If You Know You Know | Podcast on RSS.com

If You Know You Know

If You Know You Know

by Victoria morton

Entrepreneurship Self-Improvement

Season 1

Tatiana Londono on her Biggest Regrets, Success & Building an Empire

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.

Two Women Challenged a Billion-Dollar Industry

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.

JORDAN SHORE

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!

Julia Brownstein on Family Legacy, Shoe Trends & Building Relationships

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.

Cary Tauben on Fashion Trends, Partying with Kate Moss & Building a Career

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.

Steve Marcone on Inside Montreal’s Restaurant Scene & What People Don’t See

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.

Terry DiMonte on Radio Hosting, Elton John & Why Montreal Hits Different

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.

Chuck Hughes on Kitchen Chaos, Celebrity Chef Life & Building a Food Empire

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.

Eva Alexopoulos on Returning to Comedy, Crazy Exes & Life on Stage

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!

The Real Side of Entrepreneurship with Jake Karls from Midday Squares

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.

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