Jay Gillespie
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jaygillespie37.bsky.social
Jay Gillespie
@jaygillespie37.bsky.social
39 followers 47 following 89 posts
Writer, singer-songwriter, historian - Boston/Cape Cod. Journeys with Jay on Substack. journeyswithjay.substack.com
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jaygillespie37.bsky.social
journeyswithjay.substack.com/p/the-best-a...
THE BEST ACCIDENTAL RELATIONSHIP I HAVE EVER FALLEN INTO
I had not planned to get a dog.
journeyswithjay.substack.com
December 27, 2025 at 1:49 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/the-best-a...
THE BEST ACCIDENTAL RELATIONSHIP I HAVE EVER FALLEN INTO
I had not planned to get a dog.
journeyswithjay.substack.com
December 27, 2025 at 4:07 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/christmas-...
CHRISTMAS IN EAST BRIDGEWATER, A RETROSPECTIVE
The earliest Christmas memories I have are in the small town of East Bridgewater, Massachusetts, in our first house on 48 Walnut Street.
journeyswithjay.substack.com
December 25, 2025 at 5:09 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/a-tranquil...
A TRANQUILITY THAT IS SPECIFIC TO CAPE COD
When I was a kid my family couldn’t afford to take fancy vacations.
journeyswithjay.substack.com
December 20, 2025 at 12:19 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/vermonts-l...
VERMONT’S LIBERTY HILL FARM & INN, WHERE YOU DON’T HAVE TO WAIT FOR THE COWS TO COME HOME
There is something about a Vermont farm.
journeyswithjay.substack.com
December 14, 2025 at 9:07 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/a-good-son...
A GOOD SONG IS A GOOD SONG, UNLESS IT’S NOT
As Boston guitar player Jim Foster once told me, “A good song is a good song,” regardless of what decade the song is from.
journeyswithjay.substack.com
December 8, 2025 at 2:01 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/the-more-i...
“THE MORE I SEE YOU” M*A*S*H - 2/10/76
About a year ago we decided to park ourselves in front of the television to watch some old episodes of M*A*S*H. Having to entertain ourselves with the four that happened to be showing on MeTV that eve...
journeyswithjay.substack.com
December 4, 2025 at 12:05 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/cotuits-vi...
COTUIT'S VILLAGGIO - FINE DINING WITH A SIDE OF CAPE COD HISTORY
Cape Cod has no shortage of historic buildings from Barnstable’s Sturgis Library, the old Nauset Lighthouse, the culturally significant Kennedy Compound in Hyannisport, and even the “Big House” on Win...
journeyswithjay.substack.com
November 30, 2025 at 3:22 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/thanksgivi...
THANKSGIVING WITH THE MURPHYS - STONEHAM, MASS 1970s
It always seemed to be a ritual for us decades ago, heading up to the town of Stoneham just north of Boston to spend Thanksgiving with our cousins, the Murphys.
journeyswithjay.substack.com
November 27, 2025 at 10:47 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/a-conversa...
A CONVERSATION BETWEEN KERRY KENNEDY AND CHRIS MATTHEWS - LESSONS FROM BOBBY - TEN REASONS ROBERT F. KENNEDY STILL MATTERS
This past Friday, the day after what would have been Robert F.
journeyswithjay.substack.com
November 23, 2025 at 5:45 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/a-music-jo...
A MUSIC JOURNEY, WITH JAY
I was completely intrigued by my older sister’s guitar when I was a little kid and her regimen of guitar lessons that took place at our house.
journeyswithjay.substack.com
November 16, 2025 at 5:51 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/the-weeken...
The Weekend of November 9, 1984
“Of all ridiculous things the most ridiculous seems to me, to be busy.” - Kierkegaard
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November 9, 2025 at 12:04 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/being-a-lu...
BEING A LUTHIER IS A LABOR OF LOVE FOR GARY TAFT
“Find a job you enjoy doing, and you will never have to work a day in your life,” words that are attributed to Mark Twain, and a philosophy that has become the driving force behind the daily routine o...
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November 2, 2025 at 8:13 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/with-the-c...
WITH THE CLOSING OF SOME RESTAURANTS, COMMUNITIES LOSE MORE THAN WHAT'S ON THE MENU
Restaurants aren’t always just places to eat.
journeyswithjay.substack.com
October 30, 2025 at 10:30 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com This week: WITH THE CLOSING OF SOME RESTAURANTS, COMMUNITIES LOSE MORE THAN WHAT'S ON THE MENU
Journeys with Jay | Jay Gillespie | Substack
Slowing down the pace of America. Click to read Journeys with Jay, by Jay Gillespie, a Substack publication with hundreds of subscribers.
journeyswithjay.substack.com
October 26, 2025 at 5:08 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/with-the-c...
WITH THE CLOSING OF SOME RESTAURANTS, COMMUNITIES LOSE MORE THAN WHAT'S ON THE MENU
Restaurants aren’t always just places to eat.
journeyswithjay.substack.com
October 26, 2025 at 1:50 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/dancing-on...
DANCING ON THE CEILING BEFORE LAST WEEKEND’S NOR’EASTER
James Taylor sang about it nostalgically in the song Up on the Roof as did Billy Joel in Half a Mile Away. But being on top of the house is my least favorite place to be as a homeowner. Last weekend’s...
journeyswithjay.substack.com
October 18, 2025 at 5:05 PM
jaygillespie37.bsky.social
CROSSING PATHS WITH CELEBRITIES WHILE WORKING IN HOTELS - Journeys with Jay on Substack. Free to subscribe and always free to read. Come along for the ride! journeyswithjay.substack.com
October 15, 2025 at 9:51 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/crossing-p...
CROSSING PATHS WITH CELEBRITIES WHILE WORKING IN HOTELS
I worked in hotels for the better part of fifteen years beginning in 1988, initially at the smaller Sheraton Tara Hotel in Braintree, Massachusetts, and then moving on to the much larger Marriott in B...
journeyswithjay.substack.com
October 13, 2025 at 6:03 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/red-sox-lo...
RED SOX LOSS IN NEW YORK COMES WITH A TOUCH OF OPTIMISM
This week marked the end of another Red Sox season, a chronology of postseason dramas that many New England fans consider to be momentous.
journeyswithjay.substack.com
October 6, 2025 at 12:04 AM
jaygillespie37.bsky.social
Journeys with Jay on Substack. Free to subscribe and always free to read. Come along for the ride! journeyswithjay.substack.com
October 4, 2025 at 9:31 PM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/putting-my...
PUTTING MY MEMORY ON AUTO
When we were kids, old friend Pete Dutcher and I prided ourselves on keeping an eye out for old classic cars.
journeyswithjay.substack.com
September 29, 2025 at 12:01 AM
jaygillespie37.bsky.social
journeyswithjay.substack.com/p/not-just-a...
NOT JUST ANY DAY IN THE CITY OF BOSTON
Twenty-four years ago on the morning of September 11, 2001, I was living in the North End of Boston at 17 Cooper Street, happily existing in the city in a subterranean garden level apartment of minima...
journeyswithjay.substack.com
September 18, 2025 at 9:03 PM
jaygillespie37.bsky.social
Journeys with Jay on Substack. Free to subscribe and always free to read. Come along for the ride! journeyswithjay.substack.com
September 16, 2025 at 10:15 AM
jaygillespie37.bsky.social
Journeys with Jay on Substack. Free to subscribe and always free to read. Come along for the ride! journeyswithjay.substack.com
September 16, 2025 at 10:12 AM