Greg Isenberg
@gregisenberg727K followers
CEO of Late Checkout, host of The Startup Ideas Podcast, creator of Ideabrowser
Late Checkout, Ideabrowser, The Vibe Marketer +3
exit story ยท 2019 ยท community builders
Islands was built by Greg Isenberg and sold to WeWork in 2019.
Islands was a group-messaging and community app that Greg Isenberg started in June 2016. It let groups form around specific needs, such as how long the group would last and what kind of content it shared. Colleges were the first target, and the app spread to about a dozen campuses, where it was sometimes described as Slack for college students. Its investor Indicator Ventures reported strong engagement and viral growth, and the company raised a seed round in 2017.
WeWork acquired Islands in June 2019, at a time when it was buying a number of startups to strengthen its community and member-networking features. Terms were not disclosed. Greg joined WeWork and briefly served as its Head of Product Strategy.
In 2023, as WeWork headed into bankruptcy, Greg described Islands as a Discord for local communities and said he had held very little WeWork stock. He went on to co-found the holding company Late Checkout, where much of the former Islands design team later worked.
Paraphrased from the maker's public posts and interviews (see sources).
@gregisenberg727K followers
CEO of Late Checkout, host of The Startup Ideas Podcast, creator of Ideabrowser
Late Checkout, Ideabrowser, The Vibe Marketer +3
See the Islands product page or Greg Isenberg's full profile for everything they have built since.
โ StumbleUpon ยท 2013
by Greg Isenberg
Same buyer, category or sale channel as Islands.
Daniel Vassallo framed it as a strategic fit: Gumroad wanted to offer creators more than payment processing, and Small Bets would serve as a testing ground for a community that helps entrepreneurs.
by Daniel Vassallo
โ Smart Passive Income ยท 2020
The acquisition brought Jay Clouse into Pat Flynn's Smart Passive Income team to lead its community and membership programs as Community Experience Director.
by Jay Clouse
Brian Casel's focus had shifted to his software products, especially ZipMessage; he no longer wanted to sell marketing services and felt he was not the right person to take the business further.
by Brian Casel
Danny was running Headlime alone and was overwhelmed by support, feature work and marketing while funded competitors appeared every week. He preferred starting things to managing them, so he chose selling over raising money or bootstrapping against rivals.
by Danny Postma
Facts are taken from the maker's and buyer's public statements and press coverage. Prices and revenue are shown only when publicly stated; self-reported figures are not independently verified.
Islands was acquired by WeWork in 2019 from Greg Isenberg.
The price was not publicly disclosed.
Islands was sold about 3 years after launch, through a direct sale (sold directly to a buyer, often a competitor, customer or acquirer that reached out).
Never count on stock options or a company's paper valuation; treat them as a bonus. Get the core business economics right before expanding into many side businesses.