Complex sentence: Stand Watie occasionally helped write for the "Cherokee Phoenix" newspaper, which his older brother Elias started in 1828 with Samuel Worcester, a missionary and printer who cast the type for the Cherokee syllabary.
Split into simpler sentences: Stand Watie occasionally helped write for the "Cherokee Phoenix" newspaper, which his older brother Elias had started in 1828 with Samuel Worcester. The latter was a missionary and printer, who cast the type for the Cherokee syllabary.