Newspaper poet Riley moved to Indianapolis at the end of 1879 to begin his employment as a
newspaper poet with the
Indianapolis Journal. It was the only metropolitan newspaper there with daily editions and had a wide readership. He wrote a regular society column that often included verses of poetry. Thereafter Riley met many prominent people and began a close friendship with
Eugene V. Debs. He enjoyed Riley's works and often complimented his sentiments. Riley had used the pseudonym "Jay Whit" since he began writing poetry but finally began to use his own name in April 1881. Riley renewed his relationship with Bottsford in 1880, and the two corresponded frequently. Their relationship remained unstable, but Riley became deeply attached to her. She inspired his poem "The Werewife", which told of a perfect wife who could suddenly become a demonic monster. Bottsford pressed Riley for marriage several times, but he refused. They broke off their relationship a second time in 1881 when she discovered his correspondence with two other women, and found he had taken a secret vacation to
Wisconsin with one of them. Riley's alcoholism influenced some of his poems during his time working for the
Journal. These included "On Quitting California", "John Golliher's Third Womern",
[sic] and "The Dismal Fate of Tit", which each refer to the delirium caused by drinking. Although Riley rarely published anything controversial, some of his poems published from the same period, including "Afterwhiles", allude to drug usage and make vague sexual references. During the early 1880s, Riley still made submissions to the elite literary periodicals, but continued to be rejected. Riley found this discouraging, but persevered. He believed he would never be recognized as a true literary figure until one of the prestigious periodicals published his work.
Lyceum circuit Riley undertook occasional reading tours around Indiana, and in August 1880 he was invited to perform at
Asbury University. His performance there so impressed the local
Phi Kappa Psi chapter, he was invited to join as an honorary member. Through the fraternity he met
Robert Jones Burdette, a writer and minister in the Indianapolis area. Burdette was a member of the
Redpath Lyceum Bureau of Boston, a prominent lecture circuit whose regular speakers included
Ralph Waldo Emerson. Burdette encouraged Riley to join the circuit through its Chicago branch. Riley's accumulated debt and low income began causing him trouble in 1881, and he decided that rejoining a lecture circuit would provide much needed funds. His agreement for continued employment with the circuit depended on his ability to draw audiences during the first season, beginning in April 1881. He succeeded, drawing the largest crowds in Chicago and
Indianapolis. Because of his success in the Midwest, the circuit leaders invited him to make an east coast tour, starting in
Boston at the
Tremont Temple in February 1882. Riley agreed, signing a ten-year agreement and granting half his receipts to his agent. Before his performance, he traveled to
Longfellow's home in
Massachusetts and convinced him to agree to a meeting. Their brief meeting was one of Riley's fondest memories, and he wrote a lengthy article about it after Longfellow's death only a month later. Longfellow encouraged Riley to focus on poetry and gave him advice for his upcoming performance where Riley was well received. His poems were greeted with laughter and praised in the city's newspaper reviews. Boston was the literary center of the United States at the time, and the impression Riley made on the city's literary community finally encouraged prestigious periodicals to publish his work.
The Century Magazine was the first to do so, running "In Swimming-Time" in its September 1883 issue. Until the 1890s, it remained the only major
literary magazine to publish Riley's work. Knowing the high standards of the magazine, Riley reserved his best work each year to submit to it, including one of his favorites, "The Old Man and Jim" in 1887. By the end of 1882, Riley's finances began improving dramatically, thanks largely to the income from his performances. During 1883 he began writing his "Boone County" poems under the pseudonym "Benjamin F. Johnson of Boone". They were almost entirely written in dialect and emphasized topics of rural life during the early nineteenth century, often employing nostalgia and the simplicity of country life as elements. "The Old Swimmin'-Hole" and "When the Frost Is on the Punkin'" were the most popular and helped earn the entire series critical acclaim. The topics were popular with readers, reminding many of them of their childhood.
Merrill, Meigs & Company (later renamed Bobbs-Merrill Company) approached Riley to compile the poems into a book. Riley agreed and his first book was published in August 1883, titled ''The Old Swimmin'-Hole and 'Leven More Poems''. The book's popularity necessitated a second printing before the end of the year. During this period Riley determined that his most popular poems were those on topics of rural life, and he began to use that as a common theme throughout his future work. The income from his book allowed Riley to ease his busy work schedule; he submitted articles to the
Journal less often and made fewer lecture stops. He wrote fewer poems but their quality improved; he wrote his most famous poems during the mid-1880s, including "Little Orphant Annie". Riley attempted to secure a new job at a periodical and leave the
Journal, but the magazines would not hire him unless he was willing to relocate. Riley was steadfast in his refusal to leave Indiana telling reporters that his rural home was his inspiration and to leave would ruin his poetry. Riley renewed his relationship with Bottsford for a third and final time in 1883. The two corresponded frequently and had secret lovers' rendezvous. He stopped visiting other women and their relationship became more dedicated and stable. Bottsford became convinced Riley was seeing another woman, however, and they ended their relationship in January 1885. Riley's sister, Mary, had become a close friend of Bottsford and scolded him for his mistreatment of her. Her reputation was tarnished by the affair, and she found it difficult to find employment once their relationship was over. In 1884, Riley toured the major cities in the
eastern United States again. Following the lectures, he began compiling a second book of poetry. He completed it during July, and Bowen-Merrill published it in December with the title
The Boss Girl, A Christmas Story and Other Sketches. The book, which contained humorous poetry and short stories, received mixed reviews. It was popular around Indiana, where most of its copies were sold. One reviewer, however, called the poems "weird, nightmarish, and eerie" and compared them to Edgar Allan Poe's works. While Riley was working on his book, he was unexpectedly invited by
James B. Pond, the agent for many of the nation's major performers, to join a one-hundred nights' engagement in New York City in a show that included Samuel Clemens and
Dudley Warner. Riley was unable to agree with the Redpath Bureau who had to authorize any other performance under the terms of their contract. He believed his contract with the Redpath Bureau was limiting his opportunities, and his relationship with his agent became strained.
Western Association of Writers Due in part to the limited success of his latest book outside Indiana, Riley was persuaded to begin working with other midwestern writers to form an association to promote their work. Popular Indiana writer
Lew Wallace, author of
Ben-Hur, was a major promoter of the effort. During 1885, more than one hundred writers joined the group. They held their first meeting in July, naming themselves the Western Association of Writers. At the meeting Maurice Thompson was named president, and Riley vice president. The association never succeeded in its goal of creating a powerful advertising force, but became a social club and a rival literary community to the eastern writing establishment. Riley was disappointed with the shortcomings of the group but came to depend on its regular meetings as an escape from his normally hectic schedule. Through the association, Riley became acquainted with most of the notable writers in the Midwestern United States, including humorist
Edgar Wilson Nye of Chicago. After completing his lecture circuit in 1885, Riley formed a partnership with Nye and his agent to begin a new tour. The Redpath Bureau agreed to allow Riley to tour with Nye, provided he maintained his financial agreements with them. In addition to touring, Riley and Nye collaborated on a book, ''Nye and Riley's Railway Guide'', a collection of humorous anecdotes and poems intended to parody popular tourist literature of the day. Published in 1888, the book was somewhat successful and had three reprints. After recovering, Riley remained briefly in New York to participate in a show at
Chickering Hall with Edgar Nye, Samuel Clemens, and several others. Riley was introduced by
James Russell Lowell before his performance, and Lowell gave Riley a glowing endorsement to the crowd. His poetry brought both tears and laughter according to
The New York Sun. Critic
Edmund Clarence Stedman, one of the foremost literary critics of the era, was present and wrote that Riley's dialect poems were the finest he had ever heard, "in which a homely dramatis persona's heart is laid open by subtle indirect, absolutely sure and tender" poetry. As a result of his New York performance, his name and picture were carried in all the major eastern papers, and he quickly became well known throughout the United States. Sales of
The Boss Girl increased, resulting in the fifth and largest printing, and Riley finally began to achieve the widespread fame he sought. After returning home from his tour in early 1888, Riley finished compiling his third book, titled
Old-Fashioned Roses. Arranged to appeal to British readers, it included only a few of his dialect poems and consisted mostly of
sonnets. The book reprinted many poems Riley had already published but included some new ones he wrote specifically for the book, including "The Days Gone By", "The Little White Hearse", and "The Serenade". The book was Riley's favorite because it included his finest works and was published by the prestigious
Longmans, Green Publishers with high quality printing and binding. In late 1888 he finished work on a fourth book, ''Pipes o' Pan at Zekesbury'' which was released to great acclaim in the United States. Based on a fictional town in Indiana, Riley presented many stories and poems about its citizens and way of life. It received mixed reviews from literary critics who wrote of it that Riley's stories were not of the same quality as his poetry. The book was very popular with the public and went through numerous reprints. Riley was quickly becoming wealthy from his books and touring, earning nearly $20,000 in 1888. He no longer needed his job at the journal and left it near the end of that year. The newspaper had served to earn him fame and had published hundreds of his articles, stories, and poems. ==National fame==