Startup Playbook: success through failure

Top 10 Lessons from Jennifer Hyman, CEO of Rent the Runway: Best Tips for Entrepreneurs in 2025

Jennifer Hyman, the co-founder and CEO of Rent the Runway, has emerged as a trailblazer in the fashion and tech industries. With her innovative idea of renting designer clothing, she disrupted traditional retail and carved a niche in the sustainable fashion market. But what can entrepreneurs, startup founders, and business owners learn from Hyman's journey?

This article explores 10 must-have lessons from Jennifer Hyman that every entrepreneur should know in 2025. From building a disruptive business model to navigating challenges, these insights showcase her proven strategies and deep leadership wisdom. Let's dig in!

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1. Embrace Technology for Industry Disruption

Hyman’s success with Rent the Runway lies in leveraging technology to fix traditional retail issues like excess inventory and limited access to designer fashion. Entrepreneurs can take inspiration from her approach:

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2. Democratizing Access: A Winning Business Model

One of Hyman's primary goals was to democratize access to high-end fashion, making it affordable for the average consumer. Great business opportunities often come from solving accessibility issues. Ask yourself: What product or service in your industry could benefit from a "subscription rental" model?

3. Sustainability as a Core Value

Hyman positioned Rent the Runway as a pioneer in sustainable fashion, reducing waste through clothing rentals and reusability. A July 2024 report found that 73% of consumers prefer purchasing from brands aligned with a sustainability mission. Entrepreneurs should aim to integrate sustainability not as an afterthought but as a key pillar of their operations.

4. Building Resilience During Challenges

Jennifer Hyman has been vocal about the ups and downs of entrepreneurship. From managing the logistical hurdles of running a high-growth startup to navigating investor expectations, resilience has been a major factor in her success. Be prepared to iterate, adapt, and learn from failure.

5. Invest in Customer Experience

One reason for Rent the Runway’s growing user base is its seamless customer experience. Hyman prioritized easy returns, membership flexibility, and accessible customer service. Entrepreneurs must put themselves in their customers' shoes and frequently optimize the user journey. For actionable guidance, tap into F/MS Website SEO Analysis to ensure your website is performing as effectively as your product or service.

6. Don’t Wait to Pitch Big Ideas

Hyman and her co-founder Jennifer Fleiss pitched Rent the Runway to Diane von Furstenberg, one of the most prominent designers, without hesitation. Entrepreneurs should adopt this boldness. Don’t downplay your vision - share it confidently and learn from feedback, even in rejection.

7. Empowering Women in Tech and Leadership

As a leader in a male-dominated industry, Jennifer Hyman is passionate about increasing diversity in tech and leadership. Under her guidance, Rent the Runway has built a team where 90% of the leadership positions are held by women. Entrepreneurs should prioritize creating inclusive cultures to attract and retain top talent.

8. Raise Smart Capital

Jennifer Hyman successfully secured funding early on, convincing investors of the potential of Rent the Runway. The platform raised $400M in funding over multiple rounds, but each step was deliberate. Entrepreneurs in 2025 should focus on strategic fundraising by pitching to investors whose values align with their vision.

9. Prioritize Innovation to Stay Competitive

As competition intensified, Jennifer Hyman introduced a subscription-based rental model - a game-changer for Rent the Runway. Entrepreneurs should always be on the lookout for proactive changes and technological upgrades to stay relevant.

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10. Learn as You Go & Test Early

One key takeaway from Rent the Runway’s journey is that perfect conditions don’t exist! Hyman tested the concept by renting dresses at college pop-up events before launching full-scale operations. Early prototyping gives you a chance to collect real-world feedback and refine your plan.

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How to Apply Hyman's Leadership Lessons

Step-by-Step Guide: Launching Your Disruptive Idea

Start with the Problem: Identify pain points in your industry.
Embrace Sustainability: Align your ideas with global trends.
Utilize the Right Tools: From AI-powered SEO to customer insights platforms, automate what you can.
Pitch Boldly: Share your vision with potential stakeholders, no matter how big or small.
Iterate Continuously: Collect feedback and adapt before scaling.

By implementing these strategies, entrepreneurs can position themselves favorably in the competitive startup landscape.

Mistakes to Avoid

Ignoring Feedback: Rent the Runway continuously evolves, based on customer input. Never dismiss your customers' needs.
Overcomplicating Processes: Keep your business model simple yet effective.
Focusing Only on Profits: Hyman balanced financial metrics with her mission to democratize fashion - this mixture made the company invaluable.

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Closing Thoughts: Jennifer Hyman’s Legacy as an Entrepreneur

Jennifer Hyman has shown that a unique idea, when executed passionately and strategically, can not only disrupt an industry but also pave the way for broader societal change. Her leadership in creating Rent the Runway proves how customer-centric innovation and an unwavering commitment to core values can take a business from concept to multi-billion-dollar success.

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Let Jennifer Hyman’s story remind you: Whether you’re building a startup in fashion, tech, or any other industry, resilience, customer obsession, and bold innovations are your greatest assets for success in 2025.

FAQ on Lessons from Jennifer Hyman, CEO of Rent the Runway

1. How has Jennifer Hyman disrupted the fashion industry using technology?

Jennifer Hyman leveraged technology to transform retail, addressing issues like excess inventory and limited access to designer fashion. Her innovative subscription rental model has made high-end fashion more accessible. Learn more about her disruptive ideas.

2. What role does sustainability play in Jennifer Hyman’s business model?

Rent the Runway focuses on reducing waste through clothing rentals and reusability, aligning with consumer demand for sustainable business practices. Explore Rent the Runway’s commitment to sustainability.

3. How important is resilience in entrepreneurship according to Jennifer Hyman?

Hyman emphasizes resilience by adapting to failures and navigating challenges, such as managing logistics and meeting investor expectations. Learn about her leadership style in interviews on platforms like Forbes.

4. What is the significance of customer experience in Jennifer Hyman’s business strategy?

Seamless customer experience, including easy returns and flexible memberships, is central to Rent the Runway’s success, prioritizing user satisfaction. Visit Inc.com for related insights.

5. How did Jennifer demonstrate boldness in launching Rent the Runway?

Hyman wasn’t afraid to pitch her idea to influential designers like Diane von Furstenberg early in the process, proving the significance of confidence. Read about her startup journey on Crunchbase.

6. What steps did Jennifer Hyman take to create a diverse leadership team?

Under her leadership, 90% of Rent the Runway's leadership positions are held by women, emphasizing the importance of diversity and female empowerment in tech. See leadership insights on Glassdoor.

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8. How does Rent the Runway innovate to stay competitive?

By implementing a subscription rental model, Hyman kept Rent the Runway ahead of its competitors, showing the importance of proactive innovation. Discover her innovative strategies on CNBC.

9. What can entrepreneurs learn from Jennifer Hyman’s fundraising strategies?

Hyman raised $400M for Rent the Runway by finding investors aligned with her vision, illustrating the value of strategic capital raising. Get insights on The New York Times.

10. How does Jennifer Hyman test ideas before scaling?

Hyman began by hosting pop-up rental events in colleges to collect real-world feedback, showing the value of testing before broader implementation. Listen to her story on podcasts like "How I Built This" for a detailed perspective.

About the Author

Violetta Bonenkamp, also known as MeanCEO, is an experienced startup founder with an impressive educational background including an MBA and four other higher education degrees. She has over 20 years of work experience across multiple countries, including 5 years as a solopreneur and serial entrepreneur.

Violetta is a true multiple specialist who has built expertise in Linguistics, Education, Business Management, Blockchain, Entrepreneurship, Intellectual Property, Game Design, AI, SEO, Digital Marketing, cyber security and zero code automations. Her extensive educational journey includes a Master of Arts in Linguistics and Education, an Advanced Master in Linguistics from Belgium (2006-2007), an MBA from Blekinge Institute of Technology in Sweden (2006-2008), and an Erasmus Mundus joint program European Master of Higher Education from universities in Norway, Finland, and Portugal (2009).

She is the founder of Fe/male Switch, a startup game that encourages women to enter STEM fields, and also leads CADChain, and multiple other projects like the Directory of 1,000 Startup Cities with a proprietary MeanCEO Index that ranks cities for female entrepreneurs. Violetta created the "gamepreneurship" methodology, which forms the scientific basis of her startup game. She also builds a lot of SEO tools for startups. Her achievements include being named one of the top 100 women in Europe by EU Startups in 2022 and being nominated for Impact Person of the year at the Dutch Blockchain Week. She is an author with Sifted and a speaker at different Universities. Recently she published a book on Startup Idea Validation the right way: from zero to first customers and beyond and launched a Directory of 1,500+ websites for startups to list themselves in order to gain traction and build backlinks.

Violetta Bonenkamp

2025-04-22 15:08 Top Female Entrepreneurs