Mais launched his career as a journalist and contributor for the weekly newspaper, Public Opinion from 1939 to 1952, which was associated with the People's National Party. He also wrote several plays, reviews, and short stories for the newspaper Focus and the Jamaica Daily Gleaner, focusing his articles on social injustice and inequality. He used this approach to reach his local audience and to primarily push for a national identity and anti-colonialism.

Mais has published over a hundred short stories, where most can be found in Public Opinion and Focus. Other stories are also collected in Face and Other Stories and And Most of All Man, published in the 1940’s. Mais's play, George William Gordon, was also published in the 1940s, focusing on the Morant Bay Rebellion of 1865. It played an important role in the rehabilitation of the eponymous character, who was in conventional colonial history described as a rebel and traitor, but who would be proclaimed, on the centenary of the rebellion, a National Hero.

In 1944, he wrote the anti-British satirical tirade "Now We Know," criticizing British colonial rule. It resulted in incarceration of sixth months in the Spanish Town Penitentiary. This period of imprisonment was instrumental in the development of his first novel, The Hills Were Joyful Together(1953), a work focused on working-class life in the Kingston of the 1940s. “Why I Love and Leave Jamaica,” an article written in 1950 also stirred many emotions. It labeled the bourgeoisie and the “philistines” as shallow and criticized their impacting role on art and culture[3].In addition, Mais's wrote over thirty stage and radio plays. The plays Masks and Paper Hats and Hurricane were performed in 1943, Atlanta in Calydon in 1950; The Potter's Field was published in Public Opinion(1950) and The First Sacrifice in Focus(1956.

Mais left for England in 1952. Mais ventured to Europe-London, Paris, and the south of France-to fulfill himself; he took an alias, Kingsley Croft, and showcased an art exhibition in Paris. His artwork also appeared on the covers of his novels. After he left Jamaica, his novel The Hills Were Joyful Together had been accepted for publishing by Jonathan Cape in London. Soon afterwards, Brother Man was published. Brother Man(1954) was a sympathetic exploration of the emergent Rastafari movement. Black Lightning was then published the year after. While Mais's first two novels had urban settings, his third novel, Black Lightning(1955) centered on an artist living in the countryside. In 1955 Mais was forced to return to Jamaica after falling ill with cancer; he died the same year at age 50.

His short stories were collected in a volume entitled Listen, The Wind, thirty-two years after his death. Mais's novels have been republished posthumously several times, an indication of his continuing importance to Caribbean literary history. He also had an influence on younger writers of the pre-independence period, notably John Hearne.

The Hills Were Joyful Together (1953) is written in the style of a narrative. It takes place in a "yard" consisting of individuals and families living in a confinement of shacks shaped squarely, leaving a yard in the center. In this yard, daily and public life of the tenement unfolds. Mais took inspiration from Trinidadian C.L.R James's novels Minty Alley and Triumph, which illustrated "yard" life. Mais's The Hills Were Joyful Together is basically a depiction of slum life, portraying the upset of poverty in these yards. Mais claimed that he was "concerned with setting down objectively the hopes, fears, [and] frustrations of these people". He wanted the novel to be "essentially realistic, even to the point of seeming violent, rude, expletive, functional, primitive, raw".

Brother Man (London, Cape, 1954) stood as a statement of protest, and also a major contributor to a nativist aesthetic. Mais was interested in the creole, the political reconstructionism of the 1930s, and the sociocultural problems of the "yards." There was a need for a nativist aesthetic. There was talk about a renewed self-government and the formation of a West Indian federation, provoking writers and intellectuals from the region to reflect on this optimistic future and to search for forms to give it a local face. Brother Man was Mais's contribution to this movement. The novel is situated in Kingston's slums. It portrays the daily condition of poverty of the society. Kamau Braithwaite refers to this as the "jazz novel", where the "words are ‘notes’ that develop into riffs, themes, and 'choruses,' themselves part of a call/response design based on the aesthetic principle of solo/duo/trio improvisatons, ith return, at the end of each 'chorus,' to the basic group/ensemble community."

Unlike the first two novels, Black Lightning (1955) takes place in the countryside. The novel is centered around Jake, a blacksmith and a sculptor. He looks to Samson as a model of a man's independence and decides to carve a structure of Samson in mahogony. But when his wife elopes with another man, Jake's finished sculpture comes out as a blinded Samson leaning on a little boy. Jake is then blinded by lightning and has to depend on his friends to live. The tragic discovery of his dependence on humanity eventually drives Jake to his suicidal death.

In 1938, major riots and uprising broke out all throughout the Caribbean islands (primarily in Jamaica, Barbados, and Trinidad). In Jamaica, riots emerged in the 1938 Montego Bay and among the banana loaders, firemen, and sanitation workers in Kingston. It was in Kingston, where Mais was headed to volunteer to help quell the rioting, that he had an apparent change of heart. Mais seemingly emerged with a completely alternative mindset, as explained in John Hearne's 1955 "A Personal Memoir", and took the side of the workers/rioters. Many saw this as the event that spurred Mais' political involvement. At the end of this critical year, new leaders, including Mais, appropriately emerged to direct and push for political and social changes.

Roger Mais' works, which include short stories, plays, reviews, and "think pieces" among others (Brathwaite), all generally have a political undertone to some degree. He contributed to a left-wing political newspaper called Public Opinion from 1939 to 1952 before he left Jamaica. The other writers of the post-30s had similar ambitions, a period being characterized as "a more determined and confident nationalism."

His stories appeared in Public Opinion and Focus, two journalistic publications. He also published two collections, Face and Other Stories and And Most of All Man. His main concerns were social injustice/inequality and colonialism. His stories and poems have been described as "propaganda", where he illustrated poverty to the full extent. Some have gone so far as to say that his works were "weapons of war", dealt "in a long and famous stream of realism" (Norman Washington Manley). This sort of realism allowed for his readers/audience to understand the poverty in a way which was brutally honest. Examples of these works are The Hills Were Joyful Together and Brother Man. He adamantly denounced England"exploitive", "enslaving", and disloyal and Winston Churchill for "hypocrisy and deception". Subsequently, Mais was charged with sedition and sentenced to a six-month sentence. The Jamaican public was sympathetic to his imprisonment and helped to incite controversy and public commotion.

It is in this sense that Mais was able to involve Rastafarianism (link!), a Jamaican cultural movement, in his novel Brother Man, in which he is able to identify with the anti-colonialism and afrocentrism of the Rastafari movement.

Arguably, another important political contribution was his work to build a national identity, and he did this by: "'nativizing' the subjects and concerns of his writing", "supplying a corrective to colonialism by ... reclaiming subverted or disregarded histories", and "gave authority to the island's language and voice" (Hawthorne). This essentially means he would intentionally present protagonists that spoke in the local dialect of Western Indian to connect with his local audience, a significant change in attitude from previous works by other authors. Mais would also include nationalist propaganda demonstrating forgotten Jamaican culture and history. Other similar influential writers of Jamaican heritage include Vera Bell, Claude Thompson, Una Marson, John Hearne, Philip Sherlock, John Figueroa, and Louise Bennet.

Raised into a middle-class family with full access to “cultured” traditions, Mais often incorporated a romantic idea into his writings. He drew from his Western education inspirations that lead to his use of “tragic,” “visionary,” and “poetic” elements within books and plays. His belief in individualism and the writer’s freedom to pursue imagination are reflected in many of his early works. However, Mais later recognized the tension between his colonial heritage and the nationalist movement and changed direction. By adopting a realistic stance, Mais decided to assume a literary style that would be more representative of the Caribbean national consciousness. This particular form allowed Mais to present “unambiguous, direct truths about the people and culture.” Many of his later novels thus portray sufferings and despairs undergone by innocent people under British rule. One inspiration that he wove into his writings sprang from the 1938 People’s National Party that was launched by Norman Manley.Braithwaite 79 The movement aimed to grant Jamaica self-government, which sparked concurrent enthusiasm within the literary field. Besides Roger Mais another author, Vic Reid also incorporated into his works Manley's ambitious drive to independence. Reid’s novel New Day is a historical account of Jamaica from 1865 to 1944. Like Mais, Reid finds primary sources particularly useful in modeling political messages into stories.

The 1930’s was a period in which the first endeavors were made to write and introduce plays related to Caribbean life. Before the 1930‘s, plays were European-based, with European actors as well. Shows consisted of Romeo and Juliet and reading of Shakespearian plays, but progress towards expressing Caribbean life was being made. The year symbolized an advance for Caribbean theatre. The desire to represent local life and history of the Caribbeans onstage were produced, and the theatre’s capability to entertain and to raise concerning questions were acknowledged. George William Gordon acts as a representation for the lower class, alluding to the oppressions they were forced to endure throughout the play. Because the style of George William Gordon is in play form, the scenes are meant to be performed in public. Therefore, the play not only represents the people, but also functions as a voice for the people so that their cries can be heard. The unfair court system, the low wages and their repurcussions are stated clearly in the work by anonymous persons acting as a uniting voice for the people. It forms an identity for the Black underclass majority, which was Mais’s ultimate goal in his work.