Her mother Woizero Aselefech Wolde Hanna was the niece of Empress Taitu Bitul, consort of Emperor Menelik II of Ethiopia.
Yeshashework was raised in the Imperial Palace nursery alongside other children of royal blood during the reign of Menelik II, such as Lij Iyasu.
In 1930, her uncle became Emperor Haile Selassie, and she was granted the title of Princess in her own right with the dignity of "Her Imperial Highness" as the daughter of his elder brother.
Princess Yeshashework's second husband, Bitwoded Makonnen Demissew, perished at Amba Aradam while fighting the Italian invasion of 1936.
After the restoration, Princess Yeshashework married Ras Bitwoded Makonnen Endelkachew, head of the powerful aristocratic Adisge clan.