Darius Cheung studied engineering at the National University of Singapore and joined its Overseas Colleges programme. In 2005 he started tenCube, a mobile security company, with Varun Chatterji and Rishi Israni.
tenCube was sold to McAfee for $25 million when Cheung was 28. He stayed at McAfee for two years, then co-founded BillPin, a bill splitting app. The team shelved it because usage was too infrequent.
He then built Homey, a roommate matching site, with Yan Phun. It became the property portal 99.co in 2014, with seed money of about $560,000. In 2015 Sequoia and Eduardo Saverin put in about $1.6 million.
In 2019 a $15.2 million Series B led by Allianz X and MindWorks Venture funded expansion, including Indonesia. Between early 2019 and 2022, sales grew more than eight times, and traffic reached 30 million a month with about 150 staff.