Rollins is a major in the British Army.
During the events of Black Sails: Season 3 Episode 7 XXV. played by Garth Breytenbach
During the events of Black Sails: Season 3 Episode 8 XXVI. played by Garth Breytenbach
Rackham is brought in chains to a carriage where Woodes Rogers is sitting along with a chest with Anne's share of the cache. Rollins tells Rogers that they are ready.
During the events of Black Sails: Season 3 Episode 10 XXVIII. played by Garth Breytenbach
The British troops land on the Maroon Island and the pirates and Maroons begin firing at them. The mortars start to fire on the island defenses and Captain Flint eventually tells his men to retreat. Rollins orders his men to follow after Flint, but Captain Benjamin Hornigold tells him that Flint only wants them to quickly follow him so they can be ambushed.
Dobbs approaches Hornigold and tells him that he was sent to kill him by Flint, but has chosen to surrender. Dobbs tells him that he is upset that his fellow pirates betrayed him and took the side of the Maroons when he was punished. Hornigold has Dobbs shoot Pirate Prisoner in the head to prove he is not lying, which Dobbs does and Hornigold sets him free. Hornigold's men and the British troops start firing upon the Maroon camp. The pirates and Maroons ambush Hornigold and Rollins' men and start to slaughter them. Dobbs walks towards Hornigold, who shoots and kills him. Hornigold charges at Flint, who shoots and kills him. Flint yells at the retreating British to tell Rogers that he is coming.