| Year | Month | Milestone |
| 2011 | March | Discovery Vitality releases second Healthy Active Kids South Africa Report Card that highlights the current health status of South African children and youth. |
| February | Discovery announces a joint venture with Humana, the fourth-largest health insurer in the United States. The agreement will see Humana capitalise a new entity, US-based Humana-Vitality, in which Discovery will hold a 25% share. Humana-Vitality will provide its 18 million members with access to the Vitality programme. Humana acquired a 25% share in The Vitality Group. |
| May | Discovery launches Discovery Insure |
| September | Port Elizabeth service centre opens |
| 2010 | May | Discovery acquires Standard Life Healthcare, a wholly-owned subsidiary of the Standard Life Group and the UK’s fourth-largest PMI provider, thereby increasing its shareholding of PruHealth and PruProtect to 75%. |
| October | Discovery Health launches the Discovery Centre for Health Journalism in partnership with the Rhodes School of Journalism and Media Studies. |
| December | Discovery Health membership reaches 2.5 million lives |
| 2009 | January | Discovery launches the first dedicated awards for health writers and journalists |
| June | Discovery Vitality launches HealthyFood, Healthy You lifestyle makeover show on DSTV home channel |
| July | Discovery Invest hosts the Discovery Invest Leadership Summit with among others, international key-note speakers Sir Richard Branson, Malcolm Gladwell. |
| 168 000 people are using the HealthyFood™ benefit |
| December | Discovery signs a non-binding term sheet to acquire up to 24.99% stake in Ping An Health Insurance Co. of China Ltd, a wholly-owned subsidiary of Ping An Insurance (Group) Company of China, Ltd |
| 2008 | February | Discovery announces wind down of Destiny Health |
| May | Discovery Health launches advertising campaign to celebrate South Africa’s world-class doctors |
| June | Discovery Invest manages R1.4 billion worth of assets |
| September | Discovery Vitality launches the HealthyFood™ benefit in partnership with Pick n Pay |
| October | Discovery Vitality introduces the Vitality Insured Persons study – a research study on the effectiveness of Vitality to lower healthcare costs, with UCT and Harvard University. |
| 2007 | January | Discovery Health Medical Scheme reaches two million lives |
| February | PruHealth reaches 100 000 lives |
| March | Discovery launches PruProtect |
| August | Discovery launches Vitality Stand Alone in the US |
| October | Discovery launches Discovery Invest |
| December | PruHealth reaches 150 000 lives |
| Discovery Life reaches 460 000 policyholders |
| 2006 | August | Launch of the Discovery Foundation |
| October | Launch of Vitality WellPoint, a corporate wellness programme |
| 2005 | June | Discovery Life launches the Discovery retirement OptimiserTM |
| September | Discovery’s BEE transaction announced |
| 2004 | May | Adrian voted Men’s Health Best Man in 2004 in the Business Category |
| August | Launch of the DiscoveryCard |
| October | Launch of PruHealth |
| 2003 | May | Discovery Life launches the Health Plan Protector |
| 2002 | January | Destiny Health launches Vitality in the USA |
| February | Discovery Health opens Cape Town call centre |
| May | Destiny Health’s back office functions moved to Discovery Health’s SA infrastructure |
| June | Introduction of service teams in Discovery Health |
| July | Discovery Life launches the Discovery Integrator |
| October | Launch of KeyCare |
| 2001 | August | Launch of www.discovery.co.za |
| October | Discovery Health achieves R2 billion in new business |
| 2000 | May | Launch of Destiny Health in USA |
| September | Launch of Discovery Life |
| 1999 | June | Discovery Health achieves R1 billion in new business |
| October | Discovery lists on the JSE |
| Oct 1999-Jan 2000 | Re launch of Discovery Health Plans to comply with the new Medical Schemes Act |
| 1998 | January | Launch of Intermediary Institute |
| August | Launch of the Discovery Health brand |
| November | Adrian is voted as Ernst & Young’s Entrepreneur of 1998 |
| 1997 | November | Cape Town and Durban administrative offices join |
| Launch of Vitality, Discovery’s wellness programme |
| 1995 | | Introduction of first claims system |
| 1994 | January | Momentum Life joins |
| 1993 | February | First group joins the medical scheme – Rand Merchant Bank |
| May | Nashua signs up |
| 1992 | March | Adrian Gore sets up office |
| May | Barry Swartzberg joins Adrian |
