[1] He was a ship-owner, dealing in many goods including slaves, and he often traded illicitly with the Spanish and French who were at war with the British.

[2] He was considered the wealthiest member of his extended family of merchants, though the full value of his estate is not found in the public record.

[2] Redwood was a merchant, ship-owner, slave-owner and philanthropist who had a large and profitable plantation on Antigua in the West Indies.

[2] With Sarah, Whipple had nine children, the second of whom, Joseph III became Deputy Governor at a very young age, following his father's death.

Whipple's will was dated May 28, 1750, and proved on July 2 following, suggesting that he died in June 1750.