In 1892, Taylor was positioned to play a major role as an Independent Republican. He, along with Frederick Douglass and Charles Ferguson, carried recommendations from Black Independent Republicans to the Platform Committee of the National Republican Party. That committee rejected all of their recommendations, and Taylor, in response, published a scathing "National Appeal, addressed to the American Negro and the Friends of Human Liberty." That "Appeal" effectively ended any role that he might have hoped to play within the state or national party. Taylor's activities at the state level primarily focused within leagues and associations that claimed to be non-partisan. These included state leagues that affiliated with the
National Afro-American League (NAAL), the
National Afro-American Council (NAAC), and the National Colored Men's Protective League (NCMPL). These leagues served as black-only forums for discussing problems peculiar to the race – ideally in a non-partisan and non-confrontational setting. They also included the Iowa Colored Congress, the Iowa
Knights of Pythias of North America, South America, Europe, Asia, Africa and Australia, and
Prince Hall Masons. Taylor's activities at the regional and national levels, however, tended to be intensely partisan, except for his leadership role in a non-partisan National Colored Men's Protective League, which he led as president from 1892 until the end of the century. That league expected to compete with or complement the National Afro-American League, but it accomplished little beyond meeting to discuss issues of importance to the race. During this period Taylor was founder and president of the Negro Inter-State Free Silver League (1897), president of the National Knights of Pythias (1899), and secretary (1898–1900) and then president (1900–1904) of the National Negro Democratic League. This became the officially supported Negro Bureau within the national Democratic Party. Taylor also served as vice-president and then president of the Negro National Free Silver League (1896–?1898), vice-president of the National Negro Anti-Expansion, Anti-Imperialist, Anti-Trust and Anti-Lynching League (1899), candidate in 1904 of the National Negro Liberty Party for president of the United States, and vice-president of the National Negro Anti-Taft League in 1908.
1904 election campaign Between 1900 and 1904, Taylor was president of the National Negro Democratic League.
Southern Democrats were enacting laws that disfranchised most black voters and were imposing segregation through "Jim Crow" laws. Northern Democrats seemed unwilling and/or unable to control the excesses of their Southern parties. The National Negro Democratic League was fractured by the debate over the issue of linking the nation's currency to silver as well as to gold. By 1904, Taylor was positioned to abandon the party and bureau that he had led as president for two terms. It was a time when lynching was creeping northward and when
scientific racism was gaining acceptance within the nation's intellectual and scientific community. "Judge" Taylor made that change in 1904 when the executive committee of the newly formed National Negro Liberty Party asked him to become their candidate for the office of president of the United States. That party had its origin in Little Rock, Arkansas in 1897 when it was known as the Ex-Slave Petitioners' Assembly. It was one of several leagues or assemblies that had formed at the end of the century to support bills then working their way through the United States Congress to grant pensions to former slaves. These leagues claimed that membership in a league was required to qualify for a pension, if and when Congress passed such a bill. In 1900, that Assembly reorganized as the National Industrial Council and in 1903 added issues of lynching, Jim Crow laws, disfranchisement, anti-imperialism and scientific racism to its agenda, broadening its appeal to black voters in Northern and Midwestern states. In 1904 the Council moved its headquarters to Chicago, Illinois, and reorganized as the National Negro Civil Liberty Party. The first national convention of that new party convened in St. Louis, Missouri in July 1904, with plans to field candidates in states that had sizeable black populations. Its platform included planks that dealt with disfranchisement, insufficient career opportunities for blacks in the United States military, imperialism, public ownership of railroads, "self-government" for the District of Columbia (Washington, D.C.), lynching, and pensions for ex-slaves. The convention also selected "Col." William Thomas Scott of East St. Louis, Illinois as its candidate for the office of president of the United States for the 1904 election. When convention delegates had left St. Louis and when Scott was arrested and jailed for having failed to pay a fine imposed in 1901, the party's executive committee turned to Taylor who had just stepped down as president of the National Negro Democratic League to lead the party's ticket. Taylor's campaign in 1904 was unsuccessful. The party's promise to put 300 speakers on the stump to support his candidacy and its plan to field 6,000 candidates for local offices failed to materialize. No newspaper supported the party. State laws kept the party from listing candidates officially on election ballots. Taylor's name failed to be added to any state ballot. The votes he received were not recorded in state records. William Scott, who had been the party convention's first choice as candidate, later estimated that the party had received 65,000 votes nationwide, a number that could not be verified. After the 1904 election, Taylor briefly retreated to his farm near Hilton and Albia, Iowa and then moved to Ottumwa, Iowa for health reasons. At that time Ottumwa was known for its hot springs. He remained active within the dysfunctional National Negro Liberty Party and reconnected to the Democratic Party, supporting that party's candidates for local offices. As a reward for that support, he was appointed to a patronage position as a policeman attached to Ottumwa's district designated for black residences and businesses, known regionally as the "Black belt," "Badlands," or "tenderloin." In 1908, he gave a keynote address to a "Union Convention" of black political leagues that was held in Denver, Colorado at the same time that the National Democratic Party was meeting in that city. That "Union Convention" organized a National Negro Anti-Taft League that supported the candidacy of William Jennings Bryan, Democrat from Nebraska, for the office of president of the United States. Taylor was a member of that league's committee on resolutions. ==Florida phase==