South Central Timor Regency is one of the Regency within the Province of East Nusa Tenggara. It lies on 3955,36 km2 with 32 Sub-Districts and population of 459.310 people which made it as Regency with most Kecamatan (Sub-District) and most populated area in Province of East Nusa Tenggara. Thus, due it its large size, less optimum service of regional government regarding might occur. One solution offered for this issue was regional enlargement, which become the proposed enlargement of Amanatun. Amanatun was taken from the name of a kingdom during West Indies governance, which was includes in Afdeeling (Regency) South Central Timor. This proposition of Amanatun enlargement was having its own background that became the trigger and objectives of the people who desire this enlargement. Objectives of this study was to discover the triggers and objectives expected from Amanatun enlargement and whether there was relationship between the trigger and objectives of Amanatun enlargement also what is the form of this enlargement according to the prevails laws and regulations. Analysis process was using Partial Least Square (PLS) and appropriateness level for enlargement was based on government regulation guidelines.