Made Chief Baron of the Exchequer on 5 Nov 1387 by King Richard II. Was also made a Judge. Said to be very honest and loyal. When Henry IV toppled Richard, Sir John took Richard's side, and was stripped of his lands and banished to Waterford, Ireland in 1400, where he died four years later. Named in deed #1387, Rich II. Named in an Inquisition 20 Richard II #127 (1397). Named in a settlement before marriage in 1376.
Sources:
Visitation of the County of Cornwall. p. 79 Cary of Launceston.
Henry Grosvenor Cary, The Cary Family in England, p. 27
Text: Sir Henry Saint-George, The Visitation of the County of Devon in the year 1620. Ed. by Frederic Thomas Colby. London, 1872. Harleian society. Publications ; v.6.
Text: Burke's Genealogical and Heraldic History of the Peerage, Baronetage and Knightage, London
Text: Lieutenant Colonel J. L. Vivian, The Visitations of the County of Devon Comprising the Herald's Visitations of 1531, 1564, & 1620, with Additions
Text: May Folk Webb and Patrick Mann Estes, Cary-Estes Genealogy, Tuttle Publishing, 1939
Burke's "History of the Commoners" 1835, "The Torr Abbey Carys" : "Sir John Cary, knt., who, with his brother Sir William, represented the county of Devon in Parliament, in the 36th and 42nd Edward III. He espoused, first, Agnes, daughter of Lord Stafford, but had no issue. He wedded, secondly, Jane, daughter and co-heir of Sir Guy de Bryen, knt. (by Ann his wife, daughter and heir of William Holwey, esq. of Holwey) and left a son...."
Notes:
2 Edw 1:#76 (1274) - Henry de Tracy; granddaughter and heir, Maud and her spouse, Geoffrey de Camville; daughter Eva and spouse, Guy de Bryane.
35 Edw 1:#428 (1307) - Guy de Briane who with his wife Sibyl held rent from free tenants of Walter de Sully, one of the heirs of the barony Toriton, to hold in free marriage, by service of a rose yearly, with reversion to Walter if Sibyl should die without heir. Guy, son of Guy, aged 24, is his heir begotten of the said Sibyl.
1 Edw II:#64 (1308) - Guy de Brian; his son Guy de Brian, holding Kilwathkilnish; Joan, late the wife of Guy de Brian, grandfather of Guy who now is, has a third part in dower; Guy his son aged 23, is his next heir.
23 Edw III:#333 (1350) - Guy de Brian; died 17 June last; Guy de Brian aged 30- years and more, is his heir. 32 Edw III:#? - Shuppenhull manor held of Guy Bryan and Elizabeth, his wife of the inheritance of Edward le Despenser 9 Rich II:#211 (1386) - Guy de Brienne, knight, the younger; Alice his wife, still living; daus. Phillipa, age 7 and Elizabeth, age 4 are his next heirs. 10 Ric II:352 (1387) - Philip Brien, knght, d.s.p. on Jan 16; Guy de Briene, his father; Phillipa, dau of Guy de Brien and heir; William, aged 9 and more, son of Guy de Brien and heir; another dau, aged 5 years and more, heir. 14 Rich II:#959 (1390) - Guy de Briene, knight; Phillipa, wife of John Devros and Elizabeth, wife of Robert Lovell, daus of Guy de Briene his son; William and Phillip Briene, both d. w/o male heirs.
Burke's Genealogical and Heraldic History of the Landed Gentry, vol.3 (London, 18th ed., 1972) p.169 starts with Sir John Cary's son, Robert. This was a wise and cautious end point for the pedigree.
A Genealogical History of the Dormant, Abeyant, Forfeited and Extinct Peerages of the British Empire (London, 1882) by B. Burke, pp.101-102 This work correctly makes Sir John the father of Rober but it says that Robert's mother was 'Margaret, dau. of William Holwell, of Holwell in Devon and widow of Sir Guy de Brian.' BEP also gives Sir John a first wife 'Agnes, dau. of Lord Stafford.' As you you note 'the 1620 Visitation of Devon (p.48) states Sir John Carye [b. ca 1325] m.(2) Jane, dau. & coh. of Sir Guy de Brian.'
History of Parliament: The House of Commons, 1386-1421 (HMSO, 1992) 2:495 in its article on Robert gives This information on his pedigree. He was the son of Sir John Cary (d.1395), of Cockington, Devon and chief baron of the exchequer by Margaret, dau. of Robert Holway, of Holway, Devon. This is correct.