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Bruce Dowbiggin

RIP Rob Bennett: The Promoter, The Pirate, My Pal

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Robert Bennett: 1952-2023

This is a column I hoped I’d never have to write. But my best friend Rob Bennett has lost his fight with ALS. And my life has a void that can’t be filled. Most people know Rob as one of the country’s top music promoters for more than 35 years. From James Taylor to Robin Williams to Raffi my pal knew them all. One night he even threw snowballs with Bruce Springsteen atop Mount Royal .

My own memories of the man are more personal. We met as U of Toronto students working the 1974 Christmas season at the LCBO on Dupont at Huron. These were the days where patrons filled out a coupon and we runners fetched their order in the back of the store. This gave us lots of time to chat about sports, music, politics and wine. If there’s anyone who was more of a cultural clutter box than me it was Rob.

He told me he was working at the Victoria College coffeehouse Wymilwood, doing gopher work for The Bernies— Fiedler & Finkelstein— who owned True North Records and managed the iconic Riverboat in Yorkville. They also managed, among others, Bruce Cockburn and Murray McLauchlan. It all seemed like exciting stuff.

Xmas ended, and we went separate ways. When we next ran into each other I was at the U of T Student Housing service looking for a place for me and my girlfriend at the time. As I pursued the board I saw this guy posting an opening for a place on Albany Avenue. It was Rob. In no time flat I was installed as the third occupant of Mr. Rosen’s walkup rental. It became pizza boxes, newspapers and rotating Dowbiggin roommates for several years.

By this point Rob was getting more and more work from the Bernies. And more releases from the record companies. One day I remember him dashing into the living room, insisting I listen to this hot new record. It was “You Make Me Want To Be” by Dan Hill, who’d been a waiter at The Riverboat. As ever, Rob’s enthusiasm was infectious, and he played the 45 over and over. Another night in 1977 it was Fleetwood Mac’s game-changing Rumors, as we were awed by the new clean, crisp California production sound it represented.

When living in the Albany walkup got to be old, Rob and I took off to his grandmother’s now-vacant bungalow across from Taylor Creek Park in East York. My girlfriend was gone, but Rob was now installed with Lesley, his longstanding girlfriend at the time, and my two cats in our Three’s Company takeoff. For some strange reason he objected to the half-eaten rabbits, birds, snakes and critters my cats brought in each morning.

Having moved from the downtown Rob bought himself a used Renault to get around town. Typically he did zero maintenance on the car as he travelled on tour. One day I heard noises coming from under the hood. I propped it open. Squirrels had moved in. Another time an open basement window allowed a skunk to vaporize our basement for two weeks. It was pure bachelor stuff.

We were also political junkies. I recall us watching the provincial Liberal convention that elected unknown Stuart Smith as (star-crossed) leader in 1976. We saw Smith’s election as transformative. We were wrong. A born and bred Ontarian— Rob never lived outside the GTA— he liked to colour inside the political lines. I was more inclined to contrarian views— which became more pronounced as I settled into Alberta.  His political bent made him conversant with the young student politicians at U of T Student Council (SAC). Rob was a mentor and a friend who gave them a touch of the big time.

I finished my degree, edited the student paper at what was then Erindale U of T campus, and had a play produced at Tarragon Theatre’s writer’s workshop. Then I headed off to travel around the world in 1976-77. Rob, meanwhile was getting more independence from The Bernies. He’d worked a deal with SAC to promote shows at Convocation Hall. I’ll never forget his fledgling show with the late Steve Goodman. We were so excited for him. After the show we were invited to Gordon Lightfoot’s place where I ended up at Gordon’s dining room table examining blueprints for his new yacht with him. It was great to be young and alive, and Rob was bringing us along for the ride.

The unique thing about Rob was his eclectic taste. He loved the music as much as the action of betting on which acts would sell. While CPI did the megastar arena shows at Maple Leaf Gardens, Rob stuck to more intimate venues like Con Hall and Massey Hall. His roster of acts was so diverse. John Prine, Pat Metheny, Tom Waits, Lyle Lovett, J.J. Cale, John Hiatt, Ry Cooder, Maria Muldaur, the McGarrigles, Leon Redbone, Levon Helm, Steeleye Span, George Thorogood, Peter Tosh, Jesse Cook, the Gypsy Kings and so many more were on the bill. Fans knew it was more than a payday when Rob presented. It was always a musical event of acts Rob wanted the public to know.

His onstage intros for the acts— the bearded guy in the beret— and his chiding customers about smoking in the bathrooms were vintage Rob. (Once he let me introduce Jay Leno who rode his motorcycle onto the stage!) So was the affection from the young people at SAC who worked with Rob and got the frisson of showbiz in addition to running student government. (I know this sad news will touch a community of SAC hacks who still revere him.)

In 1983 he stood up as best man at my wedding in the backyard of my parents’ home in Burlington. He was the sound recorder, but 30 seconds in the technical demons switched everything off, committing the ceremony to the “oral tradition”. We thought it might convince him to tie the knot himself, but he somehow managed to avoid matrimony till Mary got him to do the deed last year. I guess we shouldn’t have been surprised as Mary also got him to ski in his 60s.

Eventually he rose the ladder of concert promoters in the country, taking tours across North America with the superstars. For a time he promoted the big summer shows at Molson Amphitheatre. In the winter, it was the O’Keefe Centre/ whatever-its-name-is-now. He’d bring you backstage to meet Robin Williams, Paul Simon, James Taylor, Mick Jagger, KD Lang, Stephen Page, Lucinda Williams. One Sunday night he called me up late to join him for dinner with a guest— who he couldn’t identify. I protested it was too late, and I was tired after doing two shows a day for CBC Toronto. I passed. Missing dinner with Bruce Springsteen.

After years of rubbing shoulders backstage with the stars Rob’s real joy seemed to come from the fine wines he brought backstage after the concert. Many a night as fans and hangers-on mobbed the act, Rob and I sipped a Mollydooker or a Lewis Cab in the corner of the dressing rooms. We were always comparing notes on our latest purchases. Me with U.S. futures, Rob with the latest LCBO treasures. In his spare time Rob began hosting dinner parties at home in Orangeville where he would lead tastings while his beloved partner Mary produced the food.

We also shared a passion for golf. I joined Weston G&CC while he became a ClubLink member at Grandview near his second home, the cottage on Bigwin Island. Despite his short stature, Rob could smash his driver through the many rocky outcrops  at Grandview. He also became legendary among the members at the club for his explosive laugh that reverberated around the entire course.

They nicknamed him The Pirate for his booming Robert Newton laugh and even created an annual tournament in honour of his signature braying. Players wore eye patches in tribute. We liked to call him the hedgehog after his adventures in the rough during our Florida trips.

After golf we’d retire to the cottage to sip wine and debate politics. Unlike so many people these days, political or cultural differences never interfered with Rob’s friendships. He was the most loyal friend to my family, which designated him the sixth Dowbiggin brother. At my father’s memorial service he brought a vintage Cheateau Beaucastel, because my father and mother had visited the winery. You could tell him anything knowing it would (almost) never be repeated. That’s why the acts respected him. What happened backstage stayed backstage.

In our earlier days it was the girls and women we dated, as he teased me about my first-date playlists of Hall & Oates or Boz Skaggs. After I met Meredith in Montreal, we’d compare golf handicaps. As our careers flourished we’d share our satisfaction over his celebrated sell-out concerts, my Gemini Awards and the compelling people we’d met.

As Meredith and I started our family in 1985 with the arrival of our son Evan, Rob became Uncle Rob to our three kids in a five-year window. Not the most paternal fellow himself, he was a great uncle to the kids. In his Raffi days he was godlike. For Evan, our eldest, the pinnace was a backstage meeting in Calgary with John Prime, who autographed Bruised Orange for him.

We were so pleased how Mary’s children Robin and Will came to accept Rob in their lives. And he (belatedly) adopted a parental streak. He was as proud as anyone when Robin was married beside the Ottawa river in Hudson, Quebec. And he played the annoyed parent whenever Will acted like a teenager. It was precious. Lately he became a doting step-grandfather even as ALS took its hold on him.

One of Rob’s signatures was to arrive just in time for dinner. Since our moving west in 1999, getting together with Rob and Mary was less frequent. He often lamented that we couldn’t drop by each other’s homes on a whim or tee up a weekly golf game at Weston or a ClubLink course. But we made time for winter golf in Florida, where during one round Rob absent-mindedly twice stepped over what he thought were logs on a golf course looking to find some Titleist Pro Vs. The logs turned out to be alligators. He still couldn’t see what the fuss was about.

In spite of the great venues and great acts he staged Rob might have been most at home on Bigwin Island in the rocky cliffside cottage he’d purchased. Riding back and forth to the shore in his pontoon boat he felt himself the quintessential Ontario gentleman as he pointed out Shania Twain’s compound or the home of the GolfTown co-founder or the stately Bigwig resort. For an adopted kid who procrastinated about so much, the cottage was a definitive statement about how far he’d come since Norm and Glenna brought him to their home in Willowdale in 1952.

It’s hard to put value on a friendship, but if I was asked to capture our own bond it would be how it helped us grow as men. I can remember us walking one perfect Florida night near my parents’ winter home and saying in astonishment, “Who ever thought we’d get this far when we met at the LCBO in 1974?”  As we all reflect on his impact, that is how I’ll remember Rob, a vital life force with his big laugh and a corkscrew in hand. And a man we can never replace. Good night, my friend. Take a bow in heaven with John Prine.

“Our revels now are ended. These our actors, As I foretold you, were all spirits and Are melted into air, into thin air:”

BRUCE DOWBIGGIN Award-winning Author and Broadcaster Bruce Dowbiggin's career is unmatched in Canada for its diversity and breadth of experience . He is currently the editor and publisher of Not The Public Broadcaster website and is also a contributor to SiriusXM Canada Talks. His new book Cap In Hand was released in the fall of 2018. Bruce's career has included successful stints in television, radio and print. A two-time winner of the Gemini Award as Canada's top television sports broadcaster for his work with CBC-TV, Mr. Dowbiggin is also the best-selling author of "Money Players" (finalist for the 2004 National Business Book Award) and two new books-- Ice Storm: The Rise and Fall of the Greatest Vancouver Canucks Team Ever for Greystone Press and Grant Fuhr: Portrait of a Champion for Random House. His ground-breaking investigations into the life and times of Alan Eagleson led to his selection as the winner of the Gemini for Canada's top sportscaster in 1993 and again in 1996. This work earned him the reputation as one of Canada's top investigative journalists in any field. He was a featured columnist for the Calgary Herald (1998-2009) and the Globe & Mail (2009-2013) where his incisive style and wit on sports media and business won him many readers.

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Bruce Dowbiggin

Are the Jays Signing Or Declining? Only Vladdy & Bo Know For Sure

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We were watching the Los Angeles Dodgers home opener on Thursday. The defending World Series champs came from behind to beat Detroit 5-4. The big hit was a three-run homer from a player named Teoscar Hernandez off AL Cy Young winner Tarik Skubal

If that name sounds familiar, Teoscar was a Toronto Blue Jay from 2018-2022. He pounded 121 homers in the span as part of the Jays’ order. But when Toronto decided it needed bullpen help he was traded to Seattle in 2022 for pitchers Erik Swanson and Adam Macko. While Swanson has battled injuries and Macko is no-go, Hernandez keeps pounding the ball.

In his one year in Seattle he had strikeout problems but did hit 26 homers with 93 RBIs. In the winter of 2023-24 he signed as a free agent with the aforementioned Dodgers. Batting behind Shohei Ohtani he launched 33 homers and 99 RBIs. He won the All Star Home Run Derby. His key hit in Game 5 of the World Series propelled L.A. to the title. The stacked Dodgers liked him enough to give him a three-year, $66 million contract.

Why are we telling you this? Because the Blue Jays also started their 2025 season at home, matched against the Baltimore Orioles. And while there are reasons to believe the Jays will not replicate their 74-win disaster of 2024, there remain the old bugaboos of injuries and pitching. In the four games against the division rivals they need to beat, Jays’ pitching gave up 24 runs while scoring 18—nine of them in one game.

The splashy acquisition of 40 year old HOF pitcher Max Scherzer has already gone sideways as a bad thumb has put him on the IL. The new stopper, Jeff Hoffman, was rejected on medical grounds by two other teams before Toronto’s money made him healthy. The rest of the bullpen— a disaster in 2024— got off to a rocky start with Orioles hitters playing BP against them. They’ve already DFA’d one pitcher and called up two more from the minors. The re-made pen performed well in Game 4, but how it holds up in their next 158 games is a mystery.

On offence, while their rivals in Boston and New York added sexy pieces to their rosters the Jays were only able to acquire veteran switch-hitting Baltimore slugger Anthony Santander. More typical of their other signees is ex-Cleveland 2B infielder Andres Giminez who in 2023 had the lowest average exit velocity of all AL batters (84.8 mph), and led the AL in percentage of balls that were softly hit (21.7%). He does play a slick second base.

The winter story line for the Jays offence was what to do about Vladimir Guerrero Jr. and Bo Bichette, the erstwhile star-dust twins who were— along with Cavan Biggio— supposed to guarantee titles when they emerged in 2019. Biggio is gone, so the other two carry the credibility of the management team of Mark Shapiro and Ross Atkins. From the outside the Jays seem paralyzed to act.

While the Jays dithered, the price for players like Guerrero and Bichette soared. Using Juan Soto’s Mets $765 M deal as a yardstick Guerrero turned down a Jays offer of just under $600 M, saying he was done talking during the season. If Shapiro/ Atkins had anticipated the market Guerrero would have cost a lot less in 2023-24. If there is no progress by the trading deadline the Jays will be forced to get what they can in a trade.

Shortstop Bichette— a gifted player who battled injuries in 2024—is likewise up for a new deal. He has started strong in 2025 and would command a handsome return in a trade. He says the Jays are waiting to see what happens with Guerrero first.  Having sold the pair for years to their loyal fans, having to trade them will be a massive PR blow. And while Jays’ national audience can be an advantage, having a whole country pissed with you is devastating.

The rest of the secret sauce for a Toronto comeback revolves around one of their hitting prospects taking a step forward. Any/ all of Will Wagner, Alan Roden, Addison Barger or Leo Jimenez can have a job if they show their bats are for real. Otherwise Shapiro and Atkins will hope that Dalton Varsho, George Springer and Alejandro Kirk can find a little magic in their aging bats.

A failure to retain talent may prompt fans to recall that Rogers decided that Shapiro and Atkins, who dumped Teoscar, were worthy replacements for the previous GM who’d walked away. The man Schneider and Atkins were hired to improve upon— Canadian Alex Anthopoulos— has made the Atlanta Braves a dominant team. Since AA moved to Atlanta they’ve won 90, 97, 38 (Covid year), 88, 101, 104, 109, 89 games. They’ve won a World Series and two other playoff series. They won six straight NL East titles before injuries sank them last year.

The Braves have developed young everyday superstars like Ronald Acuńa Jr. who don’t get picked off second base. They have built a pitching staff largely from within, not splashy FA signings. They have swagger without cockiness. They are set for years to come.

The Blue Jays? Since AA left they’ve won 73, 67, 32 (Covid), 91, 92, 89, 74 games. They’ve won zero postseason games while missing the playoffs in four seasons. The players they traded are starring for other teams in the postseason. They are again employing an inexperienced company guy as manager.

While it’s true that the sun can’t shine on the same team every day, Jays fans believe it would be nice if the great orb would find their club as it did back in the 1992/93 World Series days. Instead of the reflected glory of past stars winning for other teams. Patience is thin. And time is ticking.

Bruce Dowbiggin @dowbboy is the editor of Not The Public Broadcaster  A two-time winner of the Gemini Award as Canada’s top television sports broadcaster, his new book Deal With It: The Trades That Stunned The NHL And Changed hockey is now available on Amazon. Inexact Science: The Six Most Compelling Draft Years In NHL History, his previous book with his son Evan, was voted the seventh-best professional hockey book of all time by bookauthority.org . His 2004 book Money Players was voted sixth best on the same list, and is available via brucedowbigginbooks.ca.

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2025 Federal Election

Chinese Gangs Dominate Canada: Why Will Voters Give Liberals Another Term?

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There’s an old joke that goes, the Japanese want to buy Vancouver but the Chinese aren’t selling. Glib, yes. But with enough truth— Chinese own an estimated 30 percent of Vancouver’s real estate market— to pack a punch; Especially in this truncated rush to anoint Mark Carney PM before anyone finds out exactly who’s his Mama.

The advertised narrative for this election is Donald Trump’s vote of no confidence in the modern Canadian state. A segment of Canadians— mostly Boomers— see this as intolerable foreign interference in the country’s sovereignty. So rather than look inward at why Canada’s closest partner is fed up with them the Liberal government has chosen a pep rally rathe than any uncomfortable questions.

Namely about Chinese interference in Canada’s politics, the distortion of real-estate prices in Canadian urban markets, the exploitation of banking and the thriving drug trade that underpins it all. And how it’s driving a wedge between generations in the nation. As we like to say, Canada’s contented elites have been sitting in first class for decades but only paying economy.

They’d like you to forget insinuations that Canada is a global money-laundering capital. Better to blame Trump for the “willful blindness” that has Americans and others losing trust in Canada to keep secrets and contribute its fair share tom protecting against the growth of China. (The same geopolitical concern that saw Trump kick the Chinese out of the Panama Canal Zone.)

Thanks to the diligent reporting of journalist Sam Cooper and others we know better. And it’s ugly. An estimated trillion dollars from Chinese organized crime has washed through Canada since the 1990s. They’ve used underground banks and illegal currency smuggling to circumvent the law. They’ve bribed and intimidated. And they’ve poisoned elections.

This penetration of the culture/ economy by well-organized Asian criminal gangs have been around since the 1990s, but under Trudeau they hit warp speed. By the time Trump inconveniently raised the issue of border security in January, Canada’s economy could fairly be characterized as a real-estate bubble with a drug-money-laundering chaser.  The Chinese Communist Party now operates “police stations” in many Canadian cities to supervise this activity and report to Beijing.

In his 2021 book Willful Blindness (and subsequent reporting) Cooper patiently records this evolution with brazen Asian gangs using casinos in BC and Ontario as money-laundering outlets to wash drug money and other criminal proceeds, turning stacks of dirty twenty-dollar bills into clean hundred-dollar bills or casino chips. (When Covid closed the casinos they used luxury mansions as private casinos.)

All financed by underground banks and loansharks. This process became known internationally as The “Vancouver Model” to help establish Chinese proxies overseas and extend the CPP ‘s reach. Hey, the real estate kingpin is named Kash-Ing. (Kaching!) It’s currently being used to buy farm properties in PEI, much to the anger of residents (who will still vote Liberal to protect their perks.)

While investigators and some authorities attempted to expose the schemes the perps were protected by compromised government officials, corrupt casino employees and the inability of courts to deliver justice. It’s why Canadians were so shocked that TD Bank was fined $3B in the U.S. for allowing money laundering. “Not us! No way! We’re Simon pure”.

Much of this money ended up in Canada’s feverish real-estate market, with vacant properties creating insane price spirals across the nation. It’s driven the inability of under 40s to buy homes— another major crisis the Liberals are trying to disguise under Mark Carney the compliant banker. Still more of the proceeds were used to build stronger drug-supply chains between Asia, Mexico and Canada— with heroin and fentanyl then distributed to the U.S. and in Canada.

Against this explosion of housing and drug debt were stories of the political influence of these gangs into the Canadian system. The sitting Canadian prime minister, who praised the Chinese form of governing before he reached the PM post, has been seen in photos with underground Asian gang figures. As were previous Liberal leaders like Jean Chretien who made no secret of his lust for the Chinese market. Chinese money was used to build extensively in Chretien’s Shawinigan riding.

Donations to Trudeau’s Montreal riding association and to the Trudeau Foundation were favourites of shadowy Chinese figures. “In just two days (in 2016), the prime minister’s (Outremont) riding received $70,000 from donors of Chinese origin, and at the same time, the government authorized the establishment of a Chinese bank in Canada,” Bloc leader Yves-Francois Blanchet said on Feb. 28.

Donations to Trudeau from all across Canada constituted up to 80 percent of the riding’s contributions that year. In May 2016, one such fundraiser saw Trudeau hosted by Benson Wong, chair of the Chinese Business Chamber of Commerce, along with 32 other wealthy guests in a pay-for-access event. The patterns exposed by Cooper finally prompted a commission by Quebec justice Marie-Josée Hogue looking into Chines interference in Trudeau’s successful 2019 and 2021 elections.

An interim report released last year by Hogue determined that while foreign interference might not have changed the outcome of Canada’s 2019 and 2021 federal elections, it did undermine the rights of Canadian voters because it “tainted the process” and eroded public trust.  So petrified was Trudeau of the full Hogue Report that he prorogued parliament for three months and handed in his resignation rather than test his 22 percent approval rating in a Canadian election. Or his luck with the courts.

Luckily for Liberals Trump came along to smoke out Trudeau and allow for the current whitewash of the party’s record since 2015 under Carney. So instead of agreeing with Washington about Canada’s corrupted economy Canadians have decided to engage in a Mike Myers nostalgia fest for a nation long gone. A nation overly dominated by its smug, satisfied +60 demographic that sits back on its savings while younger Canadians cannot get into the economy.

Reaching past the sunset media to those people is Pierre Poilievre’s task. He has a month to do so. For Canada’s long-term prospects he’d better succeed. The Chinese are watching closely.

Bruce Dowbiggin @dowbboy is the editor of Not The Public Broadcaster  A two-time winner of the Gemini Award as Canada’s top television sports broadcaster, his new book Deal With It: The Trades That Stunned The NHL And Changed hockey is now available on Amazon. Inexact Science: The Six Most Compelling Draft Years In NHL History, his previous book with his son Evan, was voted the seventh-best professional hockey book of all time by bookauthority.org . His 2004 book Money Players was voted sixth best on the same list, and is available via brucedowbigginbooks.ca.

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