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. Presented and distributed in partnership with Narcity Canada and MTLBlog. Business Inquiries: ifyouknowyouknow@mtlblog.com
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, Tatiana shares the remarkable journey behind building one of Canada's most recognizable real estate empires. She opens up about her upbringing, what inspired her to pursue real estate, the biggest risks she took to build her business, and how the power of social media and personal branding helped take her company to the next level. The conversation dives into the story behind her most expensive listing, a wild condo experience she'll never forget, the biggest regret of her career, what success truly means to her today, and the mindset that's guided her through decades of entrepreneurship. Tatiana also shares her favorite restaurants and hidden gems in Montreal, discusses leadership, building a winning team, and the lessons she's learned about business, money, and creating a life on your own terms. Whether you're an entrepreneur, interested in real estate, or simply looking for inspiration from someone who's built an extraordinary career, this episode is filled with honest conversations, practical advice, and stories you won't hear anywhere else.
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 woman’s menstrual experience. From the realities of Canada’s women’s healthcare system to the controversy surrounding the Tampax lawsuits, this conversation dives into the questions every woman should be asking about the products they use every month. Amanda and Bianca explain why they created Collecteur, the importance of organic period products, and how education, transparency, and innovation are changing the future of menstrual health. They also open up about the truth behind building a startup, the challenges of launching a purpose-driven business, breaking into a competitive industry, and what it's really like being female founders in Canada. Whether you're curious about period care, entrepreneurship, or the future of women's wellness, this episode is packed with eye-opening insights and practical takeaways. If you care about your health, love supporting Canadian businesses, or want to hear the story behind a company that's challenging the status quo, this episode is for you.
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 biggest cities. Jordan shares his favourite restaurants in Toronto, how the city's food scene compares to Montreal, and whether Montreal still deserves its reputation as Canada's culinary capital. They also dive into the realities of content creation, discussing what's real versus what's staged online and what it actually takes to build an authentic audience. Jordan also opens up about his upcoming projects, including his exciting collaboration with Hanna Puley, the costume designer from Heated Rivalry, and what’s next for him creatively. From hidden gems and social media to the biggest differences between Montreal and Toronto, this episode is packed with insights, laughs, and plenty of debate. If you love food, travel, content creation, and discovering the best spots in Canada, this episode is for you. Don't forget to like, comment, and subscribe for new episodes every week!
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 shares what it was like growing up with the Brownstein name, being surrounded by fashion and entrepreneurship from a young age, and how her family's business grew into a Canadian retail powerhouse. We dive into Montreal's unique sense of style, the fashion trends she loves, the ones she thinks should disappear, and how the city's fashion scene has evolved over the years. Julia also shares some of her favourite hidden gems around Montreal, the neighbourhoods she loves, and what makes the city such a special place to live and work. From family legacy and business to fashion, retail, and Montreal culture, this episode is full of great stories, insights, and plenty of laughs. Whether you're a fashion lover, entrepreneur, or simply someone who loves Montreal, you're going to enjoy this conversation.
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 his early days breaking into the business to becoming one of Canada's most recognizable stylists, Cary shares the lessons, risks, and opportunities that shaped his journey. We dive into some unforgettable moments along the way including the time he accidentally screamed at David Beckham, partying with Kate Moss, and the shocking story of stolen goods right before one of his major campaign shoots. Cary also shares his thoughts on Montreal's evolving fashion scene, current trends, personal style, and what it really takes to stay relevant in such a competitive industry. If you love fashion, celebrity stories, entrepreneurship, and behind-the-scenes industry secrets, this is an episode you won't want to miss.
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 pressure behind running a successful spot, Steve shares what people don’t realize about the restaurant industry and the work that happens behind the scenes. We also dive into Montreal’s food scene, the challenges of the business, and some unforgettable moments along the way including Cole Caufield stopping by his restaurant to eat. Steve opens up about the highs, the stress, and what it really takes to survive and stand out in one of the city’s most competitive industries. If you love food, hospitality, entrepreneurship, and behind-the-scenes restaurant stories, this episode is for you.
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. From the early days of getting into radio hosting to unforgettable celebrity encounters including meeting Elton John, Terry shares stories, lessons, and moments from a career that helped shape Montreal media. We also dive into why he believes Montreal is one of the greatest cities in the world, touching on the culture, nightlife, people, and the energy that makes the city unlike anywhere else. If you love Montreal, media, entertainment, and behind-the-scenes stories from one of the city’s most recognizable voices, this episode is for you.
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 celebrity chef, Chuck shares the moments that shaped his career and the chaos that comes with it. We go back to how he got his start in the food industry, working his way up through the grind of restaurant kitchens, to becoming one of the first chefs to break through on television. He also opens up about building his own product line, launching new ventures, and balancing it all while staying true to his roots. We dive into his latest projects, including his new show and book, along with the reality of what it takes to build a name in the food world today. This is an honest, unfiltered conversation about the highs, the lows, and everything in between. If you love food, real stories, and what it really takes to make it in this industry, this episode is for you.
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, Eva shares what performing live means to her and how it feels stepping back into the spotlight. We also dive into how she first got started in comedy, including the story behind her very first stand-up gig and the moments that shaped her journey. Of course, it wouldn’t be a proper conversation without some wild stories, Eva gets into the reality of dating and shares some crazy ex experiences that you won’t believe!
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 from the ground up to navigating the pressures that come with growth, Jake opens up about the mindset it takes to keep going when things get tough. We dive into personal growth, the importance of therapy, and how to handle criticism and hate while putting yourself out there. Jake also shares what it’s really like working with family, the challenges that come with it, and how it’s shaped both the business and his personal life. This episode is honest, unfiltered, and packed with insight for anyone building something, feeling the pressure, or trying to stay focused through the noise. If you’re into entrepreneurship, mindset, and real conversations about what it actually takes, this one’s for you.
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 game.
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 what it really takes to grow an audience in today’s digital world.
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 the most intense hockey markets in the world. We get into leadership, the pressure of wearing the CH, and how the game has evolved from speed and conditioning to today’s style of play. We also dive into current hockey topics, including 3-on-3 overtime, the Canadiens’ goalie situation, and where the game is headed. Plus, a Montreal rapid fire to close it out.
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 OnlyFans. We talk about trying for another baby, what it's actually like growing up with the “Vreeland” last name and Montreal hot spots. Caroline opens up about body shaming, internet criticism, and the pressure that comes with being labeled a "nepo baby." We also get honest about money including the reality of earning on OnlyFans, financial independence, and breaking stereotypes around women monetizing their image online.
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 like a full-time personality trait in 2026. We dive deep into what’s actually happening on dating apps like Hinge and Bumble, why so many people say they “aren’t ready for a relationship” but are still swiping daily, and how to spot emotional unavailability before you waste six months in a situationship. If you’re dating in Montreal (or anywhere, honestly), this one hits. This episode also features real viewer call-ins asking for advice on situationships, mixed signals, first date confusion, and “what does this text actually mean?” energy. And of course, we break down Netflix dating shows like Love Is Blind as our unofficial case studies on modern relationship chaos. It’s funny, a little savage, very honest, and packed with real dating advice you can actually apply.
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 dive into behind-the-scenes moments, cast dynamics, recognition, and what the experience taught him plus a fun rapid fire featuring his Montreal hidden gems and coffee order.
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 reality TV looks like behind the scenes once the cameras are on and off. Cathy opens up about navigating social media and public attention, how quickly opinions become part of your everyday life, and what surprised her most about seeing herself on screen. We also touch on personal loss, grief, and growth. Including what helped her through the hardest moments and how she protects her mental health now. This is an honest, balanced conversation about career, visibility, and where Cathy is at today, plus a fun rapid-fire round you won’t want to miss.
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, Moishes Steakhouse, carrying forward a legacy that spanned generations and helped shape Montreal’s food scene. We talk about entrepreneurship, leadership, and the responsibility that comes with running an institution. Lenny shares the real story behind how Moishes began, what it was like stewarding a restaurant with decades of history, and the decision to eventually move on. We also dive into his current chapter as the owner of Prime. What starting again looks like after legacy, the lessons he carried forward, and where he is today as an entrepreneur. This episode is about legacy, evolution, and knowing when it’s time to build something new.
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 mobile service that makes grooming stress-free for pets and convenient for their owners. In this episode, we dive into his journey, from the moment the idea clicked, to building a business from scratch, the challenges he’s faced along the way, and what’s next for MobiSpaw!
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 quality, sourcing local ingredients, and what it really takes to scale a food business without losing its identity. We also dive into ingredient decisions behind the scenes, including the shift from canola oil to olive oil, and how making thoughtful choices like these plays a role in building a brand that lasts.
