Posting just in case anyone is interested in my findings on some more of the people mentioned in the will:
doctour Stephyns nowe secretarye unto the kynges grace - Probably this guy:
https://www.geni.com/people/Henry-Stephens-Esq/6000000003040758815https://archive.org/stream/stevensgenealogy00stev#page/n29/search/Henry+StephensMary Coplay x li to her mariageThe testator was married to Margaret Wotton, through her marriage Marchioness of Dorset. Margaret Wotton was the daughter of Sir Robert Wotton and Anne Belknap. Anne Belknap's sister Alice Belknap married William Shelley. Alice Belknap's children Elizabeth Shelley and Thomas Shelley married another set of brother and sister, Sir Roger Copley and Mary Copley, in a double marriage between the families.
A double marriage between families was common at the time, coupling off two sets of siblings. The testator's son Henry Grey's marriage to Katherine FitzAlan and his sister Katherine Grey's marriage to Henry FitzAlan was meant to be just such a double marriage. Henry Grey, however, famously jilted her, saddling his family with gigantic debts for the broken betrothal, and fatefully married Frances Brandon instead.
Sir Roger Copley and Elizabeth Shelley's eldest son was born sometime around 1532/4 (sources vary), making it likely that the double marriage took place around shortly after the time of the testator's bequest.
If that is indeed the right Mary Coplay, she was the bride of the testator's wife's nephew.
https://www.geni.com/people/Sir-Roger-Copley-of-Gatton/6000000006444065515https://en.wikipedia.org/wiki/Sir_Thomas_CopleyFrom Kate Emerson's excellent Who's Who of Tudor Women (which we are allowed to quote from as long as we give credit):
ALICE BELKNAP (c.1475-1537)Alice Belknap was one of the six daughters of Henry Belknap of Crofton, Kent and Knell, Beccles, Sussex (d. July 3, 1488) and Margaret Knollys (1432-October 7, 1488) and the sister of Sir Edward Belknap (July 30, 1473-1521). She married William Shelley of London, Michelgrove, Sussex, and Mapledurham, Hampshire (1476-1549). The date of their marriage settlement is July 10, 1511, but they appear to have married before that date. Some sources say as early as 1500. They had seven sons and seven daughters including John (d. 1550), Thomas, Edward (d. September 10, 1547), Richard (1513/14-1589), Elizabeth (d. December 25, 1560), James, Margaret, and Catherine. In London they lived in the parish of St. Sepulcre and Shelley was assessed at 300 marks in goods in the subsidy of 1523. His lands were valued at £140 a year. Alice had a servant named Jane Smith (d.1529) to whom she gave the manuscript known as the “Belknap Hours.” Jane married John Onley of Catesby Northamptonshire (d. November 22, 1537), who may have been brought up in the Belknap household and whose entry at the Inner Temple was sponsored by William Shelley. Portrait: tomb effigy with husband and fourteen children in St. Mary the Virgin, Clapham, Sussex.
http://www.tudorwomen.com/?page_i[d=646Edited to add:
Jane married John Onley of Catesby Northamptonshire (d. November 22, 1537) - Our old friends the Onleys