The first son of Nanapashemet and Squaw Sachem was Wonohaquaham. Following Nanapashemet's death, Wonohaquaham was still too young to rule as a sachem himself. But within a few years Squaw Sachem would install Wonohaquaham as sachem of Mishawum, or in the area of present-day Chelsea and Charlestown, Massachusetts.

Wonohaquaham was one of the first of the Massachuset to have prolonged contact with the early English settlers. According to early English records Wonohaquaham was very well-liked. He reportedly desired to learn English and often imitated their behavior. The English named him Sagamore John.

About 1627 Wonohaquaham gave the English permission to begin their settlement at Charlestown, Massachusetts. Wonohaquaham, his mother Squaw Sachem, and her second husband Webcowit reportedly visited the settlement as it was being built and marveled at the English tools and timber structures.

Relations with the English began to sour slightly as English settlements and livestock began encroaching on Wonohaquaham's domain. He attempted, peacefully, to use the English courts for justice with mixed results. Many cases never made it to court.

Within a couple of years the terrible plague of 1633 would claim Wonohaquaham's life. His sons would be raised by the English. One was known to have survived. He left his wampum and personal items to his mother and his land, Powder Horn Hill in Chelsea, to his son.

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