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 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.
Rebecca Walker, a prominent figure in the literary world, a dedicated advocate for diversity, and a respected voice in the LGBTQ community. With a compelling blend of personal experience, intellectual insight, and a commitment to social change, Rebecca Walker captivates audiences worldwide as both an author and a keynote speaker. About Rebecca Walker: Rebecca Walker […]
Jann Mardenborough’s journey is one of the most inspiring real-life transformations in modern motorsport—a bold leap from virtual racing to real-world podiums. Catapulted into fame through his extraordinary rise from gaming enthusiast to professional racing driver, Jann’s story resonates deeply with fans and audiences worldwide. His unique blend of resilience, innovation, and passion serves as […]
Ekaterina Walter is a globally recognized thought leader, author, and keynote speaker in the fields of social media, marketing innovation, and business transformation. With over a decade of experience in helping businesses harness the power of digital platforms, she has become one of the most sought-after experts in social media strategy. Her passion for inspiring […]
Shelmina Babai Abji is a TEDx speaker, board member, former vice president at IBM, and an angel investor. She started her career as a software engineer and then moved into sales and sales leadership, leading global teams to deliver over $1B in annual revenues and serving as a key decision-maker in hiring and promoting hundreds of […]
A global metaverse authority, author and featured on CNN, Bloomberg, BCC, Fox and other global media, Ian Khan is a highly recognized technology Futurist and emerging technology expert. Ian speaks across industries including Manufacturing, Services, Retail, Accounting, Healthcare, Transportation and others on topics including Artificial Intelligence & Leadership, Blockchain & the Future of Trust, The […]
Dandapani is an internationally renowned and highly sought-after speaker who is revolutionizing the business world with his practical and systematic approach to balancing work/life challenges. His talks offer attendees an understanding of how the mind works so they can create sustainable changes in their personal and professional lives. He delivers keynote addresses all over the […]
Dr. Zoe Chance is a writer, teacher, researcher, and climate philanthropist obsessed with the topic of interpersonal influence. She earned her doctorate from Harvard and now teaches the most popular course at Yale School of Management, which is the basis for her international bestseller, INFLUENCE IS YOUR SUPERPOWER. Her framework for behavior change is the […]
Duane Rockwell is a distinguished event emcee known for his exceptional ability to transform any event into an unforgettable experience. With a dynamic stage presence and a unique talent for engaging audiences, Duane has become one of the most sought-after hosts in the industry. His versatility and charisma make him the perfect choice for a […]
No results available
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