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| DATE | MILESTONE |
| 25th October 1996 | The Regional Debt Coordinating Committee (RDCC) was established by the Monetary Council |
| 24th November 2000 | The Eastern Caribbean Securities Regulatory Commission (ECSRC) was established. |
| October 2001 | Four financial entities were licensed to be broker dealers: ABI Bank, Bank of Nevis, Bank of Saint Lucia, National Commercial Bank of St Vincent. |
| April 2002 | Two more financial institutions became licensed broker dealers: Antigua Commercial Bank and St Kitts Nevis Anguilla National Bank. |
| July 2002 | The Government of St Kitts & Nevis conducted a road show across the ECCU, in collaboration with the ECSE and the fiscal agent. |
| 23rd -24th November 2002 | The first auction was held on the RGSM. Government of St Kitts and Nevis 10-year bond of EC$75m with a fixed price of 7.5%. |
| December 2002 | National Mortgage and Finance Company (NMFC) of Dominica became the seventh licensed broker. |
| March 2003 | FINCOR based in Grenada became the eight licensed broker dealer |
| 26th March 2003 | The first 91-day Treasury bill issued on the market was by the Government of St Vincent and the Grenadines. This was the second Government to issue on the RGSM. |
| 29th April 2003 | Signing of the administrative procedures between RDCC and ECSRC. |
| 16th July 2003 | The first 365-day treasury bill issued on the RGSM was by the Government of Grenada. Grenada became the third Government to issue on the RGSM. |
| 31st December 2003 | Eleven (11) auctions were recorded on the RGSM in 2003. All were Treasury Bills. |
| 19th January 2004 | Saint Lucia became the fourth Government to issue on the RGSM. |
| 23rd July 2004 | First 5-year bond issued – Government of Saint Lucia. |
| 25th November 2004 | First 6-year bond issued – Government of Saint Lucia |
| 31st December 2004 | Eighteen (18) auctions recorded on the RGSM in 2004 – 13 Treasury Bills and 5 bonds |
| January 2005 | Caribbean Money market Brokers (CMMB (based in Trinidad & Tobago) became the ninth licensed broker on the RGSM. |
| 3rd February 2005 | Lowest interest rate recorded on the RGSM to date – 3.90% for the Government of Saint Lucia, 91-day treasury bill. |
| July 2005 | National Bank of Anguilla was the tenth broker to join the RGSM. CMMB opened a branch in Saint Lucia. |
| 28th October 2005 | One billion dollars was raised on the RGSM |
| 31st December 2005 | Eighteen (18) auctions recorded on the RGSM in 2005 – 16 Treasury Bills and 2 bonds |
