If You Know You Know

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.

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 pressure of carrying a family legacy, the chaos of restaurant life, and the moments that shaped her work ethic. Nostalgia, honesty, and a whole lot of smoked-salmon energy. Listen now.

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 most generous mentors in the business world.Harley doesn’t just talk about success he teaches it. In this episode, we dive into what it really takes to build and scale an iconic global brand, how to stay creative in a fast-changing world, and why mentorship, community, and taking smart risks matter more than ever.From early career lessons to leadership insights, Montreal influence to real talk about entrepreneurship, this conversation is packed with takeaways for founders, creatives, and anyone chasing something bigger.Whether you’re building a company, a personal brand, or just looking for perspective from someone who’s been there and actively lifts others up. This episode is one you’ll want to save, share, and revisit.Big ideas, honest advice, and a little Montreal flavour. Let's freaking gooooo

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% GOTS-certified organic, OEKO-TEX free-of-harm, and crafted in a family-run, Fair Wages™ facility, they’re not just selling sheets, they’re raising the bar for ethical luxury. We’ll talk about what makes them stand out in the crowded world of home goods, how they blend sustainability with aesthetics, and the stories woven into every thread. Whether you’re a conscious consumer, designer, or just love a good night’s sleep . This episode is your invitation to feel good about comfort!

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.From the chaos of influencer life to building her own company, Julia gets real about staying authentic in an industry built on filters. Expect laughs, honesty, and a little behind-the-scenes tea.

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 full-fledged business to leading a powerhouse team of women redefining brand storytelling, She shares what it really takes to build something timeless in an image-driven industry.We get into creativity, confidence, burnout, and why staying authentic is the ultimate business strategy. If you’ve ever dreamed of running your own agency, or just love a good founder story. This one’s for you.

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 conversation about the highs and lows of the wellness world. From her 500 days alcohol-free to her honest take on trends like detoxes, greens powders, and 5AM routines, Katherine opens up about what wellness actually looks. They dive into the pressure of living “well” online, finding balance in a world obsessed with perfection, and why sometimes the most powerful thing you can do for your health is stop trying to be perfect.

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 family’s legacy to creating a space that celebrates design, individuality, and community, Laura shares the story behind the shop that’s become so much more than a place to buy glasses. We talk about entrepreneurship, self-expression, and why the right pair of frames can shift not only how you look — but how you see yourself.If you’ve ever strolled past their iconic storefront or wondered what makes a pair of glasses feel just right, this episode will open your eyes (pun intended 👓)

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 spotting everywhere. We get into the highs, lows, and lessons of building a spirits company, and wrap it up with some rapid-fire fun.

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 that actually hit. From starting their agency and carving a lane in Montreal’s bilingual, creative scene to navigating wins, challenges, and a few PR secrets along the way, we get into what it really takes to run a successful business in this industry.We’re talking behind-the-scenes strategy, the reality of saying no to the wrong clients, the pressure of always being “on,” and of course, their proudest wins. Plus, I couldn’t let them go without some fun rapid-fire questions — including what flavor Sundae would be if it was, well… an actual sundae. If you’ve ever been curious about PR, starting your own agency, or just love hearing badass women building something special in Montreal, this one’s for you.

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 advocate. We talk about grief, mental health, and suicide. In honor of Suicide Awareness Month, we open up about the hard conversations that matter, the healing process, and why it’s so important to remind people they’re not alone.

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 sustainability to sharing tips on how to cook underrated cuts (yes, even that intimidating piece you’ve been avoiding), this episode is a love letter to meat done right.

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 rescue dog advocate. From renovating her 1920s dream home to defining her effortless style, Karolina shares how she balances it all while keeping it chic.

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 trends, Montreal’s hidden gems, and the not-so-glam side of running a restaurant. Hungry yet?

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!

We get into it all:What it’s actually like being a woman entrepreneur in a loud, male-dominated spaceWhy she chose to freeze her eggs — and the decision behind taking control of her timelineHow the brand has evolved... and how she has tooWhat she wishes she could redo (yes, we go there)And where she sees herself in 5 years —Plus, we talk about the chaos of scaling a brand with your partner and your brother... and why therapy, caffeine, and not giving a f*ck might just be the key to it all.

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 passion for smoked salmon turned into a full-blown cult following, what it’s like launching a space that’s more than just a deli, and the unexpected moments that shaped his entrepreneurial journey. From family recipes to business realness — Jake brings the flavor!

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 booming business, Hanna opens up about the hustle, the heartbreaks, and the behind-the-scenes chaos of building a brand rooted in food, family, and feeling.We talk: – The unglamorous side of going viral – What Montreal hype she doesn’t get – How she turned DMs into dollars Come for the entrepreneurial inspo, stay for the hot takes, and leave hungry.This one’s for anyone who’s ever made something from scratch and hoped it would stick.

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 one of the most beloved restaurants in the city to what it’s really like running a business with your partner. Reagan opens up about the pressure, the hustle, the weird TikTok food trends, and the moments that almost broke her—but didn’t.

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 statements.” We’re breaking down the basics of investing in plain, panic-free language: When should you start? What’s the difference between saving vs. investing? And is it really too late if you’re 45 and just opening a TFSA?This one’s for anyone who’s ever googled “what is a mutual fund” and then immediately closed the tab. Come for the financial literacy, stay for the dad jokes.

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 with Thea Bryson of Miette—and yes, we talk dough, drama, and dirty aprons!