Cover Oregon was intended to enable Oregonians and small businesses to purchase health insurance at federally subsidized rates.

[10] Development of the website that would process online enrollments was done by Oracle Corporation and managed by the state of Oregon rather than an independent systems integrator.

[2] Interim executive director Bruce Goldberg stepped down in April 2014 and was replaced by Clyde Hamstreet, a consultant who specializes in corporate turnarounds.

[4] In August 2014, Oracle Corporation sued Cover Oregon for breach of contract,[15] for allegedly using their software without paying[16] and then later that month the state of Oregon sued Oracle Corporation, in a civil complaint for breach of contract and "racketeering".

[17] By September 8, 2014, Oracle America had filed an amended complaint in federal court accusing Oregon of copyright infringement as Oregon was alleged to be using and distributing unpaid-for works derived from Oracle America's software.

"[19] In March 2014, the FBI announced it was launching an investigation into possible criminal wrongdoing related to the failed development of the site.