Search....
CTRL+K
Search....
CTRL+K
Keynote Topics
From the dot.com boom to his top podcast This Week in Startups, Jason has been an observer of what it takes to succeed in Silicon Valley.
He has invested in over 300 companies, with several of them being valued at over 1 billion dollars.
In this talk based on his career as an angel investor, Jason will share the cold hard lessons of Silicon Valley: what works, what doesn’t, when to dive in, and when to cut your losses.
In this fireside chat with Jason Calacanis, audiences will dive deep into the world of Silicon Valley, tech companies, and angel investing.
Jason shares stories about his journey from tech company creator to tech company angel investor. Learn the secrets of Silicon Valley and the process Jason uses to evaluate tech companies and their founders when investing.
Jason Calacanis is a prominent figure in the technology and startup ecosystem, renowned for his success as an angel investor, entrepreneur, and thought leader in the tech industry. His influence as a top business speaker and tech visionary has made a substantial impact on the world of startups and venture capital. Jason Calacanis is a […]
Jason Calacanis is a prominent figure in the technology and startup ecosystem, renowned for his success as an angel investor, entrepreneur, and thought leader in the tech industry. His influence as a top business speaker and tech visionary has made a substantial impact on the world of startups and venture capital.
Jason Calacanis is a top business speaker and tech thought leader known as the “greatest angel investor.” His book Angel: How to Invest in Technology Startups: Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000 was an Audible bestseller. And his podcast This Week in Startups was featured in the Fortune article “The Ultimate Guide to the Best Business Podcasts.”
Proclaimed “arguably the world’s greatest angel investor” by The Twenty Minute VC, Calacanis has invested in over 300 early-stage startups. Several have achieved billion-dollar evaluations, such as Uber, Robinhood, Trello, and Calm (the meditation app).
Jason got his start in angel investing with the top-tier, venture-capital firm Sequoia Capital. While working as a scout, Jason’s invested $25,000 in Travis Kalanick’s company, Uber, which is now worth around $100 million.
Jason Calacanis is perhaps best known for co-founding Weblogs, Inc. in 2003, a company that would later become a major player in the blogging and online media landscape. Weblogs, Inc. was one of the first companies to create a network of professionally edited blogs covering a wide range of topics. The company’s success and eventual acquisition by AOL in 2005 marked a significant milestone in the evolution of digital media.
Calacanis is often referred to as the “greatest angel investor” due to his early investments in a number of now-iconic startups. Some of his notable investments include:
Jason Calacanis knack for identifying and supporting successful startups has earned him a reputation as an astute angel investor. His investments have not only been financially rewarding but have also contributed to the growth of innovative companies that have reshaped industries.
In addition to his accomplishments as an entrepreneur and investor, Jason Calacanis has established himself as a sought-after business speaker and tech thought leader. He frequently shares his insights and expertise at conferences, webinars, and podcasts. His thought leadership covers a wide range of topics, including entrepreneurship, angel investing, the tech industry, and startup strategies.
Jason Calacanis is known for his candid and sometimes controversial style. He doesn’t shy away from expressing strong opinions and engaging in debates, making him a polarizing figure in the tech and business communities. His willingness to challenge conventional wisdom and provoke discussion has contributed to his influence as a thought leader.
Jason Calacanis’s journey from a young entrepreneur to a top business speaker and angel investor underscores the dynamic nature of the tech industry. His contributions to the world of startups, digital media, and angel investing have left an indelible mark. Calacanis continues to be a prominent voice in the tech and business world, offering insights, investing in promising startups, and sharing his experiences with audiences eager to learn from one of the industry’s most influential figures.
Contact us at Speakers Inc and follow us on Twitter
In order to view the below you must be logged in.
Leilani Münter is a force of nature—literally and figuratively. An accomplished environmental activist, former professional race car driver, and award-winning documentary filmmaker, she has defied expectations at every turn. With a compelling blend of adrenaline-fueled action and passionate environmental advocacy, Leilani brings a unique voice to the stage—one that energizes audiences and ignites change. Known […]
Bill Benjamin is not your typical motivational speaker. With a background deeply rooted in mathematics and computer science, he stumbled upon a transformative realization while working in the technology industry – the power of managing emotions. This epiphany led him on a journey to become a leading authority in Emotional Intelligence (EI), eventually co-founding the […]
DJ Stormy Monroe is a powerhouse on the turntables, known for her unmatched ability to captivate and energize any crowd. From commanding the SiriusXM stage at Essence Fest to being a mainstay in Atlanta’s underground EDM rave scene, Stormy’s versatility and electrifying performances make her one of the most dynamic mobile DJs in the business. […]
Greg Schwem is more than a comedian; Greg Schwem is a motivational corporate comedian. And the corporate world has taken note. Greg’s take on the 21st century workplace and work/life balance has landed him on SIRIUS Radio, Comedy Central and the pages of Exceptional People Magazine. More than just a business humorist, Greg is also an author, nationally syndicated […]
Roger Haskett is an award-winning international keynote speaker and President of Engagement Unlimited. With his innovative keynotes and programs, he ignites positive transformational change in teams and individuals across North America and beyond. Roger’s experience, knowledge and highly contagious positive energy have garnered him countless 10/10 audience rankings “best of conference” survey results and hundreds […]
Kathy Cleveland Bull is a highly regarded professional speaker, trainer, and consultant. Her company, N~Compass Consulting, has helped clients on three continents “Navigate the Art and Science of Change.” Kathy has appeared with Dr. Phil McGraw and Deepak Chopra where she delivered her powerful change message to an audience of over 7,000 people. Kathy conducts […]
Rachel Sheerin is an award-winning keynote speaker and emcee. Named Speaker of the Year for 2019 by NACE, you may have seen Rachel featured in Inc Magazine for her keynotes or on the TEDx stage. Rachel’s been on both sides of business – sales and operations. She’s built multi-million dollar sales teams for organizations that want to […]
Kristin Bock, a dynamic force in the realm of nonverbal communication. Kristin is the founder of Body Language Blueprints, an innovative online platform dedicated to enhancing communication skills by leveraging the subtle art of body language. With a unique approach that merges scientific insights with practical applications, she empowers professionals to stand out in person, […]
These remain the property of its owner and are not affiliated with or endorsed by Speakers Inc.
All talent fees exclude VAT, travel and accommodation where required.
Our Mission:
© All rights reserved 2025. Designed using Voxel
