Explore the Net Worth of Angel Investor Jason Calacanis as of 2022!


Jason Calacanis, an angel investor, first rose to prominence as a result of his start-up endeavors during the dot-com bubble. Co-founding Weblogs, Inc. was his most lucrative endeavor. He later wrote books and hosted podcasts.

He founded a number of online enterprises, including the web directory Mahalo.com and Silicon Alley Reporter. He now mostly invests as an angel. His early bet on Uber was by far his best venture capital investment. We will discuss Jason Calacanis‘s early years, career, and a lot more in this article.


Quick Facts About Jason Calacanis

Name Jason Calacanis
D.O.B November 28, 1970
Gender  Male
Nationality United States
Profession Internet Entrepreneur and Blogger
Net Worth $60 million

Jason Calacanis's Early Life


On November 28, 1970, Jason was born, and he grew up in Brooklyn, New York. Calacanis is one of a trio of kids. They are all male lads with both Irish and Greek ancestry.

He attended Xaverian High School where he received his secondary education and graduated in 1988. He subsequently continued on to Fordham University where he graduated with a degree in psychology.

Jason didn't enter the business world right away after graduating from college. He started out as a reporter covering the growth of the online market in New York in the 1990s.

Jason Calacanis Net Worth

Jason's Career Journey

In the 1990s, Calacanis began his career as a New York-based reporter covering the internet sector. On September 24, 2003, Calacanis and Brian Alvey co-founded the blog network Weblogs, Inc. Mark Cuban made an angel investment in the company.

Rising Tide Studios

The Weblogs, Inc. blogs company was bringing in $1,000 per day from AdSense barely two years after its launch. In October 2005, Weblogs, Inc. was agreed to be purchased by Time Warner's America Online for $25–30 million.

Tech reporting was Jason‘s first career after graduation. Around this time, he started a publishing company called Rising Tide Studios that dealt with both print and internet periodicals.

During the middle of the 1990s, he played a significant role in New York's Silicon Alley and leveraged his skills in the media to produce the “Silicon Alley Reporter.” Initially a 16-page newsletter, the publication swiftly expanded into a roughly 300-page magazine with a companion issue that focused on the West Coast. Someone once made a $20 million bid to purchase his newsletter. He said no.

Jason Calacanis Net Worth

Weblogs, Inc.

Weblogs, Inc. was founded in September 2003 by Jason and co-founder Brian Alvey with the goal of creating a scalable blogging platform for the general public. Mark Cuban, a millionaire, gave them an angel investment to get started.

Just two months later, in October 2005, AOL and Weblogs, Inc. reached a $30 million acquisition agreement.

Angel Investing /Netscape/Mahalo

Jason, who had previously sold Weblogs, now serves as general manager of Netscape, an early web browser. Prior to joining Sequoia Capital as the Entrepreneur In Action in 2006, he was employed by Netscape.

After collecting $20 million to launch the search engine Mahalo.com, he left Sequoia in 2007. After receiving $20 million in venture capital backing from companies like Sequoia, Mark Cuban, and Elon Musk, he established Mahalo. Unfortunately for Jason, Mahalo was entirely destroyed by a Google algorithm upgrade in 2011 despite once receiving 15 million visits per month. The business was shut down in 2014.

Calacanis has invested in businesses like SignPost, Gowalla, ubermedia, Thumbtack, and Uber as an angel investor.

Investment in Uber

Uber has been Jason's most lucrative investment so far. When Uber was valued at $4 million in 2009, Jason had the chance to contribute $25,000 while working at Sequoia Capital. He was one of the company's first 15 investors. Jason‘s shares were worth $124 million after Uber's IPO in May 2019 if he had held onto his whole investment as he has indicated (on paper).

Texts From Elon Musk

Jason suffered some shame and notoriety as a result of Elon Musk‘s failed effort to acquire Twitter. In the course of the legal dispute between Musk and Twitter in September 2022, a number of text conversations and emails that Elon received regarding the Twitter purchase were made public. Elon mentioned Jason several times in his texts.

What is the Net Worth of Jason Calacanis?

Jason Calacanis is thought to be worth $60 million, based on Celebrity Net Worth. In October 2005, he sold his first business, Weblogs, Inc., to AOL for $30 million. After that, he started other online ventures, including Silicon Alley Reporter and the Mahalo.com web directory. He mainly invests in angel projects these days. His very first investment in Uber was by far his biggest success as a venture capitalist.

Related Topics:- 

Jason Calacanis's Twitter Account

Other Projects

Calacanis experimented with several business ventures in 2009. He created the Open Angel Forum as a platform for matching angel investors with early-stage businesses. They oversaw the LAUNCH Conference's events.

In 2009, he launched a weekly, hour-long podcast called “This Week in Startups.” Despite a brief hiatus in 2012, the programme is still one of the most popular podcasts on angel investment today. Jason co-hosted the “All In” podcast in 2022 alongside Chamath Palihapitiya, David Sacks, and David Friedberg.

His book “Angel: How to Invest in Technology Startups” was released in 2017. Three syndicates are hosted by the angel investment group The Syndicate, which Jason founded. Additionally, he is responsible for the development of Australia‘s Sydney Launch Festival, which offers homegrown companies an opportunity to go international.

Final Words

Jason Calacanis is an American businessman, angel investor, podcaster, and author. He sold Weblogs, Inc., his first business, to AOL for $30 million in 2005. As an angel investor, he began funding well-known businesses like Trello, Thumbtack, Uber, Calm, Wealth front, and Robinhood. We wish him success in the future, and if you have any questions about Jason Calacanis, please leave a comment.

Frequently Asked Questions

Who is Jason Calacanis' Wife?

Jade Li and Jason Calacanis are wed. They have three wonderful children together.

What Has Jason Calacanis Become Famous for?

The reason Jason Calacanis is so well-known is because of his podcast This Week In Startups, his investments in unicorn businesses like Uber, Thumbtack, and Robin Hood, as well as his selling of Facebook stock while telling Mark Zuckerberg what he thought of him and his collaboration with other investors like Elon Musk.

When Was Jason Calacanis Born?

The age of Jason Calacanis is 51.