Obtaining ASEAN membership has been one of Timor-Leste’s foreign policy goals since 2002. This article discusses the current dynamic in Timor-Leste and what it means to be an ASEAN member. This is based on the domestic context that shapes Timor’s interests. Many commentators have taken a position in advocating for Timor’s membership based on short-sighted policies. At the same time, ASEAN continues to argue that Timor "does not have the capacity”. This article goes further by asking how Timor-Leste can benefit from this membership and what the necessary conditions are for Timor to do so.