He was veteran of the Revolutionary War.

From E. Perry CRANDALL & Addie Rae (Bliven) CRANDALL 1938 Genealogy:
Caleb, the second child of Simeon and Mary (Sweet) CRANDALL was born 7 Apr 1747 in Charlestown. He married Patience POTTER abt 1765.
He lived in what is now known as the "old city", about half a mile west of Watchaug Pond [now in the boundaries of Burlingame State Park]. He was a wood worker by trade, and built fishing boats.
According to the records of the town meeting of Charlestown, "on the 14th day of February 1776, by vote of the Town of Charlestown, Caleb CRANDALL was authorized to stock in a strong and sufficient condition for the use of soldiers, thrity small arms, and that the said Caleb CRANDALL be allowed $1.25 for each gun stocked as aforesaid. Joseph STANTON and Caleb CRANDALL were
likewise appointed a committee to make a contract with Daniel SAUNDERS for thirty gunlocks and trimmings and to agree with him upon the price of them."

("A History of Washington and Kent Counties")
Caleb CRANDALL and his brothers were "famous" mowers, and upon one occasion when he and two of his brothers went to Boston Neck, or Newport, during the mowing season, the presence of the "Narragansett Mowers", so-called, was resented by the local talent who figured themselves to be the champions!
The three brothers mowed together, Caleb leading the trio, while the local men indulged in sarcastic remarks, tending to disparage the CRANDALL brothers. One, drumming on the scythe stick with his rifle, said he wished he had a "jews' harp" to pass the time until the CRANDALLs could catch up with them! And so, the CRANDALL boys decided to really show them how to mow.
One of them said to Caleb: "Fill her a little fuller, Caleb!", and Caleb did -- that is, took more grass with each swing of the scythe.
They started to creep up on the others, and again the brother said: "Fill her a little fuller, Caleb!", and again Caleb did, and theCRANDALL boys passed right by the other mowers and went on ahead, leaving the sarcastic crew quite chagrined.
Caleb died in 1822, and is buried in the Simeon CRANDALL Burial Ground, described above.

ADDITIONAL NOTES FROM CRANDALL NOTES OF MILDRED (CRANDALL) FALVEY (1987):
Caleb was a wheelwright and woodworker by trade and built fishing boats. He was an Ensign in the Revolutionary War under Sheffield STANTON's Rhode Island Troop.

REF: CRANDALL genealogy: 5th generation
A monument was erected for Caleb, his wife (Patience), hisb rother (Jesse), Jesse's wife (Zilpah Potter), and his father-in-law, Benjamin POTTER at the burial ground site in 1989 by the CRANDALL FAMILY ASSOCIATION.

His death date and marriage date comes from DAR #138024.
He was an Ensign in the Westerly/Charlestown/Hopkinton Militia in 1777. In the Charlestown Town records it can be seen that he was appointed at various times as "the Sealer of Weights & Measures" and as a"Lumber Viewer". The title of "Lumber Viewer" changed to "Lumber Inspector". (His name doesn't appear after the April 1822 meeting of the Town Council.
PATRIOT LINEAGE: S.A.R. #147095.