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.
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Tessa Todd Morgan is a mindfulness expert, personal growth coach and accredited trainer in Emotional Intelligence. As the Founder and CEO of TRIESSENCE, Tessa has coached hundreds of individuals and organizations to achieve a balance of physical, mental and spiritual wellness. Tessa Todd Morgan is a mindfulness expert, personal growth coach and accredited trainer in […]
Chris Bashinelli, better known as “Bash”, is a celebrated Diversity, Equity & Inclusion speaker, Bash brings to life an inspiring message of empathy and connection that has birthed lifelong friendships around the world. He was born and raised in Brooklyn, New York to Lebanese and Italian-American parents. After a decade-long acting career including an appearance […]
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 […]
After 20 years in the personal and professional development space, Kevin L McCrudden is better known as “Mr. Motivation and America’s CMO – Chief Motivation Officer.” Kevin L McCrudden is an international author, speaker and the only motivational and leadership speaker in American history to ever have a day of recognition passed by The United […]
Black Eyed Peas front man and celebrity speaker will.i.am is also a business leader and successful philanthropist. Not your everyday famous speaker, he galvanizes audiences with talks that encompass technology, music, education, and fashion. The world knows will.i.am as the man who led the Black Eyed Peas to international superstardom. A seven-time Grammy winner, who […]
Tim Ash is an acknowledged authority on evolutionary psychology and digital marketing. He is a sought-after international keynote speaker, and the bestselling author of Unleash Your Primal Brain and Landing Page Optimization (with over 50,000 copies sold worldwide, and translated into six languages). He has been mentioned by Forbes as a Top-10 Online Marketing Expert, and by Entrepreneur Magazine […]
Imagine a scenario where a room full of non-musicians seamlessly transforms into a harmonious orchestra, each member playing their part naturally and effortlessly. Now, envision Steve Barnett at the helm, orchestrating this symphony without uttering a single word, yet conveying volumes about leadership, communication, cooperation, and synergy. Steve Barnett is not just a motivational speaker; […]
Marcus Monroe is a New York City-based, award-winning comedian and juggler. His show is a high-energy blend of innovative juggling with in-your-face comedic banter riddled with awkwardness. This makes him one of the most sought after variety performers. Not only is Marcus giving comedy juggling a much-needed makeover, but Marcus is taking a strong lead […]
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