A number of years ago, then-councilor (now Premier Doug Ford) appeared alongside his brother, the late Rob Ford in their YouTube series “Ford Nation” to discuss Rob’s recent appearance on the late night talk show Jimmy Kimmel Live!. While the Ford brothers claimed Rob’s appearance was to promote tourism to the city of Toronto, most people knew that this was likely a continuation of Kimmel’s running segment on Ford’s public antics as “the crack smoking mayor of Toronto”1. In the Ford Nation clip, Doug Ford said:
“…I’m sure you’re going to be listening to this, Jimmy. Rob is a great guy because he always helps the underdog like yourself. You know, you’re a little lower in the [totem pole], you know the ratings against Jimmy Fallon, and we gave him a boost, Rob! Let’s face it!”

Now calling Kimmel an ‘underdog’ in 2014 was kind of a dick-move. At this point in his career, Kimmel had already hosted the Emmy awards and f*cked Ben Affleck,2 so while he wasn’t necessarily doing Colbert Report numbers, he wasn’t exactly struggling to make rent either. However, what I find interesting about this interview is the Ford brothers’ fixation on underdogs, and the importance of using their influence to help out the little guy. It’s an idea that forms the bedrock of the Ford family narrative that Doug Ford carried into his premiership.
It’s also a lie.
During his first one hundred days in office alone, Premier Doug Ford cancelled Ontario’s basic income pilot, cancelled a minimum wage increase, and rolled back pharmacare. He would go one to cancel rent control on new builds, allowing monthly rents to increase at three-times the annual rate of change compared to the period from 2000-2017, while real wages stagnated. To those who reluctantly followed the antics of Doug Ford on Toronto City Council, these changes shouldn’t have come as a surprise. Austerity, delivered with all the charm and subtlety of a high-school bully shaking you down for lunch money, is a constant through line of Doug Ford’s economic philosophy. And yet, in spite of all evidence to the contrary, the man insists on seeing himself as a good neighbor to his fellow underdogs-in-need.
While it may feel like our premier lost sight of the struggles facing every day Ontarians, I feel confident saying that this is not the case. In order to lose something you must have had it to begin with, and Doug Ford has never known the struggles of real people because Doug Ford has never lived in the real world. Doug Ford grew up in Ford Nation, and that is a far cry from the relatable every-man narrative he likes to propagate at campaign rallies.

Source: https://www150.statcan.gc.ca/t1/tbl1/en/cv!recreate.action?pid=3410013301&selectedNodeIds=1D106&checkedLevels=1D1,1D2,2D1&refPeriods=20000101,20240101&dimensionLayouts=layout2,layout3,layout2,layout2&vectorDisplay=false. Date Accessed: 14-Sep-25. Calculations are my own.
Premier Doug Ford is the son of Douglas Bruce Ford, a shrewd and capable entrepreneur born in Toronto in the midst of the Great Depression. Doug Senior was the youngest of nine children (two of whom died young), raised by a single immigrant mother following his father’s death. He was by all appearances, a hard-working and ambitious kid. As an adult he founded the successful Deco Labels & Tags Limited, two years before Douggie Jr.’s birth. He would later leverage both his origin story and business acumen to enter provincial politics, representing the Etobicoke-Humber riding in the Conservative party under Mike Harris, though he didn’t last long. The riding was eliminated shortly after he won, and Doug Sr. was forced to compete with fellow Conservative Chris Stockwell for the newly created riding of Etobicoke-center. Stockwell won, but Ford Sr. retained sufficient influence within the party to score his son Rob a position in Harris’s office after the latter dropped out of Carleton University, just as he scored Douggie Jr. a cushy job in daddy’s business when he dropped out of Humber college.
To be clear, there’s nothing inherently wrong with dropping out of college. If you don’t like your program or it’s not what you expected, it’s probably wise to drop out before your student debt piles too high so you can figure out what you want to do. There’s also nothing necessarily wrong with leveraging personal connections to advance your career. Networking is a skill and I myself landed a part-time gig at a department store following a good word from my older sister. However, it’s important that men like Douggie jr. recognize that a career boost of this magnitude is not normal. Most students who drop out find themselves bussing tables and saving pennies in a desperate bid to get their careers back on track. Ford, in contrast, seems to be working under the delusion that he walked into Deco Labels a self-made man, and has carried that blissful ignorance into his premiership.
Let’s be real: A handout is a handout, whether you receive it from your dad or your government. The only difference is it’s much easier to score a family handout when your family already has money to begin with. That’s one of many reasons why when Douggie jr. goes on a racist diatribe against First Nations, accusing them of “coming hat in hand all the time to the government”, it comes off as – well, racist, but also tone deaf, considering he received the kind of handout from his father that most actual graduates can only dream of. It’s also a piss-poor government strategy as if you base policies on circumstances that only apply to the 1%, you are definitionally leaving the other 99% behind.

It’s made worse by Ford’s rationale for leaving college, arguing that he “was bored silly in the lectures”. Of course he was. Everyone is bored in their first year. Your first year is meant to establish a learning foundation that you can apply to more complex topics and analysis as you progress through your studies. It’s hard to discuss the merits and deficiencies of ‘lean manufacturing’ on Lububu production if you don’t know what ‘lean manufacturing’ is. Yes, it’s often boring, but – and I can’t believe I have to say this – college isn’t Disney World. It has no obligation to entertain you.
In many ways, your first year is your opportunity to prove to prospective employers that you have the tenacity to stick out the less glamorous ‘grunt work’ that comes with being an adult. Leadership isn’t just ribbon-cutting and cocktail parties, it’s hours upon hours discussing policy, reviewing operational strategy, assessing risk, developing contingencies, and generally reviewing work so dense your eyes will bleed, but they are necessary to ensure that your program is a success. Many students pass this test because the stakes are higher. There’s no cushy job in daddy’s business waiting for them if they drop out, just a mountain of student debt and no means to pay it back. Douggie jr. failed because he never had to prove himself to begin with, and now we’re all failing with him.
To be clear, there’s nothing inherently wrong with having privileged upbringing. Lots of families are rich, and they shouldn’t torch their savings for the express purpose of making their kids suffer.3 However, a true leader engages in earnest self-reflection on how their privileged upbringing influenced their opportunities and critically, uses their privilege to lift others up. Douggie jr. can’t do that because that would require a substantial rewrite of his origin myth. It would require him to accept that he’s not an underdog and he’s certainly not lifting people up. He’s a bully, exploiting his resources and connections to benefit the one-percent-ers while holding the rest of the province back.

All this brings me back to Kimmel. Since Trump’s inauguration back in 2017, Kimmel has been – to varying degrees – a thorn in the current president’s side. He called President Trump out on his failure to respond to school shootings, mocked his criminal convictions, and in a truly remarkable example of giving-a-boost-to-the-underdog, famously took out a billboard indicating he was voting for Stephen Colbert for an Emmy when the latter was let go – apparently for budgetary reasons but likely for his own anti-Trump politics. Later on, when Kimmel himself was temporarily fired after the Trump administration wildly mischaracterized a joke and used it as pretext to pressure ABC to fire him, scores of true underdogs called their providers and cancelled their Disney+ subscriptions in protest.
Now, I don’t know Kimmel’s origin story. It’s entirely possible that he’s a college dropout who secured a late-night hosting gig through his father’s wealth and connections. God knows Hollywood is teeming with nepo-babies so he wouldn’t be the first. A cursory skim of his Wikipedia page would confirm his origin story but the truth is Kimmel’s never given me cause to look it up. Regardless of how he obtained his influence, he’s using it to lift others up, and at the end of the day, that’s all we can ask of anyone.
The reason I highlighted Doug Ford’s privilege is to show the blatant hypocrisy of Doug Ford and Ford Nation. The Fords are not underdogs, and they’ve certainly never advocated for them. When Doug Ford cancels both a minimum wage increase and rent protection, he’s not an every-man looking out for underdogs like landlords and managers. He’s a spoiled nepo-baby, exploiting his father’s wealth and legacy to push true underdogs down.
- I’m referring to “the crack smoking mayor of Toronto” as this expression was widely reported in the media at the time and seems to encompass the many legal, political, and public relations scandals that plagued Rob Ford’s final months in office, as well as the tone that many pundits took when discussing it. Having said that, substance abuse is real and serious. While I disagreed with the late Rob Ford’s policies, I am truly sorry he spent his final years battling addiction. ↩︎
- allegedly. ↩︎
- Quick aside, there is a lot of evidence that the children of privileged parents are less adjusted and less able to handle the pressures of managing business, which is one of the reasons that they tend to squander their inheritance within a few generations. However, that topic deserves its own article so let’s park it for now ↩︎





















