Fredo's first mixtape, "It's a Scary Site" , was released on September 20, 2012 and featured production by TM88, Young Chop, 12Hunna, Leek E Leek, J-Hill, C-Sick, Paris Bueller as well as guest appearances from Chief Keef, Lil Reese, King Louie, Gino Marley, Frenchie, Lil Herb, Lil Bibby, Lil Durk, Santana's second mixtape, Fredo Kruger, was released on February 28, 2013 and featured production by 808 Mafia, Young Chop and Mike WiLL Made It, as well as guest appearances from Migos, Juelz Santana, Soulja Boy, Young Scooter, Fat Trel, Alley Boy, Lil Durk and Lil Reese among others. It would later be released for retail sale via iTunes on May 7, 2013.
On September 24, 2013, Fredo Santana made a cameo appearance in Drake's music video for "Hold On, We're Going Home", in which he portrayed a bad guy kidnapping Drake's "girlfriend".
His debut album Trappin Ain't Dead was released on November 20, 2013. The album featured guest appearances by Kendrick Lamar, Chief Keef, PeeWee Longway and other members of Glory Boyz Entertainment. Scary Site 2 was released on December 20, 2013.
On February 27, 2014, Santana announced that he and Keef were going to release a collaboration album Blood Thicker Than Water. On July 9, 2014, he revealed the track list for his upcoming album Walking Legend.