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Sir Thomas, 1360 -1426 a troublesome man.

SIR THOMAS POMEROY Knt. born about 1360  died 10 March 1426  

 Once upon a long time ago there were two Thomas Pomeroy's

The parentage of one has been a matter of some speculation over the years.

SIR THOMAS POMEROY Knt. who died 10 March 1426 -was head of the Pomeroy family from 1416 until 1426-
he married to the Pomeroy heiress Joanna Chudleigh.

BUT who was he ?

For a long time  it was believed he was the youngest son of Sir Henry Pomeroy and his spouse Johanna Moels
who had five sons and in 1328 created a successive entail  for them.

But the dates do not add up. 

They were

1. Sir Henry de la Pomeroy, b. Abt 1321, d. 20 Dec 1373, Tregony, Cornwall, was heir.
 He and his wife Emmot  had three children who survived , John, who inherited the title next and two girls, Joanna and Margaret 
 Henry  served under  Lord John de Vere, Earl of Oxford under the Command of the Black Prince Edward Prince of Wales, who died 8 June 1376)
 and fought at the battle of Crecy in 1346.

2. Captain William Pomeroy,Esquire   b. Abt 1324, and as was customary  he was  a soldier.  As a Man-at-arms in 1392 and in 1417 he was in the army of Robert Carew, led by Sir Thomas Carew and in 1418  another foray this time under William, Lord Botreaux,led by  Hugh Courtenay, Earl of Devon, another naval expedition.

3. Nicholas Pomeroy, High Sheriff of Devon, b. Abt 1330, d. Aft 1383

4. John Pomeroy, Esquire , b. Abt 1332, d. Aft 1357 .He married and his  son Nicholas was a prebend of Glasney Eccesiastical College in Penryn in Cornwall.
John  was also a Man-at-arms in 1369  and the following year  1370  he had been made a knight  and was in an army under Captain and  Commander Lord Guy de Bryan in a campaign of Keeping of the Sea and the following year he was still in the same army .

5. Thomas Pomeroy, Knight of the shire, b. Abt 1334, of, Berry Pomeroy,( 5th son)   He is on record as going on a journey for the king in 1372 . Possible to recruit men in Wales and  that year he also served in the army under  Captain Lord Guy de Bryan led by  King Edward III in 1372 on a  Naval Expedition. 

In 1372 the naval Battle of La Rochelle took place on 22 and 23 June  between a Castilian and French fleet commanded by the Genoese born Ambrosio Boccanegra and an English convoy commanded by John Hastings, 2nd Earl of Pembroke.   Edward III  had planned an important campaign in Aquitaine under the newly appointed lieutenant of the Duchy, the Earl of Pembroke who was contracted to serve a year in the duchy with a retinue of 24 knights 55 squires and 80 archers besides another companies.  On his arrival in France Pembroke received instructions of to recruit  500 knight, 1,500 squires and 1,500 archers.The battle at La Rochelle was the first important English defeat in the Hundred years War.

 It is possible that Thomas Pomeroy the 5th son was one of the casualties of that battle.

Before he left Thomas set his affairs in order so that his wife and his young son William were secure. However she may already have been pregnant with a second child another son. Their son William is in the record of 1372  but must have died young. His 2nd son, Edward, born between 1373 & 76 and was later the nominated heir of his cousin, Sir John's. Edward was expected to inherit the title when Sir John died.  By 1416 Edward  had already secured the succession with his spouse Margaret Pomeroy with 2 sons-

 But he  didn't inherit then . The mysterious  Thomas Pomeroy Esq.  did and Edward had to wait until after Thomas died in 1426 to take the title.

 Who was this  mysterious Thomas Pomeroy? This has been a matter of conjecture for a long time.

Sir Henry's the eldest son of Henry and Joanna Moels took the title when his father died. Their daughter Joanna had been married to Sir James Chudleigh and her sister Margaret married to Adam Cole.
Joanna had a daughter Johanna Chudleigh who, with her cousin, John Cole, was co-heir to the Pomeroy estates.
By 1388 Joanna Chudleigh  already twice widowed was well dowered with property and wealth.
Her first husband was Sir John St Aubyn by whom she had a son John St Aubyn who married Catherine Challons daughter of  Sir Robert Challons of Challons Leigh in Devon.
I found an income from the St. Aubyn manor of Alston Sutton, a hamlet in the parish of Weare on the River Axe, south of the Mendip Hills in Somerset.  This was worth 12 marks a year, and a rent of ten marks from Frome which may have been used to pay off the debts.

Her second husband was Phillip de  Bryan  from Suttton Poyntz  in Dorset where his family held the manor. He was the younger of two sons of Sir Guy de Bryan and having married Johanna.. He was a wealthy man he  held the manor of Faleys in his demesne as of fee. He also held the manors of Schokerwike and Batheneston in fee tail by gift and feoffment of Guy de Briene, his father. Faleys, with Frome Branche and Wodelond, and also the hundred of Frome  were held of the king in chief by knight’s service, and Schokerwike held of the bishop of Bath by knight’s service and payment of 20s yearly. He died without issue, according to his IPM, on on 16 January 1387

Then  it seems some time in 1388 up rode Thomas Pomeroy Esq , a man who was much favoured by the king Henry IV , who  disrupted the Pomeroy family  line of succession when he made a marriage with heiress Joanna Chudleigh.   This was an illegal marriage, made without the consent of the King, for which he was fined, and the priest was reproved but his favour must have been considerable because he was pardoned 1389. He was pardoned for numerous debts and outlawry, (you could be made an outlaw for debt in the 14th & 15th centuries) 

Sir Thomas  made a lot of trouble it seems, including throwing Edward the rightful heir out of the window of his manor house with the help of John Cole
Numerous  dubious lawsuits were brought.
Up until 1414 records show that Sir John Pomeroy's chosen heir was Edward, his nephew, son of his uncle Thomas, the 5th son of Sir Henry and Johana Moels. Thomas must have  got  Richard II involved because  instead of the named heir Edward inheriting, Thomas got the title by courtesy of the Crown. Thus taking the title and family estates of Bury & Stockleigh Pomeroy when Sir John died without issue in 1416.

Thomas and Johanna has one child a daughter Isabella who died before her parents. In 1423 his wife Joanna died in Dec 1423 and Thomas married again . His second wife was Johanna Raleigh widow of Whalesborough . In 1422 they went on a pilgrimage to Rome before Thomas died childless, in 1426, his only child Isabella having died before him.

 Sir Thomas, who I call Troublesome Thomas, also called Thomas of Allaleigh. Allaleigh is in the parish of  Cornworthy in the South Hams. The land is mostly in tillage, but has a fair portion of pasturage, and a number of extensive orchards, producing excellent cider. Cornworthy is spoken of as borough in ancient records, and Allaleigh is said to have formerly had a large village and tannery.

  Thomas has also been called Thomas of Smallridge which is in Axminster area. and he he has also been called Thomas of Sandridge, although I feel this last is in typo. He was almost certainly one of possibly two sons of son of Robert Pomeroy of Smallridge near Axminster a Domesday holding of the Pomeroys . This was a cadet line, a youngest son of a youngest son several times removed from the main tree holding Upottery, Buckerell and Smallridge all in the aera around Axminster and Honiton.

 Sir Thomas Pomeray Esq was a King's Knight and from an early age he went  to war. He was one of the army under Duke of Lancaster, John of Gaunt,in  1395, Feb 10 1 year in Acquitaine and again 1396. He also, shortly after his marriage of 1388, entered into a recognizance before the mayor of the Staple of Westminster in September 1388 for the sum of £83 10s.8d., and when payment became overdue and Chancery issued a writ to value his property in Somerset, Oxfordshire, Dorset and Devon.

Medieval Kinghts

At the outset  knights were not necessarily nobles, nor were nobles necessarily knights.
The noble class and the knightly class only slowly came to merge from the late 12th century onward.

'A knight was highly trained soldier who fought on horseback and was skilled in the use of the sword and lance.  They were often relatively affluent horse owners and were expected to provide military services in exchange for landed property.  They were expected  to fight bravely and to display military professionalism and courtesy.
The Kings Knight formed the nucleus of  14th century armies. Close to the king but not as close as the Knights of the Household. Richard II had 48 Kings Knights in his
1394 Irish campaign '

William Pomeray, Esquire, Man At Arms, 1389, at the Brest Garrison 1 year. Also recorded as serving in North of France 1 year in 1422:

Thomas Pomeray, at Brest Garrison, 1389 1 year. This was probably Thomas the 5th son of Henry Pomeroy and his spouse Johanna Moels and brother to the following knights and men at arms. 

If Thomas, the 5th and  youngest son, was born around 1328 , having accompanied his brothers on campaign in 1372 when he was 15 or 16 - in those times it was fairly common for the sons of a knight to go on campaign from their teens and some even as young as 11 as in the case of James Chudleigh

Sir James  Chydeleye Knight   on campaign  under Earl of Devon, 1387 at age of 50- years of service 39 - in 1367 -    first campaign age   11

 Could this Thomas  be the same man who married Joanna Chudleigh? He would have been  60  in 1388 and  by 1422 , he would have been 94, which is old even by the standards of  today. Shortly before his death in 1422 Sir Thomas Pomeroy with his 2nd wife Joanna Raleigh widow Whalesborough -they apparently went on a long and arduous pilgrimage to Rome. This seems highly unlikely to have been Thomas the 5th son ; You were old at 40 back then and if he was the youngest of the sons in the entail by 1422 he would would have been into his 90's

There appear to be few if any records prior to Thomas Pomeroy esq's  marriage to Joan Chudleigh . He was however a Kings Knight. I have not been able to find a clear defintion of the role of a kings knight.

Edward Pomeroy of Sandridge who married Margaret Beville was son and heir of Thomas Pomeroy the 5th and youngest son of Sir HenryPomeroy by his first wife Joan Moels –
Edward according to Visitations inherited the title on the death of Sir Thomas Pomeroy who died in 1426  and not after the death of his father who was not the title holder anyway,
but on the death of the man Thomas Pomeroy Esq. husband of the heiress Johanna Chudleigh. The man who had taken the title by what seems like devious means and therein lay the confusion.

Trying to find him in records proved difficult as Sir Thomas ( hence the 'troublesome') seems to have taken his legal business to London, to higher courts rather than the local Hundred and Manorial Courts in Devon.
However in the end we came to a conclusion, based on what evidence there is, here that Thomas was son of Robert Pomeroy of Smallbridge in Axminster as de la Pole asserts
and which was a holding from Pomeroy Domesday.

(Note that the illustration which I did for this page and Alma has put at the head of this page, is now found to be incorrect because the castle at Berry Pomeroy did not exist at that time)

I did find a Robert Pomeroy in a list of medieval men at arms. Robert Pomeray , an Archer in the retinue of Thomas Montague, Earl of Salisbury on a campaign led by Humphrey, Duke of Gloucester in 1417. However, that's a bit late to be father of Sir Thomas the troublesome who first appeared 28 years before in 1388 as a grown man .
The next Robert appears in Ingsdon branch of the family married to Elizabeth Beaumont  and in dying 100 years later, in 1517 so it cant't have been him either.

Robert of Smallridge in Axminster east Devon a son of the cadet line descending from Geoffrey de la Pomerai ,younger brother of Henry the head of the family in the time of Henry who married  Alice de Vere daughter of Robert Earl of Oxford  Henry III 1256 to 1272 and had at least two son.

January 7 th  2013 I found this  - it appears to show that Thomas the troublesome might after all the 5th son of Henry de la Pomeroy and his wife Joanna Moels  

OR DOES IT? is this pedigree just another mistaken opinion ? 

Turns out it was just another presumption. Something that the Pomeroy pedigree is littered with.

In the 7th  year of the reign of King Henry V  - 1420
From the Plea Rolls
Edward Pomeroy sued Thomas Pomeroy knt and his wife Joan and John Cole of Nithway- Arminger-for the manor of Stockleigh Pomeroy and the moieties of the manors of Brixham and Harburton which he claimed by virtue of a fine levied in the...... 3 Edw III (1330) and recorded in 18 Edw III (1345) respecting the manor of Tregony and 18 knights fees in Tregony and the manors of Bury and Stockleigh Pomeroy and 38 knights fees in Bury and Harburton  and the moieties of the manor of Brixham and Harburton in Totnes  

This pedigree show that Edward sued his father Thomas  the 5th son,  who was alive 6 years before Troublesome Thomas died in 1426  - 

 then Alma noticed the following

which  seems Thomas was indeed son of Robert of Smallbridge after all.
For more on Thomas with a time line showing him to be a man of some ruthlessness but a Kings Knight too
                                                      - here   Pomeroy Connections

The Sandridge & Smallridge Connection 

This connection seen below gives an almost certain connection to Honiton , Bockerell and other places such  Colyton, Bindon  and Farway in East Devon which are closer to Axminster than to Stoke Gabriel

Revised Pedigree

This is the Story

In 1387  Sir John Pomeroy,  whose wife is recorded as Joan Merton,  considering himself in no way bound by an entail of the family estates in favour of the his sisters and their children - Joanna who married Sir James Chudleigh and Margaret who married Adam Cole.
~ Joan Pomeroy became Chudleigh, her daughter Joanna Chudleigh became Pomeroy~

One of those tangles....

The daughter of Sir John Pomeroy’s sister Joanna Pomeroy who married James Chudleigh  was
Johanna Chudleigh who married three times ,
 1st Sir John St Aubyn then
 2nd to Phillip  De Bryan, who died in january 1387 
In 1388 she made a marriage with Thomas Pomeroy Esq. whose parentage has long been disputed

    1372  Thomas of la Pomerai is going to a journey for the king. If he returns from the journey he is to hold the premises as before. If he dies on the journey before he can re-enter the premises, then  William Cary et all are to hold them for Johane his wife, William his son, and the heirs of the body of William. For default of such issue, the premises are to remain to the heirs of the body of 1., and for default, to Nicholas, brother of 1. and the heirs of his body. If Nicholas has no heirs of the body, the premises remain to William, brother of Nicholas and the heirs of his body, and for default, with remainder to the right heirs of Thomas - 

Date: Wednesday next before the feast of St Laurence, 46 Edward III 1373
 Records show that provisions were made by Sir John in 1404 and 1414 on behalf of Edward Pomeroy , his cousin . However these were ignored after his death in 1416, and the Crown over ruled his will preferring the claims of his nephew, John Cole of Nethway, son of Adam Cole and the co heir Joan who was by then  married to the mysterious Sir Thomas Pomeroy who was a Kings Knight.

Thomas Pomeroy and John Cole pursued what were often quite dubious claims against Edward Pomeroy, who was even assaulted in his house, his castle, and  forcibly ejected by way of a window at Berry Pomeroy in 1428.   If my theory is correct Edward was his son and he defenestrated him .

Sir John’s will, for which probate was granted in October 1416, has not survived. His widow was required to take an oath not to remarry without the King’s licence, and presumably never did so. She died four years later

Petitioners:  Thomas Pomeroy, knight; Joan (Pomeroy), wife of Thomas Pomeroy.
Addressees:  Commons of parliament.
Nature of request:      Thomas Pomeroy, knight, and Joan his wife request that the commons ask the king that they might be restored to certain manors and tenements in Devon and Cornwall, from which they were forcibly expelled by Philip Courtenay, knight, John his son and Joan, widow of James Chuddelegh, while Thomas was going to Wales in the king's service.
 They ask to be restored in such a way as to be able to defend themselves by common law, which they cannot do at present, as Philip and his associates broke into their tenements in Exeter by night, and stole all their deeds, charters and muniments, which were kept there.
( Sir Philip Courtenay was known  for acts of gratuitous savagery and vindictiveness, occasionally tempered with some real skill in military and naval affairs. )
Nature of endorsement: [On face]  The lords are to speak to the king.
Answered.[On dorse] This petition and the record on it are entered in the roll of parliament.
Places mentioned:  Clyston (Broad Clyst), Devon; Ayston (Ashton), Devon; Shappelehilion (Shapley), Devon; Hokesbeare (Huxbear), Devon; Affelond (Affaland), Devon; Exeter, Devon; Westwydemouth (Widemouth), [Cornwall].
 People mentioned:  Philip Courtenay, knight; John [Courtenay], son of Philip Courtenay; Joan [Chuddelegh], widow of James Chuddelegh who was engaged to a Courtenay.
 Date derivation:  This petition is enrolled on the roll of the parliament of September 1402 (Rot. Parl. vol. III, pp.488a-489a).

Another of those tangles....

Joan Pomeroy daughter of Sir Edward Pomeroy, married Sir James Chudleigh and was sister  to Sir John Pomeroy who married another Johanna, daughter of Richard de Merton.
After the death of James Chudleigh,  (Joan Chudleigh nee Pomeroy, her mother) was betrothed to John Courtenay 
Quoting Connections   she was either the mother or step mother of Joan Chudleigh , wife of Thomas de la Pomeray. Courtenay responded that his son was engaged to Joan Chudleigh (nee Pomeroy) at the time of the invasion (they were now married,) and that the lands and manors and documentation cited in the allegation  belonged to her as they had belonged to her deceased husband, Joan’s father. 
 From the History Of Parliament
POMEROY, Sir Thomas (d.1426), of Combe Raleigh, Devon. ( Known by me as Troublesome Thomas)
Member of Parliament - Constituency DEVON Jan. 1404/DEVON 1406/ DEVON 1410 / DEVON May 1413
 Possibly son of Robert Pomeroy ? of Sandridge in Stoke Gabriel or ? of Smalbridge in Axminster Devon
Married 1st in 1388, Joan (d. 14 Dec. 1422), da. of Sir James Chudleigh* of Ashton and Shirwell, Devon, by Joan, sis. and co-heir of Sir John Pomeroy, widow  of Sir John St. Aubyn and Sir Philip Bryan, 1 daughter who died before her father. d.v.p.;
Married 2nd Joan (d.1435/6), da. of Sir John Raleigh of Nettlecombe, Som., widow. of John Whalesborough* of Whalesborough, Cornw. s.p. Kntd. 1400. 
Offices Held  Sheriff, Devon 24 Nov. 1400-8 Nov. 1401, 29 Nov. 1410-10 Dec. 1411, 6 Nov. 1413-19 May 1414, Som. and Dorset 22 Nov. 1404-5.
Commr. of inquiry, Devon Aug. 1404 (prisoners taken at Black Pool), Devon, Cornw. June 1406 (concealments); array, Devon July 1405, Apr. 1418;
to raise royal loans, Devon, Cornw.  June 1406; of oyer and terminer, Devon Mar. 1417.
 JP. Devon 1 Oct. 1415-Nov. 1418.
Although he belonged to a cadet branch of the Pomeroy family, Thomas emerged as the most prominent member of the family of his generation. 
This prominence was due more to a convenient marriage and dubious financial dealings, coupled with strong Lancastrian sympathies, than to any high standing as a landowner or ability as a public servant.
At regular intervals after this Sir Thomas Pomeroy received royal pardons of outlawry for failure to appear in court to answer his creditors, usually London merchants. 
Indeed, between 1390 and 1406 he secured six such pardons relating to debts amounting to more than £120 and owed to city vintners, saddlers, 
drapers, tailors, armourers, a mercer and a fishmonger, as well as to the receiver of the duchy of Cornwall.! 
Such indebtedness was common amongst all the  ranks of nobles and  he was not particularly unusual in this.  It was perhaps Sir Thomas’s shaky
 finanliest recorded appearances sets the tone of his career. In September 1388, at Chudleigh, the vicar of Berry Pomeroy was summoned before 
the bishop of Exeter’s court accused of celebrating a clandestine marriage between Pomeroy and the twice-widowed Joan Chudleigh, who had recently, 
by common fame, been secretly married to William Amadas. A penance was imposed upon the vicar, but Pomeroy had to obtain the King’s pardon,for which, in October 1389, he paid £10 into the hanaper of the Chancery. 
Certainly, this marriage ‘bore the appearance of enterprise’, for it was contracted very soon after an entail had been devised by Sir John Pomeroy by which the manor of Berry Pomeroy would, in default of children of his own, reverting his sisters and their heirs, John Cole and Joan Chudleigh,Thomas’s bride .
 Thomas was well aware of this arrangement, having assisted in the legal formalities as one of  Sir John’s feoffees.  Much of his energy was to be spent on converting possibility into reality. 
 His career, however, was still had to be made. In February 1395 he was granted royal letters of protection as about to go to Aquitaine in the retinue of John of Gaunt; however, five months later he still tarried at home, being busy with his own affairs.
 Henry IV’s accession provided the turning point of Pomeroy's public career. As ‘King’s esquire’ t, as early as March of 1400, he was given an annuity
of £20 from the royal revenues of Devon, and in December following, ‘for the better maintenance of his knightly estate, to which the King caused him to be 
exalted at his last voyage in Scotland’, he received a grant for life of lands at Hemyock( North of Honiton) worth £8 p.a.
Meanwhile, in February 1400, he had become farmer of Oakford, ( near Tiverton in East Devon) Devon, by Exchequer lease, and four years later he was
granted a share in the custody of lands at Membury( near Bampton north of Honiton), which, however, he surrendered in 1406.
 Pomeroy’s annuity was to be confirmed by Henry V and by Henry VI’s council. Such liberality depended upon loyal service, and his standing may also be
gauged by the willingness of the Lancastrian kings to exonerate him from the debts he owed as sheriff of Devon.
 On two occasions he failed to account fully for the issues of the county: owing £56 13s.4d. in 1402, he was at first committed to the Fleet,
only to be pardoned ‘for his good service to the King in Scotland and Wales without wages or fees’; and in February 1415, 
even though he had been told that the exemption of 1402 might not be used as a precedent, he was pardoned payment of £30,
 in consideration of his great costs and losses in the office.
It is notable, however, that he had been removed from the shrievalty in the previous year after occupying it on this occasion for only six months.
( shrievalty - the office or term of office of a sheriff)
 Through his marriage to Joan Chudleigh  Sir Thomas Pomeroy had acquired a number of properties in the West Country. 
These included his wife’s dower lands in Somerset, namely one third of the manor and hundred of Frome Branche and the manors of 
Batheaston and Shockerwick (all demised for an annual rent of £24) which, along with Allerton, fell to her by marriage to Sir Philip Bryan 
(a younger son of Guy, Lord Bryan), together with the manor of Combe Ralegh in Devon, which had belonged to her first husband, Sir John St. Aubyn.
  Yet the income from these estates was not sufficient to support Pomeroy’s extravagance. Shortly after his marriage he entered into a recognizance before
the mayor of the Staple of Westminster in September 1388 for the sum of £83 10s.8d., and when payment became overdue and Chancery issued a writ
to value his property in Somerset, Oxfordshire, Dorset and Devon, it was found that income from the St. Aubyn manor of Alston Sutton, which was worth 
12 marks a year, and a rent of ten marks from Frome would help pay off the debt.
It was perhaps Pomeroy’s shaky finances and extravagant tastes  and extravagant tastes which encouraged him to increase his income from land.

His great opportunity came in 1416,  Sir John Pomeroy died without issue. His wife,( Joan Chudleigh) as co -heir with John Cole held moieties of Stockleigh,

Harberton and Brixham, and presumably also, on the death of Sir John’s widow,( Johanna  Merton)  of Berry Pomeroy itself. 
 A settlement of 1414 declaring Edward Pomeroy to be heir to Berry was set aside by the Crown, and Sir Thomas Pomeroy, by right of his wife
 and  John Cole of Nethway  (son of Margaret Pomeroy and Adam Cole) were confirmed in possession of the reversion.
Then, perhaps by dint of strong persuasion, Sir John’s widow relinquished her life interest in the estate to these same two claimants a few months before her
death in 1420. It is uncertain, however, whether Sir Thomas’s tactics succeeded at Tregony in Cornwall: there, he attempted to wrest the manor from Edward 
and his wife by making an assault on the manor-house and imprisoning and then ousting them.
The King’s Council intervened to prevent further damage and riot, and Edward apparently regained possession for a while but even so,after the death
 of Sir Thomas’s wife in 1422, it was said that his widow held Tregony. 
Of Pomeroy’s associates in Devon, little is known, but he was clearly not on good terms with the powerful Courtenays. Sir Philip Courtenay’s  son,
Sir John, had married his wife’s stepmother, Joan Chudleigh, and in 1402 they were engaged in a dispute over the latter’s dower lands (six manors 
in Devon and Cornwall), during which some of the Chudleigh property in Exeter was burnt down.
 Relations had not improved by 1410 when Sir John Courtenay was summoned before Parliament to answer charges made in the Commons by
Pomeroy himself, sitting for the third time as a shire knight. It is noticeable that Edward Pomeroy, by contrast, was on good terms with the Courtenays, 
and he may well have sought their support in his struggle to gain possession of the family estates.
Sir Thomas Pomeroy later stood surety for another prominent Devon landowner, (Sir) Thomas Brooke*, when the latter obtained the estates of his
stepfather-in-law, the heretic and lollard leader, Sir John Oldcastle*.6
 After Sir Thomas’s first wife’s death in September 1422, he was permitted to retain the Pomeroy estates ‘by the courtesy’, having had issue, a daughter named Isabel. 
She, however, died before her father whose death occurred on the feast of St. Laurence (either 3 Feb. or 10 Aug.) 1426. 
Pomeroy’s scheme to bring the family inheritance to his cadet branch failed, for Edward Pomeroy was quick to take possession. In fact, no more was heard of any claim by Joan and Margaret St. Aubyn, the grand daughters and next heirs of Sir Thomas’s first wife. One grandaughter  Johanna St Abyn was married  to Otto Bodrgan age 17 the other  Margaret St Aubyn was married off at the tender age of 13 to Reginald Tretherff who was only 3 years her senior.
Shortly before his death Thomas had married the widow of a Cornish landowner, Johanna Raleigh, widow of Whalesborough  in  December 1422  and the following year they apparently made a pilgrimage to Rome He died on 6 June 1426 and she died survived him and died in 1436 in London. 
This long and arduous journey does argue against him being in his late 80’s ! .
Ref Volumes: 1386-1421
    1. E.B. Powley, House of de la Pomerai, p. xxv; C139/9/16, 40/51; CPR, 1399-1401, p. 390; Som. and Dorset N. and Q. xxviii. 120-1; PCC 19 Luffenham.
    2. Reg. Brantingham ed. Hingeston-Randolph, 673-4; CPR, 1385-9, p. 296; 1388-92, p. 126; CFR, x. 262; HMC 15th Rep. VII, 140; Powley, 63.
    3. Rot. Gasc. et Franc. ed Carte, i. 179; CPR, 1391-6, p. 600; 1399-1401, pp. 241, 390; 1401-5, pp. 44, 48; 1405-8, p. 142; 1413-16, pp. 39, 278; 1422-9, p. 93; CCR, 1399-1402, pp. 451-2, 460; CFR, xii. 44, 240.
    4. CIMisc. v. 287; CCR, 1409-13, p. 368; Cornw. Feet of Fines (Devon and Cornw. Rec. Soc. 1950), 951; Feudal Aids, vi. 426, 511; C131/36/6; CPR, 1388-92, p. 280; 1391-6, p. 396; 1396-9, pp. 299, 304; 1401-5, pp. 143, 339; 1405-8, pp. 129, 131.
    5. CFR, xiv. 198, 201, 319; xv. 266-7; CCR, 1413-19, pp. 388, 451; 1419-22, pp. 157-8; 1422-9, pp. 4-5, 83; CPR, 1388-92, p. 269; 1416-22, pp. 135, 318; Powley, 68-69; C138/47/53; C139/9/16, 40/51; Feudal Aids, vi. 417; C1/6/91.
    6. RP, iii. 488; CCR, 1402-5, p. 133; 1409-13, p. 7; CFR, xiv. 75; SC8/22/1078; E28/11, 23, 27.
    7. C139/40/51; PCC 19 Luffenham.
  "cavelier" is a word found frequently probably meaning a mounted knight or man at arms with horse  -Armiger/Esquire, knight brought Archers (Valets) with them.  Commanders would have up to 25 Knights or Armiger/Esquires. 
Sir Henry de la Pomeroy Ordered to be at Salop ( Shrewbury) with horse and arms against Llewellyn ap Griffiths in the 44th year of the reign of King Henry III -1260  he died 12 July 1281 in the reign of Edward Longshanks - King Edward I.  
Pomeroy Soldiers of the late medieval period:  1346-1377:
 1. Sir Henry Pomeroy (IX) (by 1308?-1373)  served in the retinue of John de Veer, earl of Oxford, as one of the commanders of the Black Prince's division at Crecy. 1346. 
 2. His son,  John de la Pomerai (Powley doesn't have a birth date..-says he died 1416.) was  active in the naval defense of Devonshire against a landing from France in 1375;    (Noted as a Man At Arms on board a ship. Not a "mariner." )  Also served  with Edward III aboard  one of the naval ships in 1372.  Commissions of Array :1377. 
 3. Thomas de la Pomeray, (esquire)  ( cousin of John ) ,  Man-at-arms)  1369. Also "on journey for the King..1372- (Salisbury was Ambassador to the Pope) .  
In 1404 Thomas de la Pomeray, Knight, was in Wales for the King. (While he was in  Wales his  property was “invaded” and papers taken by Courtney, and company;).
4. William Pomeray, "esquire." Man-at-arms) 1369,  At Sea (Probably brother of Thomas, above.)
5: John Pomeray, "esquire," Man-at-arms) 1369. At sea.  (Probably brother of Thomas, above.)
1. William Pomeray, Esquire, Man At Arms, 1389, Brest Garrison 1 year. Also recorded as serving in North of France 1 year in 1422: (relationship unknown.)
2. Thomas Pomeray,  at  Brest Garrison, 1389 1 year:
 NOTE: After Thomas Pomeroy married Joan Chudleigh/St Aubyn,  1388 he becomes "de la Pomeray, esquire in the musters: 1390-1392.(With "William le Scrope; Brest & Cherbourg.)
In 1395 this Thomas de la Pomeray  is with John of Gaunt at Aquitaine. 1396 with John of Gaunt at Gascony.   1396 appears to be his last "muster."
3. Edward Pomeray is with Sir Hugh Courtenay 1419  Service in France.    "Diplomatic." "Of Sandridge, Devon."
(The National Archives, Kew Legal status Public Record(s)
 After 1422: There are no more Pomeroy's listed in any of the musters, although the rolls are complete to 1443.

Oct 2014

In a book of Cornish wills I found mention of Joan Pomeroy who died 20 November 1435 and amongst her bequest was one to the fabic of the church at Marhamchurch ....one cow .  This is a tiny place close to Woolston near Bude in Cornwal.
Woolston was held by the Bevilles.

Will dated 20 Nov., 1435. Proved 18 Jan., 1435–6. register Luffenam.
from British History on line
Her tomb is not recorded in the Register; but it was in the sixth bay of the Choir in S. Francis' Chapel where her daughters Anne Molens and Alice FitzRauff were buried. Elizabeth Hamden, who was buried in the Nave, was possibly a granddaughter.  Greyfriars, page 97.

How strange is that to leave a cow to a church far away in Corwall when one is living in London

Luffenam seems to be a register of PCC wills ?? not a place - year and register  1421-1449 Luffenam,
I found several other wills for what looks like people in religious orders..

where is she buried ? .... "secundum disposicionem Gardiani ibidem et magistri Thome Wynchelsey."
  Thome was Reverend Father Thomas Wynchelsey who seems to have been an friar, maybe head of the order, at Greyfriars in London. This was a Franciscan friary that existed from 1225 to 1538 on a site at the North-West of the City of London by Newgate in the parish of St Nicholas in the Shambles...
In 1425 he made a new wall with a door and a window in the wash house by the porch ..costing 42s 1d

mention of Reverend Father Thomas Wynchelsey
'History of Greyfriars: History of the Convent', The Grey Friars of London (1915),
The reign of Henry IV. was not a happy time for the Franciscans. But we do not find the name of any friar of the London house amongst those who suffered for their support of Richard II.
A notable inmate at this time was Friar Thomas Wynchelsey. It was apparently through Wynchelsey's influence that the Grey Friars were benefited under the will of Richard Whittington. ( That was the famous Dick Whittington of the nursery rhyme , presumably minus his cat, Lord Mayor of London !) Wynchelsey himself and the then guardian, William Russell, were benefactors of their house....

 Joan Raleigh Pomeroy took  the veil after Thomas's death which would mean that everything she had went to her heirs except for  a small portion enough to support her in the convent , quite posssibly in some comfort  if what I have read is right !