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, we’re diving deep into confidence inside and out. Joining me are two incredible guests who come from totally different worlds but meet right in the middle: one is a wellness and self-love coach helping people rebuild their relationship with themselves, and the other is a plastic surgeon who sees firsthand what people are searching for in 2025.

Together, we break down the full spectrum of feeling good in your own skin. We talk about:

✨ when it’s actually a good time to consider surgery

✨ the most requested procedures single people come in for (yes, we go there)

✨ how self-love fits in with cosmetic enhancements

✨ dating, confidence, modern beauty pressure

✨ and the real “ins and outs” of what’s trending right now

It’s honest, educational, funny, and deeply real.

Whether you're on a self-love journey, curious about aesthetic medicine, or just want a raw convo about dating and confidence, this episode has something for you.

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.