Aileen Lee is the founder of Cowboy Ventures. She partners at the earliest stages with enterprise and consumer-oriented startup teams to build products customers love, and to help teams build aspirational companies. She has over two decades of experience starting at seed stage and staying involved for many years beyond.
Prior to Cowboy, Aileen spent over a decade with the venture firm Kleiner Perkins Caufield & Byers. At KPCB she worked hands-on with companies from series A through IPO including Bloom Energy (BE), Rent the Runway (RENT), and Trendyol (acquired by Alibaba). During that time she was also founding CEO of KPCB-backed RMG Networks, a digital media company. Aileen previously held operating roles at Gap Inc. and started her career at Morgan Stanley.
During that time she was also founding CEO of KPCB-backed RMG Networks, a leading digital out-of home media company. Aileen also held operating roles at Gap Inc. and started her career at Morgan Stanley.
Aileen Lee has degrees from MIT and Harvard Business School. She is proudly the co-founder of All Raise and on the boards of Times Up and the Castilleja School. She was named one of TIME’s 100 Most Influential People in 2019 and appeared on Forbes’ list of The World’s 100 Most Powerful Women in 2020.
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Speaker fees can vary depending on factors such as expertise, demand, and event specifics. While some speakers may charge a flat fee for their services, others may have hourly rates. It’s best to discuss fee structures directly with the speaker or their representative to understand the pricing model.
Keynote speeches typically range from 30 to 90 minutes, with the duration determined by the speaker’s expertise, the event’s agenda, and audience preferences. Keynote speeches often include a combination of inspirational stories, practical insights, and actionable advice tailored to the event’s theme or objectives.
The scale of the event and audience size can indeed impact a speaker’s fee. Larger events with a broader reach or higher attendance may command higher fees due to increased exposure and demand. Conversely, smaller events or niche audiences may offer opportunities for more flexible pricing arrangements.
Travel expenses such as transportation, accommodation, and meals are typically negotiated separately from the speaker’s fee. These costs vary depending on the speaker’s location, travel distance, and event duration. It’s important to clarify travel arrangements and expenses during the booking process to avoid misunderstandings.
Many speakers require a deposit to secure a booking, with the remaining balance due closer to the event date. Deposits are often non-refundable and serve as a commitment from both parties. It’s advisable to discuss deposit requirements and payment terms with the speaker or their representative when finalizing the booking.
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As the former Head of Innovation and Creativity at The Walt Disney Company, Duncan Wardle is a globally recognized expert in creative leadership and innovation. His extensive experience at one of the world’s most iconic brands has earned him a reputation as a thought leader in fostering a culture of innovation, design thinking, and disruptive […]

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Dag Kittlaus is a leading authority in artificial intelligence and an entrepreneurial powerhouse in the tech industry. As the co-founder and CEO of Siri, the groundbreaking digital assistant acquired by Apple, and later Viv, an advanced AI platform acquired by Samsung, Kittlaus has been at the forefront of AI innovation for over a decade. His […]
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