In May 1, 1998, Checkmasters was founded in Detroit Michigan.
On January 7, 2002 Checkmasters got a new logo, Curve lines and square were removed. In 2002, CheckMasters expanded to Australia, Canada and New Zealand.
It was used for short time from May 1 to August 14, 2003
On August 15, 2003 Checkmasters got a new logo, Due to Affections caused by the 2003 Northeast Blackout and another reason They had a fear they would get sued by Verizon over the tick on its previous logo.
In 2008, CheckMasters expanded to the Philippines.
On 2017 Checkmasters chosen to dumps its 14 year slogan from May 1, 2003 with its new slogan "Money talks with Checkmasters"
On November 2, 2020 Checkmasters announced a new logo for the company which came in affect in January 12, 2021.