Samuel's father died when he was young, so his brother Phineas was given responsibility for his education. He was trained as a tailor before receiving his inheritance at the age of 22.
He was admitted as a freeman in Plymouth on 1 Jan 1633/34, and appears on lists of freeman through 1670.[5 Great Migration]
Samuel and his wife sent their sons John, Zachary & Caleb to work and live with others when they were each 7-9 years old (in 1645, 1646/7 & 1652, respectively), in one case noting in the record that they could not afford to bring up the child the way they wanted (Great Migration, citing Plymouth Colony Records 2:82-83, 2:112-13 & Plymouth Deeds 2:1:39)66066

Both Samuel and John intended to join their distant connections, the Winthrops and the Doggetts, who had come to New England earlier in this same year, and who had settled at Boston, but they were not permitted to do so because they had neglected to obtain letters from the Plymouth Colony, dismissing them from that colony to the Massachusetts Bay Colony. The following quotation from Goodwin's "pilgrim Republic refers to this fact. "As two of the passengers (of the Handmaid) rated as gentlemen, desired to settle at Boston, Standish took them there, but the Bay people refused to receive them because they had no testimony." Both the Eddys returned with Standish to Plymouth and Samuel Eddy remained there. It has been conjectured by some that he found his bride in Plymouth and that she not want to leave her relatives in Plymouth, so Samuel was persuaded to remain there.82633

The Eddy Family in America82988
Pg xi Possibly the voyage to Plymouth was considered a preliminary to settlement with John’s relatives in Boston, for we know the two brothers (John & Samuel Eddy) promptly applied for admission to Massachusetts Bay Colony and were refused only because their papers of dismissal from Plymouth were incomplete.
Pg 24 In the division of the “poores-stock” in Jul 1638, it is stated that Samuell Eddy as one of the “poore of the town of New Plimouth received four shares in the black heifer, which was Henry Howland.” that is the one which Henry Howland had had the previous year and was now holding. From some of the records it would seem that they had to pay a small sum which might be be termed a year’s rental, but in many cases there is no reference to any such payment. Perhaps those that were too poor had their share in the heifer free of charge. At various times in the next few years, Samuel Eddy’s name appeared in the lists of those who received a share in the “poores-stock.” These years from 1638 to 1649 are the years in which his five children were born and in which he apprenticed the oldest son, John, to Francis Goulder of Plymouth, and another son, Zachariah, to John Brown of Rehoboth.

Pg 614 Samuel Eddy admitted 1 Jan 1633/4 as Freeman (PCR 1:5)66963

Pg 92 2. Samuel Eddy was admitted as a freeman of the Colony 1 Jan 1632/317799

In 1643 Samuel was enrolled as a person capable of bearing arms and was made a member of a troop enrolled for the defence of the Colony against the Indians (Hist. of Middleboro, p. 588). 82633 Pg 2382988

Pg 614 On 26 Jun 1678 the town of Plymouth allowed five shillings to “Goodman Edey viz: Samuell Edey for work done by him in time of the war in making clothes for soldiers” (PTR 1:157)66963

Pg 92 2. Samuel Eddy was a member of the Plymouth Troop in 164317799

3 Apr 1645 PCR 2:82 Samuel Eddy hath putt his sonn, John Eddy to dwell with Francis Goulder & Katherine, his wyfe,68858 (who were these people and why did he assign his son John to them to raise?)

Pg 617 Samuel Eddy - brother of Southold (Eddy Gen 13-22)66963 (Who is Southold?)

Bristol County MA Probate File Papers 1686-188064074 (No Samuel Eddy with appropriate dates)