Unfiltered conversations with entrepreneurs, creators, and rule breakers. This is where business meets real life. Raw stories, real lessons, and the mindset behind extraordinary success. Business Inquiries: ToryLmorton@gmail.com
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Sep 30, 2026 · 51:04
In this episode of If You Know You Know, we sit down with Richard Dias from The Loonie Hour to talk money, the Canadian economy, real estate, investing, entrepreneurship and, of…
Sep 24, 2026 · 45:39
In this episode of If You Know You Know, we sit down with Montreal entrepreneur and hospitality veteran Dillon Griffin to talk about the restaurant business, Montreal nightlife,…
Sep 17, 2026 · 39:56
In this episode of If You Know You Know, we sit down with Daniel Lo Manto, the man behind BOSSA and one of Montreal’s sandwich kings, to talk about what it really takes to build…
Sep 9, 2026 · 29:56
Will Rossy, founder of Sprouht, joins If You Know You Know to talk about what he’s learned from having conversations with people from all walks of life and what actually makes a…
Sep 2, 2026 · 55:55
Corey Shapiro, founder of Vintage Frames Company, joins If You Know You Know to talk about building one of the most recognizable eyewear brands out of Montreal and the…
Aug 19, 2026 · 28:07
Benji Greenberg spent years at Joe Beef before leaving to build Yans Deli. We talk about taking the leap, what it really takes to open a restaurant, Montreal food culture, Jewish…
Aug 12, 2026 · 1:05:04
On this episode of If You Know You Know, we sit down with Zach Macklovitch, one of the biggest names behind Montreal’s nightlife and cultural scene. Zach takes us inside the…
Aug 6, 2026 · 51:32
Join us on this week's episode of If You Know You Know as Tory sits down with Olivia Smart, 4x Spanish National Champion, Spanish ice dancer, and 2022 & 2026 Winter Olympian.…
Jul 30, 2026 · 55:44
Join us on this week's episode of If You Know You Know as Tory sits down with Montreal real estate mogul Tatiana Londono. With more than $5 billion in real estate transactions,…
Jul 16, 2026 · 44:04
Join us on this week's episode of If You Know You Know as Tory sits down with Amanda and Bianca, the founders of Collecteur, the Canadian company revolutionizing the modern…
Jul 9, 2026 · 44:09
Join us on this week's episode of If You Know You Know as Tory sits down with Jordan Shore for an honest conversation about the food, content, and culture shaping two of Canada's…
Jun 17, 2026 · 37:11
This week on If You Know You Know, we sit down with Julia Brownstein of the Brownstein family behind Browns Shoes, one of Montreal's most iconic fashion success stories. Julia…
Jun 4, 2026 · 37:03
In this episode, we sit down with renowned Montreal fashion stylist Cary Tauben to discuss his incredible career in the fashion industry and the stories that come with it. From…
May 13, 2026 · 29:46
In this episode, we sit down with Steve Marcone to talk about the reality of opening and operating restaurants in Montreal. From building concepts and creating experiences to the…
May 6, 2026 · 40:47
In this episode, we sit down with Terry DiMonte to talk about his journey into radio, the evolution of broadcasting, and what it was really like building a career behind the mic.…
Apr 22, 2026 · 1:09:23
In this episode, we sit down with Chuck Hughes for a behind-the-scenes look at what really happens in the kitchen. From wild kitchen horror stories to the pressure of becoming a…
Apr 16, 2026 · 1:03:20
In this episode, we sit down with Eva Alexopoulos as she opens up about her return to comedy and what it’s really like getting back on stage. From the nerves to the excitement,…
Apr 8, 2026 · 38:19
In this episode of If You Know You Know , we sit down with Jake Karls to talk about the real side of entrepreneurship, beyond the highlight reels. From building Mid-Day Squares…
Apr 1, 2026 · 23:23
In this episode, I sit down with Brent Gilchrist to talk about his time in the NHL, what it was like playing in Montreal, and how life has changed since stepping away from the…
Mar 25, 2026 · 29:12
In this episode, I sit down with Dom Cooks to talk about how he turned a passion for food into a full-time brand. We get into content creation, entrepreneurship, burnout, and…
Mar 18, 2026 · 27:08
In this episode, I sit down with Guy Carbonneau former captain of the Montreal Canadiens and Stanley Cup champion. Wetalk about what it’s really like playing in Montreal, one of…
Mar 4, 2026 · 39:41
In this episode, we take a deep dive with Caroline Vreeland for an unfiltered conversation about fame, motherhood, and building your own identity in the age of Instagram and…
Feb 25, 2026 · 51:00
In this episode of If You Know You Know, I sit down with Montreal love coach Kavita for an unfiltered, honest conversation about modern dating, red flags, and why ghosting feels…
Feb 11, 2026 · 35:53
In this episode, I sit down with Benjamin Roy from Heated Rivalry to talk expectations vs. reality, what filming was really like, and how life changed once the show took off. We…
Feb 4, 2026 · 27:06
In this episode, I sit down with Cathy Skinner, who many of you know from Below Deck. We talk about why she chose yachting, what working on yachts is actually like, and what…
Jan 28, 2026 · 11:54
In this episode, I sit down with Lenny Lighter. A conversation that’s both personal and deeply rooted in Montreal history. Lenny ran one of the city’s most iconic restaurants,…
Jan 21, 2026 · 24:44
Today’s guest is Jon, the founder and owner of MobiSpaw, a startup that’s reimagining pet care on the go. As a true startup guy, Jon has taken a simple idea and turned it into a…
Jan 14, 2026 · 31:53
In this episode, we take it back to the beginning of Mandy’s, from a small local salad shop to one of Canada’s fastest-growing food brands. We talk about growth, staying true to…
Dec 11, 2025 · 38:09
This week on If You Know, You Know, I sit down with Elana. The next generation behind Montreal’s legendary diner, Beauty’s. We talk about growing up inside an institution, the…
Nov 26, 2025 · 51:35
This week on If You Know, You Know, I’m joined by someone who needs no introduction, Harley Finkelstein, President of Shopify, longtime entrepreneur, and genuinely one of the…
Nov 5, 2025 · 25:05
This week on If You Know, You Know, I’m chatting with the minds behind If Only Home. The Canadian home-bedding brand that's redefining comfort with conscience. 100%…
Oct 29, 2025 · 39:08
This week on If You Know, You Know, I chat with Julia Grandoni. Creator, businesswoman, and viral queen about what it really takes to turn social media into a full-blown career.…
Oct 22, 2025 · 34:01
This week, I sit down with Anne-Sophie, the creative force behind Anso Atelier, a marketing agency that’s as strategic as it is stylish. From turning a passion project into a…
Oct 8, 2025 · 47:11
In this episode of If You Know, You Know, I sat down with wellness creator and entrepreneur Katherine Garbarino, the woman behind Girls Living Well for a real, no-filter…
Sep 24, 2025 · 26:04
In this episode of If You Know, You Know, I sit down with Laura, the owner of Georges Laoun Opticien, a Montreal institution where eyewear meets art. From carrying on her…
Sep 17, 2025 · 20:54
This week on If You Know, You Know, I sit down with Jordan, founder of Willoe Gin, to talk about how she grew her gin brand from small-batch beginnings to a bottle you’re…
Sep 10, 2025 · 51:46
This week on If You Know, You Know, I’m sitting down with the powerhouse women behind Sundae Creative Agency, the Montreal-based PR and creative firm making waves with campaigns…
Sep 3, 2025 · 43:48
This week on If You Know, You Know, the conversation takes a different turn. I sit down with Vanessa Da Costa. She is a life & success coach, hypnotherapist, and mental health…
Aug 26, 2025 · 29:42
This week on If You Know, You Know, I sit down with Brian from Tocks Meats, Montreal’s newest butcher shop that’s anything but ordinary. From sourcing locally and rethinking…
Aug 20, 2025 · 33:47
This week on If You Know, You Know, I sit down with Karolina Jez—a Montreal creative powerhouse who wears many hats: photographer, fashion girlie, interior design lover, and…
Aug 13, 2025 · 32:52
Photographer turned restaurateur Scott Usheroff (Craving Curator) joins me to dish on his leap from snapping plates to serving them at La Spada. We talk perfect pasta, overrated…
Aug 6, 2025 · 44:07
We talk about showing up for people, building from scratch, her big August event, and the future of mental health in Canada. I’m obsessed with this girl and you will be too!
Jul 30, 2025 · 45:50
We get into it all: What it’s actually like being a woman entrepreneur in a loud, male-dominated space Why she chose to freeze her eggs — and the decision behind taking control…
Jul 23, 2025 · 46:03
This week on If You Know, You Know, we sit down with Jake Greenberg — the man behind Chez Greenberg and the self-declared Salmon Daddy of Montreal. We talk about how a niche…
Jul 16, 2025 · 40:34
In this episode of If You Know You Know, we sit down with Hanna—chef, entrepreneur, and the creative force behind Montréal’s beloved À La Table. From a tiny kitchen dream to a…
Jul 9, 2025 · 46:18
In this episode, we sit down with the incredible Reagan Steinberg—chef, co-owner of Arthurs Nosh Bar , and all-around Montreal icon. We talk about everything from how she built…
Jul 2, 2025 · 35:30
In this episode of If You Know You Know , I sit down with my actual dad—retired investment pro, lifelong financial sage, and the man who still reminds me to “check my…
Jun 18, 2025 · 43:23
She’s the queen of carbs, the bakery whisperer of Saint-Henri, and the reason half of Montreal now thinks sourdough is a personality trait. We’re kicking off If You Know You Know…
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