The Long Wait Begins
December 3 (Day 37) I’m really getting sick of this place – feeling kind of alone and isolated today –
The latest stories, documents and additions published in the Reggie MacDonald Digital Archive.

December 3 (Day 37) I’m really getting sick of this place – feeling kind of alone and isolated today –
November 28 (Day 32) I’m feeling kinda bored today; having thought about moving down to medium. The time might go
Written ~ Nov. 28, 1998 Woe is me Here I am Confess your sins Mortal man Been in treatment For so long Never right Oh
In October 1998, Reggie MacDonald was several months into a conditional sentence for trafficking in cocaine. The sentence allowed him
Although Reg had violated the terms of his conditional sentence by taking drugs, and was now in jail, he was
I really fucking hope that this is my last day here. It’s not that things are that bad in here
November 23 (Day 27) Today I’m preparing for my appearance in court. I’ve written some draft copies of a speech
November 20 (Day 24) Just another day here. They seem to be getting longer and longer. I gotta get outta
November 16 (Day 20) It’s Monday again. Another week begins, and I hope this week brings something good, some progress.
November 15 (Day 19) Very quiet day today. Spent most of the day playing Risk. Frankie was supposed to come
November 13 (Day 17) Friday the 13th. So far, so good. I got up and won the game of Risk
November 11 (Day 15) Finally, I get the writing paper I’ve been waiting for (they ran out yesterday). Today’s a
November 10 (Day 14) Here I am, still in Sleepy Hollow. Things are getting routine and it’s getting harder to
November 9 (Day 13) The thirteen day of my thirteen days here. Unlucky? I think not. It’s Monday, back to
November 8 (Day 12) Again, I sleep till 12:30, getting up just in time for lunch. Today we eat like
November 7 (Day 11) Today is Saturday and I slept in till lunch. I do enjoy this. I was telling
November 6, 1998 Today, I went to court. Before leaving I was strip searched (lest I try to smuggle something
November 5 (Day 9) Today is the ninth of my originally scheduled ten days here. Hopefully, but not likely, it
November 4 (Day 8) Well … I’ve been here for a week and I’m still not sure if I’m having
Today begins much like any other day in here. I get up just in time to rush to the kitchen
November 2 (Day 6) I slept in this morning and had to run to the kitchen for breakfast. I’m told
November 1 (Day 5) I awoke this morning feeling shaken and uneasy due to a dream (nightmare?) I had during
October 31 (Day 4) Again, I awaken feeling well rested, feeling good. Today is Saturday and we are allowed to
Morning again. I slept well and despite my circumstances I awaken feeling well and content. I had a good night’s
Reggie did not write on his first day in jail, so we pick up his story on Day 2. October
Following the violation of his parole, Reg was sent to Sleepy Hollow Correctional Facility, where he would be held until
Readers of Reggie’s Jail Diary will encounter a surprising number of references to pills—sometimes by brand name, sometimes by abbreviations
I returned to Talbot House but found that I had lost the sense of trust that I once had in
@ September 1998 – “If you want to sit around and talk about your “feelings” over endless cups of decaffeinated
Reg had his day in court, and the Judge chose to give Reggie a conditional sentence. I have to say
Now, the legal issues. I had been charged with possession of cocaine (20 grams) with intent to traffic in May
[Editors Note: Reggie enters Rehab in 1998. While in rehab, inmates are asked to write their life stories and how
Reg started to write a daily journal during this period, which continued through his incarceration in Sleepy Hollow Jail June
… Severely depressed, and feeling that I just could [not?] handle life at the time I asked to be committed
The following are some notes on Reggie’s thoughts on AA treatment … “If you want to sit around and talk
So I returned to Talbot House and life went on pretty much as it had during the past few weeks.
What Reggie Was Facing The discovery of approximately 20 ounces of cocaine made this a very different situation from many
While reviewing documents connected with Reggie’s later incarceration and parole, I came across this RCMP summary of his previous criminal
Police stakeout Reg & tap his phone Unbeknownst to Reg, the RCMP had launched an investigation into his drug activities,
Reggie’s business had been struggling for quite a while. When he first opened Days of Wine and Beer, it did
In the fall of 1997, Reg had his license suspended for 3 months. I believe that this was because he had
Rationing the Heroin On one of my trips, (Nov 11, 1996), after I’d picked up my bag/ounce, I decided I’d
During the years when Reggie’s heroin addiction was becoming increasingly serious, he was diagnosed with hepatitis C. For our family,
Editor’s note: By this point in Reggie’s story, his use of heroin had developed into a serious addiction. In “My
1997 Editor’s Note: After surviving an overdose on February 2, Reggie spent time in hospital and then went through detox
“Woke up surrounded by paramedics. I’m not sure if this was the beginning or the ending of the worst/ month
Days of Wine & Beer opened in Charlottetown in 1992. Reggie had identified a need that wasn’t being served by
After trying several different directions in Toronto, Reggie eventually turned to a field that combined his aptitude for electronics with
Reggie loved to travel. During the years when he had money to spend, he travelled extensively in Canada and also
July 1993 Reggie and Jean Get Married In the summer of 1993, Reggie and Jean were married at the Curling
1988 Around the same time that Reggie was establishing a home and beginning life as a father, another part of
When spring arrived, Reggie returned to Prince Edward Island. His first attempt at starting over in Toronto had been relatively
While working and living in Toronto, Reggie continued trying to find a career that suited him. One of the directions
While Reggie was trying to establish himself in Toronto, something happened that would change his life permanently. He learned that
By 1987, Reggie was living in Toronto and trying to establish a life for himself. His own year-by-year account of
After the university drug bust, there was considerable pressure from our family for Reggie to stop dealing drugs and find
After Reg had served some time in Jail, his case was reviewed, and he was recommended for Day Parole, in
February 1982 – In the second year, I pretty dropped most of my courses and focused on selling drugs. Too
Editor: After being expelled from university residence following his drug arrest, Reggie moved illegally into a residence room shared by
1984 – After I finished high school, I went to University – St. Mary’s University in Halifax, Nova Scotia. I
A couple days after the “Big Bust”, my father took the step that would change his life and agreed to
December 30, 1980 – The “Big Bust” is the family term, for that day – his later busts were bigger,
Reggie Really Disliked His Principal The things Reggie did in high school to torment his teachers and principal became legendary
Reggie had been a good student throughout elementary school, which in Souris included Grades 1 through 8. He began experimenting
Looking back more than forty years later, I think that afternoon in Montreal was one of the turning points in
Hashish (“hash”) was common in the drug culture Reggie encountered while he was still very young. It became part of
For a couple of summers, our Montreal cousin, Mike, had been coming to Prince Edward Island with increasingly large quantities
Reggie Volunteers to Pick up the Mail This is one of those stories that still makes me grin and shake
Even at this relatively early stage, Dad was becoming seriously concerned about where Reggie was heading. The stealing, drugs and
I think it may have been a year later, I was in our basement and went into Reggie’s room. One
I’ve always been interested in making money and causing trouble. I was around twelve years old when I “went bad”.
“The Shed” had originally been a playhouse or small cabin built for my aunt. Reggie took over this innocent little
The MacDonald family diaspora extends across Canada, and every summer some of our first cousins from Montreal would come to
Reggie’s involvement with drugs appears to have begun around the time he entered high school—Grades 9 through 12 in Souris.
Reggie was like many kids of his era: a big fan of the major rock bands of the 1960s and
He had a twisted sense of humour hose who knew Reggie knew that he could be very funny. We both
To understand Reggie, it helps to understand the place where he grew up. Souris is a small town at the
Reggie and our father had a complicated relationship. They could be in serious conflict, particularly as Reggie’s drug use and
Reggie often compared drug dealers to the rum-runners of Prohibition. When he did, I believe he was thinking in particular
Jim MacDonald, Reggie’s father, wrote this account after the recovery operation concluded. It is his recollection of Reggie’s life, the
Editor: Reggie wrote “The History of Me” while he was in treatment, but his account ends in 1996. His story
1966 Born in Souris Hospital. 2 brothers, 1 mother, 1 dog. 1967 cried and slept a lot 1968 don’t remember
Good things have been said about me, and bad things have been said about me. I’d like to say that
I was born like most other babies, in a hospital way back in 1966. I don’t recall much about this