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.
Jerry Rice is widely regarded as the greatest wide receiver in NFL history and one of the most accomplished athletes of all time. As a three-time Super Bowl champion and Hall of Famer, Rice has demonstrated an unparalleled work ethic, determination, and commitment to excellence. His inspiring journey from a small-town upbringing to becoming a […]
Pat Wadors is a renowned thought leader in organizational culture, employee engagement, and human-centered leadership. With decades of experience shaping workplace environments at leading global companies, she has earned a reputation for transforming corporate cultures and championing inclusive, people-first strategies. As a sought-after keynote speaker, she brings deep expertise, actionable insights, and a compelling vision […]
Silvina Moschini, widely known in technology circles as @Miss_Internet, is a dynamic figure at the forefront of digital innovation and entrepreneurship. With a rich history spanning corporate leadership and groundbreaking startups, Silvina brings a wealth of expertise to the table. With a career steeped in technology and innovation, Silvina’s journey began in the corporate world, […]
Kemba Smith Pradia went from college student to drug dealer’s girlfriend to domestic violence victim to federal prisoner, and in 1994 she was sentenced to 24. 5 years in federal prison. Kemba’s case drew support from across the nation. Often labeled the “poster child” for reversing a disturbing trend in the rise of lengthy sentences […]
Nidhi Tewari is a dynamic and influential figure in the realm of workplace culture and wellbeing. With a unique blend of clinical expertise and a decade-long immersion in therapy, she stands at the intersection of mental health advocacy and organizational development. Nidhi brings a wealth of experience garnered from her specialized work with high-performing leaders, […]
In 1995, Mercedes Ramirez Johnson narrowly survived a commercial airplane crash that killed 160 people, including her parents. As one of only four survivors of this tragedy, she vowed that she would make her second chance at life count…and that she has – not only for herself, but also for the tens of thousands of […]
Dennis Snow is a globally recognized expert in customer experience, leadership, and service excellence. With a distinguished career spanning over three decades, Dennis has dedicated his life to helping organizations create unforgettable customer experiences that drive loyalty and business success. His passion for service excellence stems from his 20 years with the Walt Disney Company, […]
Triple Emmy-Winning Journalist and Bestselling Author Gaby Natale is on a mission to awaken the PIONEER spirit in each of us. Gaby stands as a trailblazer in the entertainment industry, possessing not only the creative prowess but also the entrepreneurial acumen to carve her path. As one of the few women who own the rights […]
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
