We assume Jacob been ill because he specifically mentions paying his doctor bills.
In May 9, 1869, Jacob wrote a codicil adding his son William Shackford and his son-in-law Charles B Paine as along with the existing executors John S Pearce and Randall B Clark. Jacob died June 19, 1869 at the age of 79.
Jacob Shackford's Will
Know all men by these presents that I Jacob
Shackford of Eastport, nie County and State of
Maine, being of sound disposing mind and memory,
do make and publish this my last will and testament, 1st. I give and bequeath to my beloved wife Elisa D.
Shackford. My homestead, where I now live, situated on the
corner of Water and Ney Streets during her lifetime and at her
decease to be equally divided between my daughter Eliza
A. Shackford and my son William Shackford.
2nd. I give and bequeath to my beloved wife Eliza D.
Shackford, after paying my doctor bills and personal expens
ses and all my just debts, all the money, government
bonds, telegraph and bank stocks, notes and mortgages,
and all evidences of money, during her life time and at her
decease, to my said daughter Eliza Shackford.
3rd. I give and bequeath to my beloved wife, Eliza
D. Shackford, all the rest and residue of my real-estate,
not included in my said Homestaed, together, with any
and all estate, right or interest in lands which I may
acquire after the date of this will, during her life
time and at her decease to be equally divided between
my children, viz, Eliza A. Shackford, Matilda, wife
of Charles B. Paine and William Shackford, also my son
Henry Nevis Shackford, if known to be living at the
death of my said wife.
4th. I give and devise to my said wife Eliza D. Shackford
all my household furniture and un???? apparel
and at her deceased, to my said daughter Eliza A. Shack-
ford, and to my son William Shackford, to be equally
divided between them.
5th. I ordain and appoint John S. Pease, and Ran-
dall B. Black, both of said Eastport, as executors of this
my last will and testament.
In testimony whereof I have hereunto let my hand and seal
and publish and declare this to my last will and tes
tament in the presence of the witnesses named below.
This second day of September in the year of your Lord one
thousand eight hundred and sixty eight.
Jacob Shackford seal
Signed, sealed published and declared by the said Jacob
Shackford as for his last will and tesatament in presence
of us who at his request and in the presence of each other.
have subscribed our names as witnesses hereto.
John S. Pecessir, P. Wheelen, R B ClarkCodicil
In addition to my last will and testament dated the sec
ond day of September, A. D. 1868, I do, by this present writing
wish to declare to this codicil to my said will further add
that if my said heirs mutually agree to bargain sell and con
so given and bequeathed, before the decease of my beloved wife
Eliza D Shackford, I declare that it is my will and request that
said real estate shall be bargained, sold and conveyed, as they
my said heirs may determine.
I do also ordain and appoint to John S. Pearce and Randall
B. Clark, my son William Shackofrd, and Charles B. Paine
both of said Eastport to be executors of my last will and tes
tament.
In testamony whereof I have hereto set my hand and seal
and publish and declar this to be my last will and testament
in the presence of the witnesses named below. This twenty
ninth day of May, in the year of our Lord one thousand
eight hundred and sixty nine.
Jacob Shackford seal
Signed, sealed, published and declared by the said Jacob
Shackford, to be a codicil to his last will and testament in
the presence of us, who at his request, and in his presence
and in the presence of each other here subscribe our
names as witnesses hereto
John S. Pearce, R. B. Clark P Wheeler
SOURCES
Kilby William Henry, Eastport and Passamaquoddy: A Collection of Historical and Background Sketches (Eastport, Maine: Edward E Shead & Company, 1888), page 450; digital images,, Chapter, XIV. CAPTAIN JOHN SHACKFORD AND FAMILY. By Samuel Shackford, of Chicago, Ill., Google eBooks (http://books.google.com : accessed 18 December 2014
Maine, Washington County, Probate Case Files, Jacob Shackford Will and Codicil; "Maine, Washington County Courthouse Records, 1795-1950," digital images, FamilySearch (FamilySearch.org: accessed 20 June 2014); Probate records, Probate records, 1869-1872, v. 24 pt. 1, page 48-50, Image 51-53
"Sunday's Obituary - Capt Jacob Shackford (1790-1869), written by his nephew Samuel Shackford (Blog 229)," , SHACKFORD Family History Blog 229, 21 December 2014 (http://shackfordgenealogy.weebly.com/shackford-blog/sundays-obituary-capt-jacob-shackford-1790-1869-written-by-his-nephew-samuel-shackford-blog-229 : accessed 21 December 2014)