Thanks for the thoughts about Tregian. I am not invested in that solution at all -- just reporting what I saw that looked basically or barely plausible.
Does anybody know how Susan (___) (Garland) Tipping was a grandchild of Robert Bourne, esq., of Bobbingworth? I am guessing she might be a child of the eldest daughter Mary Bourne, who married in 1606 to William Chapman, a merchant of London (? possibly a grocer); William Chapman died in 1627, leaving a monument at Bobbingworth. Mary Bourne then remarried to John Heath, a wealthy clothworker of London. I have not looked for wills for any of those.
It seems apparent that Susan (? ____) and Roger Garland started having their children around 1628/29 (see records of St. Christopher le Stocks, which includes Mary, Judith, Thomas, and William Garland, children of Roger, baptized up through the mid-1630s).
As far as the possible connection to New England, it does need to be verified or strengthened. I favor the "London Bartholomew" theory, because the various Bartholomews associated with Kintbury, Berkshire, and Chequers, Oxfordshire, can presumably be accounted for. It would be a bit more likely for descendants of a London branch to end up in New England. I suppose one really needs to try to track down all males descended from Bartholomew and Martha (Doily) Tipping's "five sons."
The website below indicates that Jonathan Thing's widow, Joanna (nee Wadleigh), might have been a second wife and not mother of his children:
Name Thing, Jonathan, c1621-1674
Born c1621*
Deceased Apr. 29, 1674
Deceased where Wells, Me.
Places of residence Wells, Me. by 1653.
Exeter, N.H. by 1658/59.
Spouse Possibly his 2nd wife:, Joanne Wadleigh, daughter of John and Mary Wadleigh. She [rest of text missing]
Children possibly with 1st. wife?:
1. Capt. Jonathan Thing, b. c1654, d. Oct. 31, 1694 (shot himself accidently falling off a horse), m. 1. Jul. 26, 1677 to Mary Gilman (1658-1691), daughter of John Gilman and m. 2. Martha Dennison Wiggin, daughter of John Dennison of Ipswich, Mass.
2. Elizabeth Thing, b. Jun. 5, 1664, m. Samuel Dudley (b. by 1668), son of Samuel Dudley and Elizabeth Smith.
3. John Thing, b. and d. 1665, d. Nov. 4, 1665.
4. Samuel Thing, b. Jun. 3, 1667, d. after 1746, m. 1. Jul. 8, 1696 to Abigail Gilman (1674-1728), daughter of John Gilman and Elizabeth Treworgy and m. 2. Elizabeth Gilman Dudley, daughter of Moses Gilman and widow of Biley Dudley.
5. Mary Thing, b. Mar. 6, 1673, m. Stephen Dudley (d. 1734), son of Samuel Dudley and Elizabeth Smith.
Notes * age 46 in 1667.
Relationships Apprenticed to Henry Ambrose of Hampton, N.H. in 1641.
https://athenaeum.pastperfectonline.com/byperson?keyword=Thing%2C+Jonathan%2C+c1621-1674
While JonathanThing was born around 1621, as a second wife Joanna could have been closer in age to the Bartholomew Tipping baptized in 1641. She did make it to the year 1703 at least, at which time someone born around 1621 would be over eighty. Since Jonathan Thing died in 1674, Joanna could have remarried TIpping around the time he joined the Boston church.
Josephine Frost's 1925 volume, _Ancestors of Frank Herbert Davol and His Wife Phebe Downing Willits_ is the source for the statement that Bartholomew Tipping was in New England by 1671 (Boston area), but was immediately sent north to Maine as a military commander against the native Americans. Frost ends with a brief statement about his return to the south (to Taunton, Mass.), where he had a store around 1685 and exchanged goods for iron. She states she is unaware of his death date and marriage, but shows a daughter Mary Tipping, who married Joseph Deane of Taunton, and had a line of descendants down to those commemorated in her title. On p. 63 of the Davol-Willits genealogy, discussing Joseph Deane, she notes "In 1688 Bartholomew Tipping is called his brother-in-law."
Could the Bartholomew who was Deane's brother-in-law in 1688 be a younger Bartholomew, son of the one baptized in 1641 (perhaps by an earlier marriage than Joanna Wadleigh)? If there were two young children (at least), Bartholomew and Mary, of Bartholomew Tipping, b. 1641, and an unknown English wife, born in the late 1660s, before Bartholomew-1641 came to New England, and before his possible remarriage to Widow Joanna Thing, this might explain the brother-in-law status of Bartholomew Tipping [? Jr.] and Joseph Deane in 1688.