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Jenny Fleiss speaker

Jenny Fleiss

Partner at Initialized Capital; Co-Founder, Rent the Runway & Jetblack

  • Co-Founder and Board Member of Rent the Runway.
  • Currently, a partner at Initialized Capital doing seed stage investing with a focus on e-commerce enablement, consumer and AI.
  • Co-founder of Jetblack, the first start-up in Walmart’s tech incubator, which reshaped the way consumers shop through one-to-one, highly personalized experiences.
  • Board member of The Lanvin Group (LANV), Shutterfly, and Yale Ventures and is an adviser to and investor in various businesses, many with female founders.
  • Uses her career experience to speak to business trends as well as entrepreneurship, intrapreneurship, AI and Machine Learning.
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Jenny Fleiss's videos

What Jenny Fleiss's clients say

Here is some of the feedback from audiences and clients who have worked with Jenny.
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Complete the form below to check Jenny Fleiss's availability. If you prefer, you can also send an email directly to our head office.

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Languages: 

  • English
Click the button below to check Jenny’s fees and availability for your event.
CHECK AVAILABILITY

Check availability

Check Jenny Fleiss's availability for your event

Complete the form below to check Jenny Fleiss's availability. If you prefer, you can also send an email directly to our head office.

How would Jenny Fleiss deliver their presentation at your event?
Please provide details of your budget for Jenny Fleiss's speaking fee, including currency.

Jenny Fleiss's 2024 biography

Meet Jenny Fleiss

Jenny Fleiss is a Partner at Initialized Capital focused on seed stage investing with a focus on e-commerce enablement, consumer and AI. Jenny is an entrepreneur and intrapreneur, founding two scaled digitally native business from scratch: Rent the Runway and Jetblack. Jetblack is the first portfolio company within Walmart’s technology incubator, disrupting traditional e-commerce with a personal shopping service over text message and voice. Previously, Jenny Co-Founded Rent the Runway, a business that has transformed the retail industry by making designer clothing rentals a convenient and accessible luxury experience for millions of women. Jenny is on the board of Rent the Runway (RENT), The Lanvin Group (LANV), Shutterfly, and Yale Ventures and is an adviser to and investor in various businesses, many with female founders.

Jenny has been honored with numerous recognitions including Inc. Magazine’s “30 Under 30”; Fortune Magazine’s “40 Under 40” and “Most Powerful Women Entrepreneurs”; and Fast Company’s “Most Influential Women in Technology.”

She earned her MBA from Harvard Business School and graduated Cum Laude from Yale University. She currently resides in New York City with her husband and three children

Jenny Fleiss's 2024 talks & topics

The Power of Data – Insights from Rent the Runway and Jetblack

Data has been at the core of building both Rent the Runway and Jetblack. In this talk, Jenny reveals her playbook that businesses of all sizes can apply to ignite their growth. At Rent the Runway, building an analytics team out of the gate was critical to their explosive success. It opened an ecosystem of intellectual property, from inventory selection to optimal garment cleaning methods. Deep data built for AI powered Jetblack’s conversational commerce platform, enabling Jenny’s team to understand key product considerations and consumer attributes, while optimizing one-to-one personalized product recommendations.

But quantitative data is just one part of the equation. The voice of the customer has become even more important amidst the increasingly formulaic and technical landscape. Jenny shows how to effectively inject qualitative data throughout the lifecycle of a company to illuminate unmet consumer needs, innovative behaviors, and fresh business opportunities. For Rent the Runway, this inspired tangible examples like real consumer photo reviews, retail stores, and a massive new revenue stream through subscriptions.

Jenny delivers an actionable plan that will empower audience members to truly understand what drives the growth and profitability of their businesses.

Entrepreneurship – The Story of Rent the Runway

How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.How did Rent the Runway go from a simple idea to a $1 billion unicorn company that is disrupting an entire industry? The story of Rent the Runway is packed with teaching moments that every entrepreneur can apply to accelerate the growth of their own business. Jenny takes audiences through her entrepreneurial journey, breaking down exactly how to uncover valuable customer insights, tap into the world’s most powerful marketing strategies, create magnetic customer loyalty, and build a disruptive brand from the ground up.

Intrapreneurship – How Innovative Companies Transform from the Inside-Out

As new technologies disrupt industries faster than ever, driving change from within is critical to success. Having led Walmart’s first tech incubator, Jenny created a template for innovation within the world’s largest retailer. She reveals how entrepreneurial principles can be used by businesses of all kinds to grow revenue, drive innovation, and transform themselves into unstoppable forces.

Machine Learning & AI – Why Successful Businesses Find Balance Between Humans and Tech

Our world has been transformed by tech-driven solutions that promise efficiency and hyper-personalization. But as technology becomes embedded into every aspect of our lives, the feeling of human touch takes on the critical role of establishing trust and comfort with consumers. How do successful companies balance AI with a humanized experience to create customer loyalty? Drawing from her experience leading Jetblack to harness the power of machine learning and conversational commerce, Jenny shares her roadmap to the ultimate hybrid experience.

Blend, Not Balance – Dream Boldly by Embracing Work & Life

Many women approach their career ambitions timidly. Many even hesitate to address the infamous question of “balance” in work/life. The weight of this question leads to less risk-taking, more apprehensive planning, and smaller goals.

Work and life are a BLEND, not a balance. Balance implies a choice — weighing two different things against one another. Jenny Fleiss built two companies, including Rent the Runway, and faced the balance question across different life stages as a young woman and a working mom. Jenny shows audiences that by boldly embracing the blend — you can live without fear of dreaming bigger and going after it.

Jenny Fleiss's 2024 speaking fees

Jenny travels from:
  • United States

Specific fees fall within the ranges shown. These are presented as a guide only and are subject to change without notice.

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