"Spend a week at Fort Arnold and we'll see if you're still so cocky, Pinhead..."
1971
Winston Zeddemore is drafted by the Army and sent to Vietnam.
Canon Note: the script for GB1 suggests Winston's qualifications include "Electronic countermeasures, Strategic Air Command .... Black belt in Karate ... Small arms expert"...he may have been in the military until not long before 1983, but it is also suggested that he worked with his father for a time. The events below until 1983 are a tentative timeline proposed by Brian Reilly
1976
Honorable Discharge
1977
Begins construction work with father's company
1979
Rejoins the military as a medic in training.
1981
Leaves the military again
1982
Works construction part time while searching for a new job
1983
Winston responds to an ad from a bunch of nutjobs calling themselves "Ghostbusters" and is hired by them. He promptly finds himself in a fight for the fate of the world against a hundred foot marshmallow man.
Sometime between 1983 and 1985, Winston is introduced to Kaila McMillan, a former coworker of Ghostbuster secretary Janine Melnitz. Winston and Kaila begin dating.
1985
Winston is told he is the reincarnation of Tangalli cheiftain Shima Buku.
1986
The Ghostbusters Inc. is forced to close as paranormal investigators, though Winston and Ray continue to use the Ghostbusters equipment and ECTO-1 as props to entertain children at parties.
1988
Late in the year, Ghostbusters Inc. reactivates to battle Vigo the Carpathian.
1991
Ghostbusters Inc. is dissolved once more, at Egon's instigation, leading to a major rift with the other Ghostbusters as well.
December 20 Winston Zeddemore marries his longtime girlfriend, Kaila MacMillan, a museum curator.
1992
After the break up of Ghostbusters, Winston and his wife move to Montana, and Winston gets a job piloting a small commutor jet.
1992
Charlene Zeddemore is born
Though at this point it is being established that Charlene is Winston and Kaila's oldest child, she is not necessarily their only one
1997
Late in the year, the original Ghostbusters are reunited by the efforts of Janine Melnitz. Winston and his family return to New York in early 1998, and resume activities with the company.
2004
GBI opens "Fort Arnold", a training facility for new GBI recruits. Winston becomes the headmaster of this facility
Charlene Zeddemore
Relation: Daughter (born 1992)
Canon: Fan (Fritz Baugh)
Edward Zeddemore
Relation: Father
Canon: RGB
Lucille Zeddemore
Relation: Mother
Canon: GB1 novelization (Richard Mueller); in The Return she is given the name Evangelean; we are treating this as apocryphal. The name Evangelean was moved to Winston's sister.
Evangelean Zeddemore (Married name unrevealed)
Relation: Sister
Canon: Mentioned in XGB; Name is Fan (Fritz Baugh), but inspired by Winston's mother's name in The Return (iB)
Shima-Buku (deceased)
Relation: Ancestor
Canon: RGB
Brother In Law (Name unrevealed)
Canon: Fan (Fritz Baugh). All established at this moment is that he was a former construction worker for Ed Zeddemore. He is presumably the father of Winston's nephew.
Nephew (name unrevealed)
Canon: Mentioned in GBLegion#1; is presumed, but not necessarily, the son of Winston's sister. Was born probably at least a year before 1984.