Question: The Urswick School was named after a close friend of Henry VII and which grandmother of Henry VIII?

Context paragraphs:
Robert Drury (speaker): Sir Robert Drury, (before 1456 – 2 March 1535), knight, (knighted by Henry VII of England after the battle of Blackheath, 17 June 1497) and Lord of the Manor of Hawstead, Suffolk, was Knight of the Body to Kings Henry VII and Henry VIII, Knight of the Shire for Suffolk, Speaker of the House of Commons [elected 4 October 1495], and Privy Councillor.  He was also a barrister-at-law.  His London townhouse was in Drury Lane.

Edward Belknap: He fought for Henry VII at the battles of Stoke Field and Blackheath and possibly at other battles as well.  In 1508, he was appointed to the post of "surveyor of the King's prerogative".  This office gave him the power to appropriate the lands and property of anyone who had violated the king's prerogative in some way, such as conviction for a felony.  Belknap's appointment was part of an effort by Henry VII to improve the royal finances.  Belknap was a privy councillor for both Henry VII and Henry VIII.  In 1520, he was most probably at the Field of the Cloth of Gold with Henry VIII.

Walter Hungerford of Farleigh: Sir Walter Hungerford of Farleigh (died 1516) fought for Henry VII at the Battle of Bosworth.  He served on the Privy Council for both Henry VII and Henry VIII.

Edmund Dudley: Edmund Dudley (c. 1462 or 1471/1472 – 17 August 1510) was an English administrator and a financial agent of King Henry VII.  He served as Speaker of the House of Commons and President of the King's Council.  After the accession of Henry VIII, he was imprisoned in the Tower of London and executed the next year on a treason charge.  While waiting for his execution he wrote "The Tree of Commonwealth".  Edmund Dudley was also the grandfather of Robert Dudley, 1st Earl of Leicester, a favourite of Henry VII's granddaughter, Elizabeth I.

Hugh Conway (Lord Treasurer): Sir Hugh Conway was created Lord Treasurer of Ireland in 1494 by King Henry VII of England.  He replaced Sir James Ormonde as Lord Treasurer of Ireland.  In 1504 he was appointed Treasurer of Calais by Henry VII ( Cal.  Pat.  Rolls Henry VIII, vol.  ii, 365).  Hugh Conway was an early supporter of Henry Tudor, Earl of Richmond (later Henry VII), was sent by Margaret Beaufort, Henry's mother to Henry, in exile in France, in 1483 with a large sum of money and encouragement to invade England through Wales and seize the crown from Richard III.  Henry did so in 1485 and Richard was killed at the Battle of Bosworth, where Hugh was present.  Hugh was appointed Keeper of the Great Wardrobe by King Henry VII on 21 September 1485, was knighted in January 1486 at the coronation of Queen Elizabeth of York, daughter of King Edward IV, and married Elizabeth Courtenay, daughter of Sir Thomas Courtenay, Earl of Devon, in 1490.  Sir Hugh Conway was appointed Sheriff of Buckinghamshire and Bedfordshire by Henry VII in 1500.  Sir Hugh was a son of John ‘ Aer Conwy Hen ’ of Bodrhyddan Hall and Constable of Rhuddlan Castle, Flintshire, Wales, by his first marriage, and descended from the ancient line of Conway (Conwy = Wales) and de Crevecouer (The Journal Of The Flintshire Historical Society (Appendix D: Conwy Pedigree (British Museum Harleian MS 1971))).  Sir Hugh's younger half-brother was Edward Conway who married the heiress of Arrow and Alcester, Warwickshire, and was great-grandfather to Edward Conway, 1st Viscount Conway of Ragley Hall, ancestor of the present family of Seymour Conways, Marquis of Hertford.

The Fortunes of Perkin Warbeck: The Fortunes of Perkin Warbeck: A Romance is an 1830 historical novel by Mary Shelley about the life of Perkin Warbeck.  The book takes a Yorkist point of view and proceeds from the conceit that Perkin Warbeck died in childhood and the supposed impostor was indeed Richard of Shrewsbury.  Henry VII of England is repeatedly described as a "fiend" who hates Elizabeth of York, his wife and Richard's sister, and the future Henry VIII, mentioned only twice in the novel, is a vile youth who abuses dogs.  Her preface establishes that records of the Tower of London, as well as the histories of Edward Hall, Raphael Holinshed, and Francis Bacon, the letters of Sir John Ramsay to Henry VII that are printed in the Appendix to John Pinkerton's History of Scotland establish this as fact.  Each chapter opens with a quotation.  The entire book is prefaced with a quotation in French by Georges Chastellain and Jean Molinet.

Hugh Denys: Hugh Denys of Osterley (c. 14401511) was a courtier of Kings Henry VII and of the young Henry VIII.  As Groom of the Stool to Henry VII, he was one of the King's closest courtiers, his role developing into one of administering the Privy Chamber, a department in control of the royal finances which during Denys's tenure of office also gained control over national fiscal policy.  Denys was thus a vital player in facilitating the first Tudor king's controversial fiscal policies.

The Urswick School: The Urswick School is a co-educational secondary school and sixth form located in the Hackney Central area of the London Borough of Hackney, England.  The school is named after Christopher Urswick, the Rector of the Parish of Hackney from 1502 to 1522, and a close friend of King Henry VII and his mother, Margaret Beaufort.

Sieges of Boulogne (1544–46): A Siege of Boulogne took place in 1492 when the English Tudor King Henry VII took the lightly defended lower town of Boulogne in the Pas-de-Calais, France.  Fifty years later as allies of the Holy Roman Emperor Charles V, during the war against the French, the English returned led by Henry VII's son and heir, Henry VIII.  There were two further sieges during this war.  Boulogne was fortified and defended as an English possession on the French mainland between 14 September 1544 and March 1550.

Margaret Beaufort, Countess of Richmond and Derby: Lady Margaret Beaufort (usually pronounced: , ; or , ), later Countess of Richmond and Derby (31 May 1441/1443 – 29 June 1509), was the mother of King Henry VII and paternal grandmother of King Henry VIII of England.

Supporting paragraphs: The Urswick School Margaret Beaufort, Countess of Richmond and Derby
Answer: Lady Margaret Beaufort