Jen Cardello has a excellent post up with ten usability issues found on the HealthCare.gov (Obamacare) web site. Many of these issues are worth reading about for any web site or dashboard that you develop or maintain.
HealthCare.gov’s Account Setup: 10 Broken Usability Guidelines (Nielsen Norman Group)
Biggest flaw I found was the inability to go back and adjust income once you finally see the premiums and tax credits.