiences that differentiate them from competitors. This approach can help enhance customer relationships and drive repeat business and referrals.
  • Assessment tools for hiring are instruments or methods used by companies to evaluate job candidates' skills, knowledge, abilities, and other relevant attributes during the recruitment process. These tools can include tests, interviews, simulations, and other assessments designed to measure a candidate's suitability for a specific role. By using assessment tools, employers can make more informed hiring decisions, leading to better matches between candidates and job positions. These tools help streamline the hiring process, improve the quality of hires, and increase the likelihood of successful onboarding and long-term employee performance.
  • Transitioning to an owner mindset typically involves shifting from an employee or manager perspective to thinking and acting like a business owner. This change includes taking full responsibility for the success and growth of the business, making strategic decisions that align with long-term goals, and having a broader vision beyond day-to-day operations. It often requires embracing risk-taking, innovation, and a focus on the overall health and sustainability of the company. This shift in mindset is crucial for entrepreneurs looking to scale their ventures and lead their businesses to greater success.

Counterarguments

  • While Tracy Holland's early entrepreneurial spirit is commendable, not everyone has the opportunity or resources to reject traditional career paths, and for some, these paths are necessary for financial stability and success.
  • Passive income streams are often idealized, but they can require significant upfront investment and risk, which may not be feasible or successful for everyone.
  • The challenge of balancing business and motherhood is not unique to Holland, and many parents struggle with this balance without the ability to create or lead large companies.
  • The need for more support for female entrepreneurs is valid, but it's important to recognize that support should be inclusive of women at all levels of entrepreneurship, not just high-performing or elite businesswomen.
  • While Inner Fifth aims to provide resources for female entrepreneurs, it's possible that the exclusivity of the platform may inadvertently exclude many women who could benefit from such support but do not meet the criteria for membership.
  • Building a multi-million-dollar business without venture capital is impressive, but it's not the only valid or successful approach to entrepreneurship, and some businesses may thrive with the right investors and capital infusion.
  • Strong supplier relationships and an under-promise/over-deliver approach are good business practices, but they may not be sufficient for all businesses, and other strategies might be necessary depending on the industry and market conditions.
  • The focus on high-performing female entrepreneurs and inclusion of vetted male allies is a positive step, but it's important to ensure that the criteria for vetting do not perpetuate biases or exclude potential allies who could contribute to the mission of supporting businesswomen.
  • Networking events and lessons on time management and transitioning to an owner mindset are valuable, but they may not address all the challenges faced by entrepreneurs, and some may require more personalized or industry-specific guidance.

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

Tracy Holland's Entrepreneurial Journey and Mindset

Tracy Holland's journey in entrepreneurship began in her childhood and continuously evolved as she defied traditional career paths and sought to create her own way.

Tracy Showed Entrepreneurial Spirit Early, Starting Various Childhood Ventures

Tracy Holland recognized the value of money and its potential to fulfill her desires from a very young age. Her frustration with traditional timelines for receiving gifts, such as Christmas, pushed her to find her own means of acquiring what she wanted, showing initiative well beyond her years.

She felt constrained by the idea of a yearly wait for gifts and did not accept the concept of having her wants confined by time. Therefore, Tracy took matters into her own hands by earning money through simple childhood businesses: she charged her parents for watching her sister, and she put on paid shows for the neighborhood. These early ventures demonstrated her burgeoning entrepreneurial spirit and her natural tendency to reject conformity.

Tracy Rejects Traditional 9-To-5, Creates Her Own Path

Reflecting on her family's work ethic, Tracy was adamant from a young age that the traditional 9-to-5 lifestyle wasn't for her. Despite her parents' hopes and the initial financial cut-off they imposed, Tracy's work experience in the service industry taught her valuable skills such as upselling, but it also reaffirmed her belief that she was not cut out for employment under someone else's rules. She recounts almost losing her job due to her independent streak and perceived insubordination, which served as a catalyst for her entrepreneurial future.

The idea of making money passively fascinated her. Tracy sought to establish a business that could generate income whether she was present or not. She focused on the concept of earning while sleeping, vacationing, or simply spending time with family as her ultimate goal, firmly committed to finding ways to create residual income streams.

All of these experiences, from her childhood endeavors to the cha ...

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Tracy Holland's Entrepreneurial Journey and Mindset

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Actionables

  • Explore micro-entrepreneurship by starting a small-scale, low-risk venture like a subscription box service for a niche interest you have. This allows you to understand the basics of supply and demand, customer service, and marketing without a significant upfront investment. For example, if you're passionate about local art, curate and sell monthly boxes featuring art prints and goods from local artists.
  • Develop a passive income stream by investing in a low-cost, high-yield online course on a subject you're knowledgeable about. By doing this, you can earn money while focusing on other aspects of your life. For instance, if you're good at graphic design, create a course teaching others how to make their own logos and sell it on platforms like Udemy or Skillshare.
  • Take calculated risks to adv ...

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

Balancing Business and Personal Life As a Female Entrepreneur

In an industry where professional demands often clash with personal responsibilities, Tracy Holland, CEO of Hatch Beauty, shares her own experiences.

Tracy Juggles Hatch Beauty's Growth With Family and Personal Duties

Tracy Holland candidly talks about the complexities of being a business owner and a mother, a scenario many women entrepreneurs encounter.

Tracy Felt Stretched, Juggling Business, Kids, and Well-Being

Tracy Holland acknowledges the difficulties women face, especially in their 30s to 40s, as they balance the quest for a partner, marriage, childbirth, and business growth. She personalizes this challenge with an anecdote of a time when she had to juggle business negotiations just weeks after giving birth. In one particularly vivid instance, during a business pitch to Costco, she found herself distracted by the sound of her crying baby in the lobby, leading to a moment where she needed to address her own physical response as a new mother, interrupting her pitch.

This incident is reflective of a wider story: While Hatch Beauty was expanding with over 100 employees and big-name partnerships, Holland was also trying to navigate her responsibilities as a mother of three. She describes a period of feeling completely overwhelmed, underperforming in each area of her life, and struggling with the sense that she could only fulfill her roles half-way. It's a sentiment that resonates with many women who strive t ...

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Balancing Business and Personal Life As a Female Entrepreneur

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Actionables

  • Create a personal "board of advisors" consisting of friends or colleagues to provide diverse perspectives on balancing work and life. By regularly meeting with this group, you can gain insights and strategies for managing your responsibilities more effectively. For example, set up monthly coffee meetups where you discuss specific challenges and brainstorm solutions together.
  • Develop a "role-swapping" experiment with a partner or friend to gain empathy and insight into each other's daily struggles. Spend a day or a few hours exchanging tasks and responsibilities to better understand the pressures and demands of each other's roles. This can lead to more supportive relationships and shared strategies for managing work-life balance.
  • Initiate a "micro-break ...

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

Empowering Female Entrepreneurs Through Community, Mentorship, and Partnerships

Tracy Holland and Heather Monahan emphasize the importance of a supportive network specifically catered to high-performing female entrepreneurs, identifying a significant gap in resource availability and understanding within typical entrepreneurial groups.

Tracy Valued a Supportive Community of Female Entrepreneurs

Tracy Holland talks about the significance of not feeling isolated when dealing with business challenges. She acknowledges the benefit of being part of a community of like-minded individuals who offer understanding and advice based on shared experiences. Tracy also underscores the importance of taking time for oneself to recalibrate, with community support serving as a reminder for entrepreneurs to maintain balance in their lives.

Tracy Found Entrepreneurial Groups Lacking Resources and Understanding For High-Performing Female Founders

Speaking on the current landscape, Tracy Holland reveals that high-performing female entrepreneurs often do not receive the necessary resources and understanding from typical entrepreneurial groups. She implies that these groups may fall short in making the kind of impact that could truly benefit female founders. Tracy stresses the importance of learning from peers within the community and the transformative effect that can come from being around others who understand the unique challenges faced by top-performing women entrepreneurs.

Heather Monahan echoes this sentiment, discussing the significance of women investing in themselves and mentions her own experiences w ...

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Empowering Female Entrepreneurs Through Community, Mentorship, and Partnerships

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Counterarguments

  • While specialized communities like Inner Fifth can be beneficial, they may inadvertently create echo chambers that limit exposure to diverse perspectives and ideas.
  • The exclusivity of Inner Fifth could be seen as counterproductive to inclusivity, potentially alienating those who do not meet the criteria for membership but could still benefit from such resources.
  • The focus on "elite" female entrepreneurs might imply that only certain levels of success qualify for support, which could discourage or overlook the needs of those who are still developing their businesses.
  • There is a risk that such initiatives could perpetuate gender segregation in the entrepreneurial world, rather than promoting integration and equal treatment across all entrepreneurial groups.
  • The emphasis on gender-specific resources might overlook the fact that many challenges in entrepreneurship are not gender-specific and that men could also benefit from, and contribute to, the resources and support offered by such communities.
  • By creating a separate community for female entrepreneurs, there may be missed opportunities for cross-gender mentorship and partnerships that could enrich both m ...

Actionables

  • You can create a peer-mentoring circle with other female entrepreneurs to exchange insights and support. Start by reaching out to local business groups or online communities and propose a regular virtual or in-person meetup where each member presents a challenge they're facing and receives feedback and advice from the group. This fosters a collaborative environment where you can learn from each other's experiences and grow together.
  • Develop a personal investment plan for your professional growth that aligns with your entrepreneurial goals. Identify key areas where you want to improve, such as leadership skills or financial literacy, and allocate a monthly budget for courses, books, or coaching. By setting aside resources for your development, you're making a tangible commitment to your success.
  • Implement a time audit for one week to id ...

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

Strategies and Tools For Scaling a Successful Business

Tracy Holland reveals her entrepreneurial journey with Hatch Beauty Brands, demonstrating how she scaled the company into a multi-million-dollar business without relying on venture capital, but through smart partnerships, trust-building strategies, and the use of innovative assessment tools.

Tracy Grew Hatch Beauty Brands Without Venture Capital By Building Strong Supplier Relationships and Leveraging Resources

"Tracy Stressed Under-Promise, Over-Deliver to Build Partner Trust"

Building a business without traditional venture capital backing, Tracy Holland partnered with a co-packer manufacturer who financed their inventory, illustrating her strategy to scale by leveraging resources and fostering strong relationships with suppliers. She underscores the importance of alternative financing methods, recognizing the potential in suppliers who have deep pockets due to years of experience. Tracy built confidence with her main supply partners not just by actively selling her vision and the detailed steps to profitability, but through an approach centered on reliability and trust—under-promising and then over-delivering.

Assessment Tools Streamlined Hiring, Accelerating Growth and Productivity

Tracy Holland used two assessment tools in the hiring process at Hatch Beauty Brands that streamlined hiring and contributed significantly to business growth—from 30 million to 100 million in revenue. She bypassed traditional hiring processes, using these tools to find candidates that matched specific profiles required by the business. She shares that Inner Fifth teaches entrepreneurs to use tools and resources for hyper-productivity, which includes these assessments, underlining how important it is to manage time effectively and focus on activities that offer the best return on investment.

Furthermore, Tracy relates an experience of demonstrating her commitment an ...

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Strategies and Tools For Scaling a Successful Business

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Counterarguments

  • While Tracy Holland's approach to scaling Hatch Beauty Brands is commendable, it may not be applicable to all types of businesses, especially those that require significant upfront capital that suppliers are unwilling or unable to finance.
  • The success attributed to under-promising and over-delivering, while effective in building trust, could potentially limit opportunities if it leads to conservative estimations and a reluctance to take on ambitious projects that could drive significant growth.
  • Alternative financing methods can be beneficial, but they may also come with their own set of challenges and risks, such as dependency on a limited number of suppliers, which could lead to vulnerability if those relationships are strained.
  • The use of assessment tools in hiring is innovative, but it's important to consider the potential limitations of such tools, including biases that may arise from over-reliance on standardized assessments and the possibility of overlooking candidates with high potential who do not fit the specific profiles sought.
  • The significant growth in revenue attributed to the use of assessment tools may not solely be the result of improved hiring practices; other factors such as market trends, product demand, and overall tea ...

Actionables

  • You can foster stronger supplier relationships by setting conservative deadlines you're confident you can beat. Start by reviewing your current projects and identify areas where you can comfortably commit to earlier completion dates without compromising quality. For example, if you're working on a product launch, consider promising a delivery date that's a week later than when you actually expect to finish, giving you a buffer to manage any unforeseen delays and impress your supplier with an early delivery.
  • Explore creative financing options by researching and comparing non-traditional funding sources. Look into crowdfunding platforms, pre-sales of products, or revenue-based financing where repayments are tied to your business's income. This approach can help you maintain control over your business while accessing the capital you need. For instance, if you're developing a new product, you could launch a Kickstarter campaign to fund its production, offering early backers a discount or exclusive perks ...

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#509 How Top Entrepreneurs Delegate & Scale At Light Speed Without Sacrificing What Matters Most with Tracy Holland (Confidence Classic)

Inner Fifth Launch to Support High-Performing Female Entrepreneurs

Inner Fifth Was Born From Tracy's Desire to Create a Community Providing the Guidance, Support, and Practical Tools She Needed Earlier

Tracy Holland founded Inner Fifth as a community for high-performing female entrepreneurs focused on scaling their successful businesses. This platform was born from Tracy's own challenging experiences and the recognition of the need for a supportive space where women could learn about reclaiming time, gaining freedom, and switching from operating as an employee to thinking like an owner. Tracy stresses the value of such a community—one she wishes she had access to as her business grew from 2010 to 2014—and expresses the impact it has had on her perception of what’s possible in business expansion.

Inner Fifth is designed to support female entrepreneurs in their journey towards growth and scaling. Tracy discusses how Inner Fifth hosts events, blending networking and practical lessons, in various locations such as New York, LA, and Miami. There are quarterly in-real-life meetings that members from all over the world attend, monthly virtual meetups, power hours, and grow rooms. Tracy highlights that the platform is geared towards entrepreneurs who are not just starting out but are in the phase of growth—running seven-figure businesses or businesses with a high six-figure run rate.

Inner Fifth: Women Entrepreneurs & Male Allies Supporting Business Women

While the platform primarily focuses on high-performing female entrepreneurs, Inner Fifth also includes male allies who are supportive of businesswomen. The inclusion of male allies is significant, as Tracy emphasizes the importance of having men on the entrepreneurial journey to create wealth. These male allies undergo an intense vetting process and have a demonstrable hi ...

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Inner Fifth Launch to Support High-Performing Female Entrepreneurs

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Counterarguments

  • Inner Fifth may inadvertently create an echo chamber if not enough diverse perspectives are included, which could limit the potential for innovation and growth.
  • The intense vetting process for male allies might be perceived as exclusionary or could potentially discourage well-intentioned male entrepreneurs from participating.
  • By focusing on entrepreneurs with businesses already at a high six-figure run rate or higher, Inner Fifth might be overlooking the unique challenges and needs of early-stage female entrepreneurs who could benefit from such a community.
  • The emphasis on in-person events in major cities like New York, LA, and Miami may not be accessible to all members, particularly those from different geographical locations or with limited travel capabilities.
  • The reliance on success strategies like hiring a driver or nanny may not be practical or affordable for all entrepreneurs, which could create a disconnect between the advice given and the r ...

Actionables

  • You can create a peer mentorship program within your existing professional network to exchange advice and strategies for business growth. Start by identifying individuals within your network who are at a similar stage in their entrepreneurial journey. Reach out to them with a proposal for a structured exchange of ideas, resources, and support, ensuring that the focus is on mutual growth and learning.
  • Develop a local event series for entrepreneurs to foster community and share success strategies. Partner with local businesses, co-working spaces, or community centers to host these events. Each event could have a theme related to business growth, such as marketing, funding, or product development, and feature guest speakers or panel discussions to provide diverse insights.
  • Launch an online platform that facilitates the vetting and inclusion of allies across di ...

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