In addition to this senior militia role he was a scout, a colonial councillor, an innkeeper, a mill owner, a land speculator and a King's Mast Agent.
[6] In 1716 the General Assembly of the Province made a grant to Thomas Westbrook, to keep the only public house at the Plains, in consideration that he should lay out six acres of land for the accommodation of drawing up the militia of the town.
The General Court of Massachusetts in December 1721 directed the militia to apprehend Rale and bring him to Boston to answer these charges.
[10] In January 1722 Colonel Westbrook led a group of militia that, unable to find Rale, seized a strongbox containing his correspondence with Marquis de Vaudreuil, the French Governor in Quebec, and a hand written dictionary of the native Abenaki language.
[19] He moved to Falmouth (modern Portland, Maine) "as early as 1719" to enter the lucrative business of providing masts to the British navy as a private contractor.
[29] Native chief Polin travelled to the governor to protest Col. Westbrook's failure to provide a way for spawning fish to get past his mill.
[31][32] In 1733 he was briefly in Boston as a representative to the council from Falmouth and courted by Governor Jonathan Belcher to be a supporter of the Massachusetts government.
[33] With the young[1] Brigadier General[13] Samuel Waldo (pictured at right) he became a land speculator of as much as 15,000 acres[29] in the Falmouth area (near present-day Portland, Maine).
His siblings included Mary who married Nathan Knight,[44] and whose family continues to own and operate the "Smiling Hill" farm.
A great-great-grandson of this name,[48] a US consul who died in 1844 at Macau, was commemorated in a May 1, 2009 Washington DC ceremony by then-Secretary of State Clinton.
[53][54] "...[I]t was a member of the Knight family -the descendants of Westbrook['s sister] who were holding the secret of his burial place - who proposed naming the town after him.