Rollo Leafsinger was a famous halfling poet and Valinor Tah'Re's biographer during his reign as emperor of the Takish Empire. He was given the role as teacher to the young Miragul Tah'Re the other children of the emperor. After his time with Valinor he was given a seat on the court in the dal capital of Takish'Hiz.
There are many tales of his exploits and adventures. He was famous across the empire, having written plays about his travels with the emperor, which made him a largely recognizable figure even in the ranks of dal despite his being a halfling.
Rollo Leafsinger was likely born in the town of Stillwater within The Commonlands not far from the city of Freeport. He left the small town and his family their to seek fortune. After gaining some fame as a poet and writer, He was enlisted by Valinor Tah'Re to be his biographer and followed him on his journeys across Norrath.
He made it a point to never kill as their is "no poetry in death" and from the thick of brutal struggles in the Feerrott, or the midst of the desperate stand against the shissar upon the Hills of Shade, he had never killed, only wounded.
As his life progressed he was granted a place in court within the empire and lived lavishly compared to his other halfling kin. It wasn't until after the events at Stillwater, and the murder of his entire family in the massacre, that he decided to rebel against the empire.
Within a house at Raven's Square within Takish'Hiz, he gathered a party of assassins to sneak in and take the emperor hostage, using this to negotiate with the Thex family and in turn release the races from their subjugation, only to be ratted out and the plan ruined.
He alone escaped the ambush of his party and decided he would wait no longer. That night he scaled the palace in Takish'Hiz and entered an open window that, unbeknownst to him, led him into the room of the sleeping prince Miragul, his former student. He tried to reason with the boy and placate him but it was of no use, the boy had grown into a dal of spoilt mischief and entitlement. The halfling ran from the boy after he attacked and was chased out of the palace barely escaping death, of which four other guards lost their lives in the chase because of the prince's carelessness.
It is unknown what happened to the elder halfling after this escape.