One of his supervisors, E. Gerard Blanc, described Biggart as "painstaking, apt, and very intelligent pupil who made considerable progress in a short time".
Biggart argued that requiring him to travel to Trinidad put an unfair burden on him because of the cost, especially since he had applied to take the examination in Tobago in 1900.
[2]: 128–130 Historian Learie Luke suggests that this experience may have led to Biggart's willingness to become involved in politics and advocate for his fellow Tobagonians.
[2]: 128–130 As part of the process to reduce administrative costs, Governor John Robert Chancellor abolished the office of Clerk of the Peace in Tobago in 1919.
A group of 47 prominent Tobagonians including Biggart petitioned the Secretary of State for the Colonies, Viscount Milner, to have these duties given to a different official to avoid a potential conflict of interest with the Magistrate, who would be hearing the case.
[2]: 126 [3]: 59 On the legislative council, Biggart campaigned for the development of infrastructure and education in Tobago, and the improvement of communications by sea between the islands.
In 1925 Bishop's High School was established in Tobago by the Anglican Church, and received support in the form of a government grant.
[2]: 134–137 Learie Luke put Biggart "just left of the mid-point of the autonomy continuum" from secessionist to integrationist, describing him as a separatist, who saw Tobago as having an identity and culture distinct from that of Trinidad.
In Luke's assessment, Biggart set the stage for autonomists like A. P. T. James and A. N. R. Robinson who would represent Tobago in the middle and latter part of the twentieth century.