Sean O'Brien

Inc. 5000 & Shark Tank Founder/CEO - Raised $50M - 2 Exits

📍 Los Angeles Metropolitan Area, United States🔄 Updated September 2026💼 11 investments📅 8 years investing🗓 Last invested Oct 2023
VC🌍 United States
11
Total investments
3
Early stage
2
Mid stage
3
Late stage
8y
Years active

Portfolio

8 investments · sorted by recency
All investments
Early stage
Mid stage
Late stage
Angel Squad
Oct 2023
Hustle Fund is a venture capital firm investing in hilariously-early pre-seed founders. Learn more about Hustle Fund and pitch us here: hustlefund.vc If you are here to learn about ANGEL SQUAD, youve come to the right place. We help teach professionals how to invest in startups alongside Hustle Fund. Learn how we do this here: https://hustlefund.vc/squad
Investor
May 2021
Kift is a co-living company that brings together vanlife, clubhouses in unique locations, and community for a new way to live, work and explore the West Coast. We believe we can create a more sustainable, affordable, and equitable way of living, with a better quality of life by making our cities and communities flexible and responsive to the changing needs and wants of residents. We are creating a vibrant and dynamic community in core city locations and beautiful destinations, using mobile homes, shared spaces, and supported by thoughtful operations and services. We are looking for people who share our values and want to co-create a company and community around a new lifestyle that is free and connected. We are kind We are creative We take responsibility for ourselves We help others We welcome strangers We leave things better than they were We respect privacy and value community We are active We take an active interest in others We ask others to join in We join in We take the time to listen and to explain We practice tolerance and patience We take care to not let other feel embarrassed We are not easily embarrassed We are adventurous We are explorers We are curious We are doers We take initiative We are honest and open and direct
Investor
Mar 2021
The Virtuix Omni™ motion platform enables players to explore endless VR worlds, moving freely and at full speed in 360° without hitting any walls. Walk, run, and turn in 360° in virtual reality games and other applications!
Investor
Mar 2021
Gumroad enables creatives to sell directly to their audience — so that they can make a living doing what they love.
CMO/CTO + Investor
Apr 2020
Welcome to Autio — audio for travel. Enjoy over 20,000 location-based audio stories in the United States + abroad. Every place has a story, now every story has a place.
Angel Investor School
Jul 2019
A workshop for individuals interested in becoming professional angel investors. The curriculum is designed for angels who have done 0 to 100 angel investments and focuses on five key topics: sourcing deals, evaluating startups, negotiating deals, portfolio and bankroll management, and post-deal efforts. Jason Calacanis is a technology entrepreneur, angel investor, and the host of the popular podcasts This Week in Startups and Angel. As a “scout” for top Silicon Valley venture capital firm Sequoia Capital and later as an angel investor, Jason has invested in 150+ early-stage startups including 7 "unicorns"​ (billion-dollar valuations). His book "Angel: How to Invest in Technology Startups: Timeless Advice from an Angel Investor Who Turned $100,000 into $100,000,000"​ was published by Harper Collins in 2017. He lives in San Francisco, California.
early stageHigher Education
Investor
2018
Traditional retail pharmacy is broken, marked by inefficiencies and terrible customer experience. Imagine leaving the doctors office and not having to go to the pharmacy.... ...instead, the prescription is delivered to you within one hour. Welcome to the future of retail pharmacy. Never go to the pharmacy again!
Investor
2018
Executive briefings of the news you need. Join the waitlist for product launch mid-2024: https://docs.google.com/forms/d/e/1FAIpQLSeF3zupwgUiJ90O2dy5IXdCb6ZaYT28w7JCgpcUMi5z912tvA/viewform Founder: Jason Calacanis Jason Calacanis co-founded and was the CEO of Weblogs, Inc., a network of popular weblogs that was sold to AOL in November 2005. Upon joining AOL, he was appointed senior vice president. In addition, he was named general manager of AOL’s Netscape and was responsible for the July 2006 relaunch of the iconic browser as a social bookmarking news site. Investors include: Sequoia Capital, CBS, Elon Musk, Matt Coffin, Mark Cuban, Mark Pincus and Fred Wilson.
Experience · 20 entries
All (20)
Investments (11)
Founder (3)
2023
Angel Squad
Oct 2023
Hustle Fund is a venture capital firm investing in hilariously-early pre-seed founders. Learn more about Hustle Fund and pitch us here: hustlefund.vc If you are here to learn about ANGEL SQUAD, youve come to the right place. We help teach professionals how to invest in startups alongside Hustle Fund. Learn how we do this here: https://hustlefund.vc/squad
2022
Accelerator: Travel & Hospitality
Sep 2022
Plug and Play is a global innovation platform founded in Silicon Valley in 2006. We connect the people and organizations that drive technology forward, and turn those connections into real business outcomes. We run accelerator programs, facilitate corporate-startup pilots, invest in early-stage companies, and help governments and institutions build innovation ecosystems. Our network includes corporations, startups, investors, universities, and mentors across more than 20 industries and 60 locations worldwide. Since inception, weve accelerated thousands of startups and invested in over 2,500 companies. Our portfolio includes PayPal, Dropbox, LendingClub, Honey, and N26. Industries we work in: Advanced Manufacturing · Aerospace & Defense · Agtech · Animal Health · Brand & Retail · Crypto & Digital Assets · Deeptech · Energy · Enterprise & AI · Fintech · Food & Beverage · Health · Insurtech · Lifetech · Maritime · Media & Advertising · Medtech · Mobility & Physical AI · New Materials & Packaging · Real Estate & Construction · Semiconductors · Smart Cities · Sportstech · Supply Chain · Sustainability · Travel & Hospitality Where we operate: Americas: Silicon Valley · New York · Los Angeles · Washington D.C. · Detroit · Seattle · São Paulo · Alberta Europe: London · Munich · Stuttgart · Paris · Amsterdam · Barcelona · Madrid · Milan · Turin · Gothenburg · Vienna · Istanbul · Antwerp · Vilnius · Tirana · Yerevan · Tbilisi · Limassol · Tashkent Middle East & Africa: Riyadh · Abu Dhabi · Cairo Asia-Pacific: Tokyo · Osaka · Kyoto · Singapore · Seoul · Shanghai · Beijing · Shenzhen · Jakarta · Kuala Lumpur · Phnom Penh · GIFT City
2021
Investor
May 2021
Kift is a co-living company that brings together vanlife, clubhouses in unique locations, and community for a new way to live, work and explore the West Coast. We believe we can create a more sustainable, affordable, and equitable way of living, with a better quality of life by making our cities and communities flexible and responsive to the changing needs and wants of residents. We are creating a vibrant and dynamic community in core city locations and beautiful destinations, using mobile homes, shared spaces, and supported by thoughtful operations and services. We are looking for people who share our values and want to co-create a company and community around a new lifestyle that is free and connected. We are kind We are creative We take responsibility for ourselves We help others We welcome strangers We leave things better than they were We respect privacy and value community We are active We take an active interest in others We ask others to join in We join in We take the time to listen and to explain We practice tolerance and patience We take care to not let other feel embarrassed We are not easily embarrassed We are adventurous We are explorers We are curious We are doers We take initiative We are honest and open and direct
Investor
Mar 2021
The Virtuix Omni™ motion platform enables players to explore endless VR worlds, moving freely and at full speed in 360° without hitting any walls. Walk, run, and turn in 360° in virtual reality games and other applications!
Investor
Mar 2021
Gumroad enables creatives to sell directly to their audience — so that they can make a living doing what they love.
Show all 20 entries ↓
Investment activity
2018–2023 · 11 investments
2018320191202022021420231
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