In 1535 Richard Drake was born to John Drake.
In 1558 [his father] John Drake died.
In 1572 Richard Drake [aged 37] was elected MP Castle Rising.
In 1572 Richard Drake [aged 37] was elected MP Morpeth.
Around 1577 George Gower [aged 37]. Portrait of Richard Drake [aged 42]. The heraldic escutcheon shows seven quarters as follows:
1: 
Drake of Ash Arms. Drake of Ash in the parish of Musbury, Devon.
2: Argent, on a chief gules three cinquefoils of the first; Billet of Ash.
3: Gules, on a fess argent two mullets sable; Hamton of Rockbere and Ash.
4: Ermine, on a chief indented sable three crosslets fitchee or; Orwey of Orwey and Ash.
5: Barry of seven argent and sable.
6: Azure, six lions rampant argent crowned Gules, 3, 2, 1; Forde of Forde.
7: Argent, two chevrons sable (Esse/Ash of Ash); Esse or Ash of Ash.
In 1583 Richard Drake [aged 48] leased the manor of Woking, Surrey from Charles Howard 1st Earl Nottingham [aged 47].
In 1584 Richard Drake [aged 49] was appointed Groom of the Privy Chamber to Queen Elizabeth I of England and Ireland [aged 50].
In 1589 Richard Drake [aged 54] was appointed Surveyor of Game in Woking Park.
In 1590 Richard Drake [aged 55] was appointed Steward of the Manor of Woking.
William of Worcester's Chronicle of England
William of Worcester, born around 1415, and died around 1482 was secretary to John Fastolf, the renowned soldier of the Hundred Years War, during which time he collected documents, letters, and wrote a record of events. Following their return to England in 1440 William was witness to major events. Twice in his chronicle he uses the first person: 1. when writing about the murder of Thomas, 7th Baron Scales, in 1460, he writes '… and I saw him lying naked in the cemetery near the porch of the church of St. Mary Overie in Southwark …' and 2. describing King Edward IV's entry into London in 1461 he writes '… proclaimed that all the people themselves were to recognize and acknowledge Edward as king. I was present and heard this, and immediately went down with them into the city'. William’s Chronicle is rich in detail. It is the source of much information about the Wars of the Roses, including the term 'Diabolical Marriage' to describe the marriage of Queen Elizabeth Woodville’s brother John’s marriage to Katherine, Dowager Duchess of Norfolk, he aged twenty, she sixty-five or more, and the story about a paper crown being placed in mockery on the severed head of Richard, 3rd Duke of York.
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Around 1591 Richard Drake [aged 56] was appointed Justice of the Peace Surrey.
In 1602 Richard Drake [aged 67] was granted the residue of the moneys still owing to her from Sir Francis Drake's voyage of 1585-86.
On 31st January 1603 the will of Richard Drake [aged 68] was proved. He asked to be buried in St George's Church Esher, Surrey. He appointed his son Francis Drake as his executor. He left his widow [his future wife] Ursula Stafford [aged 50] the lease on the manor of Walton on Thames, Surrey, as well as a house on Fetter Lane and his coach and horses.
On 31st May 1603 Richard Drake [aged 68] made his will.
Before 11th July 1603 Richard Drake [aged 68] and Ursula Stafford [aged 50] were married.
On 11th July 1603 Richard Drake [aged 68] died.