Key Milestones and achievements for the company include
- June 2000 - iSelect officially launched - The Federal Health Minister, Dr. Michael Wooldridge, launched the iSelect service heralding a breakthrough in the way consumers can research and buy private health insurance
- November 2000 – iSelect is a finalist in the 5th annual Financial Review Australian Internet Awards
- April 2002 - iSelect featured on Channel 9's ‘A Current Affair’
- July 2002 - iSelect is a leading force behind formation of new industry association – the Private Health Insurance Intermediaries Association (PHIIA)
- October 2003 - iSelect features in 'Best of the Best 2003' - Money Magazine
- March 2004 – iSelect undergoes major rebranding exercise
- June 2004 – iSelect.com.au achieves it one millionth visitor
- December 2004 – the company launches new Australian Health Insurance Information Site – www.healthinsurance.com.au
- April 2005 - Damien Waller nominated as a finalist in the Ernst and Young entrepreneur of the Year awards
- April 2006 - ninemsn purchases approximately 35% of iSelect
- November to January 2007 – iSelect.com.au is Australia’s number one health insurance website as measured by Hitwise for the quarter ended January 2007
- March 2007 - New corporate headquarters in Moorabbin constructed and operational
- June 2007 – iSelect Life Pty Ltd launched
- 30 June 2007 – iSelect health insurance sales increase by 116% compared with the previous financial year
- July 2007 – iSelect is nominated as a finalist in the prestigious Telstra Business Awards
- November 2007 – Aided awareness of iSelect across the Australian population in relation to health insurance intermediaries was measured at 60% among both young singles and young couples segments (as measured by Ipsos Australia Pty Ltd)