Major General Leo Segun Ajiborisha served as the first Administrator of Osun State

Osun State

Ọṣun State is an inland state in south-western Nigeria. Its capital is Osogbo. It is bounded in the north by Kwara State, in the east partly by Ekiti State and partly by Ondo State, in the south by Ogun State and in the west by Oyo State. The state's current governor is Rauf Aregbesola, who was...

, Nigeria

Nigeria

Nigeria , officially the Federal Republic of Nigeria, is a federal constitutional republic comprising 36 states and its Federal Capital Territory, Abuja. The country is located in West Africa and shares land borders with the Republic of Benin in the west, Chad and Cameroon in the east, and Niger in...

 after it was created from part of Oyo State

Oyo State

Ọyọ State is an inland state in south-western Nigeria, with its capital at Ibadan. It is bounded in the north by Kwara State, in the east by Osun State, in the south by Ogun State and in the west partly by Ogun State and partly by the Republic of Benin....

 in August 1991 during the military regime of General Ibrahim Babangida

Ibrahim Babangida

General Ibrahim Badamasi Babangida CFR DSS mni , popularly known as IBB, was a Nigerian Army officer and military ruler of Nigeria...

.

One of Ajiborisha's first actions as Osun Governor was to establish the Osun State Broadcasting Corporation. The radio channel based in Ile-Ife came on air on 25 November 1991
He inaugurated the Osun State Civil Service Commission on 30 September 1991.
He handed over to the elected civilian governor Isiaka Adetunji Adeleke

Isiaka Adetunji Adeleke

Isiaka Adetunji Adeleke is a Nigerian senator who represents the People's Democratic Party in Osun State. He became a member of the Nigerian Senate in 2007.He ran for reelection in April 2011 on the PDP platform, coming second with 77,090 votes....

 in January 1992 at the start of the Nigerian Third Republic

Nigerian Third Republic

The Third Republic was the planned republican government of Nigeria in 1993 which was to be governed by the Third Republican constitution.- Founding :...

.

Later he became Director of Operations, Defence Headquarters, and then Principal Staff Officer to General Abdulsalami Abubakar

Abdulsalami Abubakar

General Abdulsalami Alhaji Abubakar is a Nigerian general who was President of Nigeria from June 9, 1998 until May 29, 1999. He succeeded Sani Abacha upon Abacha's death. It was during Abubakar's leadership that Nigeria adopted its new constitution on May 5, 1999, which provided for multiparty...

 (1998–1999).
As a former military administrator, he was required to retire from the army in June 1999 at the start of the Nigerian Fourth Republic

Nigerian Fourth Republic

The Fourth Republic is the republican government of Nigeria. Since 1999 it has governed the country according to the fourth republican constitution. It was in many ways a revival of the Second Republic, which was in place between 1979 and 1983 and suffers many of the same problems, such as multiple...

,

In April 2008 the Economic and Financial Crimes Commission

Economic and Financial Crimes Commission

The Economic and Financial Crimes Commission is a Nigerian law enforcement agency that investigates financial crimes such as advance fee fraud and money laundering...

cleared Leo Ajiborisa of allegations of corrupt practices related to acquisition of an oil block by two Lagos-based companies.
In 2010 he was President and Chairman-in-Council of the Institute of Strategic Management, Nigeria.