For a while now, we have been writing extensively about top global investors and venture capitalists on the blog. We've looked at different success stories and building processes of great entrepreneurs.

Today is no exception. You'll learn about Jason Calacanis —  an American internet entrepreneur, angel investor, author, and podcaster who has invested in over 300 startups in the past decade, was Sequoia Capital's first Scout, and is the author of the book ANGEL. He hosts two podcasts, This Week in Startups and All-In, and regularly contributes to CNBC.

The article covers Jason Calacanis's net worth, his venture into investing, how he became a prominent investor, and how he became wealthy.

Plus, find out how we can coach you to grow YOUR net worth for free.

What is the net worth of Jason Calacanis?

Jason Calcanis' net worth is estimated to be $60 million.

Who is Jason Calacanis?

Jason Calacanis is an American entrepreneur, angel investor, podcaster, and author.

Calacanis was born in the Bay Ridge section of Brooklyn, New York, to parents of Greek and Irish origin. He has two brothers.

Jason graduated from Xaverian High School in 1988. He then attended Fordham University, where he received a B.A. in psychology.

Calacanis studied success and money at Fordham University at night. Periodicals, especially the nimble, independent, photocopied zines, were your best bet for finding information back then.

He started publishing in Paper Magazine, a zine.

Silicon Alley Reporter, Calacanis published a 16-page photocopied newspaper covering the New York City Dot Com boom.

Jason hosted lunches and gatherings at Silicon Alley Reporter despite having little money. He invited influential people and used their names to invite more. Hypernetworking led to a decades-long relationship snowball.

Calacanis declined $20 million from Silicon Alley Reporter. After a fire sale, he collected just under $500,000.

He sold Weblogs, Inc. 18 months after founding the company. He made millions of dollars .

After joining Sequoia Capital as a scout and active entrepreneur, Jason famously invested $25,000 in Uber, now worth $89 billion, when it was valued at $5 million.

How did he make his wealth?

With early angel investments in companies like Uber and Robinhood, Jason Calacanis turned $100,000 into $100 million.

Calacanis co-founded the blog network Weblogs, Inc. with Brian Alvey on September 24, 2003, and angel investment from Mark Cuban supported the startup.

Two years after its formation, the Weblogs, Inc. blogs business generated $1,000 daily from AdSense.

He founded a startup,, which focuses on delivering thematic newsletters. A few years after its inception, the company raised $2.6 million.

What are his investment strategies?

1. Angel investing

2. Crowdfunding

3. Startups

4. Buyouts

5. Venture capital fund

6. Stock market

7. Real estate investing

8. Coin collecting

9. Coin mining

10. Investing in art


What is Jason Calacanis' net worth?

Jason Calcanis' net worth is estimated to be $60 million.

How did Jason Calacanis become so successful?

He became so successful by investing in creating startups and establishing investment systems in different sectors of the creator economy.

How did Jason Calacanis get involved in angel investing?

He founded Open Angel Forum in 2009, an event that connects early-stage startups with angel investors.

Moving on, he became an angel investor in Robinhood, Wealthfront, Uber, Desktop Metal, Datastax, Thumbtack, Superhuman, and Trello.

Calacanis raised approximately $10 million fund for his venture investment firm to invest in startups that emerged from the Launch conference. 

He authored a book titled Angel: How to Invest in Technology Startups—Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000 on angel investing, published by HarperCollins in 2017.

He now owns an angel investing club, The Syndicate.

What startup companies has Jason Calacanis invested in?

He is an Investor in over 300 startups, including Uber, Robinhood & Calm.

What is Jason Calacanis' podcast This Week in Startups?

Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world's greatest founders, operators, investors, and innovators.

What is Jason Calacanis' Angel Investment Syndicate? is an angel investing club led by Jason Calacanis

What other projects has Jason Calacanis been involved in?

He engages in tutoring students of Founder University, a 12-week course to build an MVP and get your first users.

What advice does Jason Calacanis have for startup founders?

Here's a series of tips from Jason Calacanis on how Startup founders can build successfully:

  • “Your job as an angel investor is to block out the haters, doubters, and small thinkers because if you think small, you’ll be small. I’d rather see my founders fail at a big goal than succeed at a small one.”
  • “When someone tells me they have a founder they want to introduce me to, but they’re worried because the person is a wild card, I set that meeting up for the next day. Angel investors are looking for wild cards because the best founders are typically inflexible and unmanageable, pursuing their visions at the expense of other people’s feelings.”
  • “The number one reason a startup shuts down is not running out of money, which is what most people believe. The number one reason a startup fails is that the founder gives up.”

What is the Angel Capital Association?

ACA is a professional society of accredited angel investors who make up the world's most prolific early-stage investment class.  The association is the largest professional development organization for angel investors in the world, deploying more than $650 million in early-stage capital each year.  ACA provides an insider perspective that can help you make wise investment decisions


Jason Calacanis gave a nugget I'll never forget as an entrepreneur and writer. And I want you to have it in your mind throughout your entrepreneurial journey too.

He once said: 

“Your number one skill as an entrepreneur is your ability to learn new abilities. You don’t need to be the best at everything, but you need to have 50%-70% knowledge of the core concepts of making your business successful. If you don’t know how to do something, then learn".

From his days in the Silicon Alley community, he made relevant connections and built networks to his time at Weblogs, generating millions of dollars through investment and, to date, impacting lives in the entrepreneurship industry.

There's no doubt that Calcanis’ wealth is worth emulating.

If you’re looking to emulate Jason Calcanis' financial success, at we can help you do just that. 

We are on a mission to create a million millionaires by 2028. We’d love YOU to be one of them!

To get you started, we have a FREE course to help you grow your net worth and reach your first million. Join us and let's make it happen.