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Alexandra Wilkis Wilson - <p data-start="270" data-end="434">Gilt Co-Founder and investor sharing sharp, real-world strategies for innovation, growth, and digital transformation.</p>

Alexandra Wilkis Wilson

Gilt Co-Founder and investor sharing sharp, real-world strategies for innovation, growth, and digital transformation.

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5.00 of 5

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5 of 5

Alexandra is a strong, inspirational leader who actively supports others and helps them shine. I truly valued my time working for her and learned a lot along the way about consumers, communication, and leadership. Alexandra’s vision for Project Moonwalker at Allergan and leadership in attracting and building an A+++ team were critical in all the success we achieved. To top it off, her team building ideas were effective and fun! I’d highly recommend working with her.

Erin Russell

Current Medical Student, Previous Digital Health Founder and Pharma Exec

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Why you should book Alexandra Wilkis Wilson for your next event

  • Built and exited multiple ventures, including DRESR acquired by Google pre-launch, bringing hands-on expertise in AI and product-market fit.
  • Advised and invested in 70+ startups, offering proven strategies that translate directly into measurable growth and smarter decisions.
  • Delivers clear, forward-thinking frameworks to help organizations innovate, scale, and compete in fast-changing digital markets.

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Entrepreneur, investor, and digital innovator shaping the future of consumer experience

Alexandra Wilkis Wilson is a visionary entrepreneur, investor, and Co-Founder of Gilt, the platform that redefined luxury e-commerce. With a career shaped by building, scaling, and exiting high-growth ventures, she brings rare insight into what drives success in today’s digital economy. From advising and investing in over 70 startups to launching companies acquired by Google and Tradesy, Alexandra translates experience into practical strategies. Her keynotes help organizations rethink how they innovate, adapt to disruption, and create lasting value. With deep expertise in AI, consumer behavior, and digital transformation, she equips leaders to move faster, think sharper, and act with confidence.

 

Alexandra Wilkis Wilson keynote speaker

Alexandra Wilkis Wilson is a keynote speaker known for transforming how organizations approach innovation, growth, and digital change. As Co-Founder of Gilt, she helped reshape the global luxury retail landscape, creating a new model for how consumers engage with brands online. Her journey since then has been defined by building and advising high-impact ventures across technology, retail, and AI.

Her experience spans founding and exiting multiple companies, including DRESR, which was acquired by Google before launch, as well as Tradesy. This background gives Alexandra a grounded, real-world perspective on what it takes to identify opportunities, achieve product-market fit, and scale successfully in competitive markets.

 

Book Alexandra Wilkis Wilson for your event

Organizations book Alexandra Wilkis Wilson for her ability to connect big ideas with practical execution. She brings together the mindset of a founder, the discipline of an investor, and the strategic view of a corporate leader. Having advised and invested in more than 70 startups through her private equity firm Clerisy, she understands how to spot growth potential and avoid common pitfalls.

Her keynotes are designed for leaders and teams who want to move beyond theory. Alexandra delivers frameworks and strategies that can be applied immediately, whether the focus is innovation, scaling operations, or navigating disruption. She offers clarity in complex environments and helps organizations align around action.

 

Reinventing consumer experiences

A central theme in Alexandra’s work is the evolution of consumer behavior. She has spent her career studying how expectations shift and how businesses must respond. From her work at Gilt to her ongoing investments, she has consistently been ahead of major trends in e-commerce and digital engagement.

She shares insights on how brands can build meaningful connections with customers, create differentiated experiences, and stay relevant in a crowded marketplace. Her perspective helps organizations rethink their approach to value creation and long-term growth.

 

Driving innovation and growth

Alexandra’s expertise in innovation strategy comes from direct experience. She has led corporate innovation initiatives within a $15B pharmaceutical company, bringing startup thinking into large-scale organizations. This combination allows her to bridge the gap between agility and structure.

In her talks, she explores how companies can:

  • Build scalable business models that support long-term growth
  • Foster a culture that encourages experimentation and speed
  • Turn emerging technologies like AI into practical advantages
  • Identify new revenue streams and market opportunities

Her approach is grounded in execution. She focuses on what works, what doesn’t, and how to move forward with confidence.

 

Navigating digital disruption

Digital disruption continues to reshape every industry, and Alexandra brings clarity to this evolving landscape. Her insights help organizations understand how to adapt without losing focus. She speaks on how to manage change, make smarter investment decisions, and position businesses for future success.

Her experience across startups, corporate environments, and investment gives her a unique ability to see patterns early. She helps audiences anticipate shifts rather than react to them, creating a stronger foundation for growth.

 

A keynote that sparks action

Alexandra Wilkis Wilson delivers engaging, high-impact keynotes that resonate with both leadership teams and broader audiences. Her style is direct, insightful, and grounded in experience. She challenges conventional thinking while offering clear direction on what to do next.

Whether the focus is entrepreneurship, brand reinvention, or technology-driven change, Alexandra leaves audiences with a sharper understanding of how to move forward. Her sessions inspire action, unlock new ways of thinking, and equip organizations to compete with confidence in a rapidly evolving world.

Alexandra Wilkis Wilson - <p data-start="270" data-end="434">Gilt Co-Founder and investor sharing sharp, real-world strategies for innovation, growth, and digital transformation.</p>

Customer Reviews

5 of 5

Alexandra is a strong, inspirational leader who actively supports others and helps them shine. I truly valued my time working for her and learned a lot along the way about consumers, communication, and leadership. Alexandra’s vision for Project Moonwalker at Allergan and leadership in attracting and building an A+++ team were critical in all the success we achieved. To top it off, her team building ideas were effective and fun! I’d highly recommend working with her.

5 of 5

Over the past few years I've had the pleasure to work with Alexandra on multiple B2B and B2C projects from concept to launch. She has a gift for leading teams in marketing and public relations while thinking outside of the box. She is thoughtful and honest as a leader and a contributing team member. I appreciate her willingness to elevate business wherever possible and sharing expertise along the way.

5 of 5

I had the pleasure of working with Alexandra at Glamsquad and Regi where she built an incredible team and took an idea & turned it into a successful business. Alexandra is an amazing connector and very skilled at building deep relationships with key decision makers for every venture she is part of. She is someone who stands by her word and if she offers to make an introduction, she always follows through which I really admire. Alexandra always has her finger on the pulse of innovative companies and a leader that I look up to greatly.

5 of 5

Alexandra was my first advisor (out of 2) at Oars + Alps! She always provided thoughtful and candid advice which really shaped the growth of the company. Not only was she incredible at helping me navigate various networks, she opened the door to almost everyone that I sought to connect with. I am beyond thankful to Alexandra in believing in me! Thank You!

5 of 5

Alexandra has been one of our most treasured Advisors since launching Realworld. She brings impressive operational expertise and is tremendously well-respected by her vast network of investors, industry leaders, and founders. I feel so lucky to have her as a trusted confidant and mentor as we work to build something big!

5 of 5

Alexandra is an inspiring leader, who created an inclusive, supportive, and driven team of A-list talent when we worked together at Allergan. She makes everyone on her team excited about what they're working on by leading by example. Under her leadership and vision, our teams were able to create disruptive digital products in the pharmaceutical and medical aesthetics space. She's also just a really fun and lovely person to grab a drink or head to an industry event with. She always makes time for the people on her team, no matter their level. Whoever gets to work under her leadership next is truly lucky.

5 of 5

Alexandra has always been super helpful and supportive as an advisor to Adornia. She brought a wealth of knowledge in the retail space and a far-reaching rolodex to support our initiatives. Smart, decisive, energetic, friendly, pro-active are how I would describe Alexandra.

5 of 5

Alexandra and her team at GILT are beyond amazing. However Alexandra herself is brillaint, savvy beyond words, and a true visionary of our times. All of that said, it is meaningless without the best things about her. Alexandra is kind, compassionate, peace filled, and goes out of her way to be kind to those in need. It is the second set of traits that made me understand that Alexandra is an enormously successful woman.

Rated 5.00/5 based on 8 customer reviews

Keynotes

Keynote by Alexandra Wilkis Wilson:

Entrepreneur, Investor & Board Director

Alexandra is best known professionally as Co-Founder of ecommerce sensation, Gilt, which grew to $650M+ in revenue within 5 years of its launch and sold to Hudson’s Bay Corporation. She was also Co-Founder of beauty services leader GLAMSQUAD, as well as a closet organizing and styling company Fitz, which sold to Tradesy the peer-to-peer luxury recommerce company.

Today, Alexandra is Co-Founder and Managing Partner of growth equity fund called Clerisy, investing in consumer and techsumer companies. Alexandra has been an avid angel investor and/or advisor to 80+ consumer tech companies including The Mirror, Tula, Bubble, Vegamour and Rent the Runway to name a few.

Alexandra is an active champion of female founders and the co-author of New York Times bestseller, “By Invitation Only: How We Built Gilt and Changed the Way Millions Shop”.

Alexandra can talk about the following topics:

  • Entrepreneurship
  • Intrapreneurship
  • Women in business
  • Women on boards
  • Digital innovation/disruption
  • How to turn a business idea into reality
  • How to build a team
  • How to raise money
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