He attended a Christian Missionary primary school in Offa, however, he later quit his studies due to a lean year in his family's finances.

In 1948, he went to Ede, a town in present-day Osun State where he started work there as a pedestrian cloth trader and played music with a local group on the side.

Dairo later pursued various manual tasks after his firing and was able to save enough money to move to Ibadan, where Daniel Ojoge, a pioneer Jùjú musician usually played.

Dairo's musical career entered the fast lane when he founded a ten piece band called the Morning Star Orchestra in 1957.

In 1960, during the celebration of Nigeria's independence, the band was called on to play at a party hosted by a popular Ibadan-based lawyer and politician Chief D O A Oguntoye.

Dairo showcased his style of jùjú music and earned attention and admiration from other Yoruba patrons present, many of whom later invited him to gigs during cultural celebrations or just lavish parties.

In the early 1960s, he changed the band's name to Blue Spots and he also won a competition televised in Western Nigeria to showcase the various talents in jùjú music.

[5] His band experimented and played with musical styles originating from different Yoruba areas and also used the Edo, Urhobo, Itsekiri and Hausa language in some of their lyrics.