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1718/19), and second, James Hollyday (1696- 1747).
NIECE: Mary Woolford (?-1780), who married
Henry Waggaman (?-ca. 1761). MARRIED in 1695
Elizabeth, daughter of Bartholomew Ennalls (1643-
1688). Her brothers were Thomas Ennalls (?-
1718); William; Joseph Ennalls (?-1709); Henry
Ennalls (1675-1734); and Bartholomew. Her sis-
ter was Mary. CHILDREN. SONS: Thomas Woolford
(ca. 1699-ca. 1750/51); John (?-1750). DAUGH-
TERS: Sarah, who married John Jones; Mary (ca.
1691-?), who married John Pitts; Mary's twin,
Elizabeth (ca. 1691-?), who married Thomas,
son of Thomas Hicks (1659-1722); and Rosannah.
PRIVATE CAREER. EDUCATION: literate. RELIGIOUS
AFFILIATION: Protestant. SOCIAL STATUS AND AC-
TIVITIES: second generation burgess. OCCUPA-
TIONAL PROFILE: planter; attorney. PUBLIC CA-
REER. LEGISLATIVE SERVICE: Lower House,
Dorchester County, 1707 (elected to the 5th ses-
sion of the 1704-1707 Assembly), 1708A, 1708-
1709 (resigned before the 3rd session of the 1708B-
1711 Assembly to become sheriff), 1712-1714,
1715 (Accounts, Laws), 1719-1721/22 (Laws 1-
5). OTHER PROVINCIAL OFFICE: justice, Provincial
Court, 1722-1730 (quorum, 1726-1730). LOCAL
OFFICES: justice, Dorchester County, 1697-1702,
by 1717-1723; sheriff, Dorchester County, 1702-
1706, 1709-1711; deputy commissary, Dor-
chester County, 1710-1711. MILITARY SERVICE:
major, 1714-1720; colonel, 1720-1730. WEALTH
DURING LIFETIME. LAND AT FIRST ELECTION: over
1,245 acres. WEALTH AT DEATH. DIED: on Decem-
ber 7 or 8, 1730, in Dorchester County. PERSONAL
PROPERTY: TEV, at least £912.1.8 current money
(including 4 servants and 18 slaves). LAND: 3,954
acres, plus one tract of unspecified size.
WOOLFORD (WOOLLFORD), THOMAS (ca.
1699-ca. 1750/51). BORN: ca. 1699, probably Dor-
chester County; elder son. NATIVE: third genera-
tion. RESIDED: in Dorchester County. FAMILY
BACKGROUND. FATHER: Roger Woolford (1670-1730),
son of Roger Woolford (?-ca. 1701/2). MOTHER:
Elizabeth, daughter of Bartholomew Ennalls (1643-
1688). UNCLES: Thomas Ennalls (?-1718); Henry
Ennalls (1675-1734); and Joseph Ennalls (?-1709).
AUNTS: Mary Woolford (ca. 1663-?), who married
Henry Hooper (ca. 1643-1720); Elizabeth Wool-
ford (1664/65-1739), who married first, Thomas
Ennalls (?-1718), and second, William Holland
(?-1732); and Sarah Woolford (1672/73-by 1730),
who married Govert Lockerman (ca. 1681-1728).
BROTHER: John (?-1750), who married Mary
Brown. SISTERS: Rosanna, who married first,
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(first name unknown) Tootle, and second, (first
name unknown) Wood; Sarah, who married John
Jones; and twins Mary (ca. 1691-?), who married
Capt. John Pitt (Pitts), and Elizabeth (ca. 1691-
?), who married Thomas Hicks, son of Thomas
Hicks (1659-1722). FIRST COUSINS: James Wool-
ford (ca. 1736-ca. 1783); Rosannah Woolford,
who married second, Joseph Cox Gray (?-1764);
Sarah Lookerman (?-by 1745), who married Jo-
seph Cox Gray (?-1764); William Ennalls (?-1731);
Bartholomew Ennalls (ca. 1700-1783); Elizabeth
Ennalls (?-by 1739), who married Charles Golds-
borough (1707-1767); Mary Ennalls, who mar-
ried Henry Hooper (ca. 1687-1767); Mary Hooper
(?-ca. 1757), who married second, John Rider
(1686-1739/40); Anne Hooper (?-1761), who
married John Broome (1676-ca. 1738/39); and
Mary Woolford (?-1780), who married Henry
Waggaman (?-ca. 1761). MARRIED by 1725 Sarah,
daughter of John Stevens (ca. 1670-1743) and
wife Anne Brooke Cooke. Sarah was the grand-
daughter of both John Stevens (?-1692) and John
Brooke (by 1646-1692/93). She was the niece of
Mary Brooke, who married Joseph Ennalls (?-
1709). Her brother was John Stevens, Jr. (?-ca.
1752), who married Priscilla Hooper. Her first
cousins were John Edmondson (1692-1743); Wil-
liam Ennalls (?-1731); Bartholomew Ennalls (ca.
1700-1783); Elizabeth Ennalls (?-by 1739), who
married Charles Goldsborough (1707-1767); and
Mary Ennalls, who married Henry Hooper (ca.
1687-1767). OTHER KINSHIP: Sarah's mother's first
husband was Thomas Cooke (?-1692/93). CHIL.
DREN. SONS: Thomas, who married Mollie Taylor;
Roger, who married Elizabeth (Betty) Jones; Ste-
vens (by 1729-1800), who married Betty (Eliz-
abeth), daughter of Arthur Rich Whitely (1706-
1771) and wife Katherine (ca. 1708-1770); Bar-
tholomew (Batty), who married Mollie (Mary)
Keene; Levin, who married Mollie (Mary) Keene
Woolford, his brother's widow; James, who mar-
ried Nancy Pattison; and John. DAUGHTERS:
Nancy, who married first, Robert Mills, and sec-
ond, (first name unknown) Eskridge; Betty. AD-
DITIONAL COMMENTS: In 1747 Thomas was guard-
ian for his two nephews, Thomas and William
Pitt, the sons of Capt. John Pitt and his wife Mary
Woolford. PRIVATE CAREER. EDUCATION: literate.
RELIGIOUS AFFILIATION: Protestant. SOCIAL STA-
TUS AND ACTIVITIES: Gent., by 1736. OCCUPA-
TIONAL PROFILE: probably planter. PUBLIC CA-
REER. LEGISLATIVE SERVICE: Lower House,
Dorchester County, 1732-1734, 1734/35-1737.
LOCAL OFFICE: justice, Dorchester County, 1727-
909
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