The biggest mistake that GCT made was to take the highly
personal comments from then SM LKY - and made publicly at a
National Day Rally - that GCT was wooden and had no personality or
style in his dealings with people; and that GCT was not LKY's first
choice.
Some other epic mistakes made by GCT
was that he treated LHL as his own 'little' brother, and called the
best medical specialists from East and West, so as to look into LHL
cancer diagnosis.
was his refusal to assert his PM authority, and take over the
Chairmanship post on the GIC Board of Directors, (when as PM, he
was not even on the Board; this Chaiman position remains with MM
LKY since being a PM; and now we see that LHL is a member of the
GIC Board, when GCT could not even come near to whiff;
was his inability to neutralize MM LKY's influence over the Ruling
Party, and change the ground rules that placed so much power in the
hands of LKY.