That Digital Take with Torri Webster

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That Digital Take uncovers the ever-evolving world of influencers—challenging the industry, harnessing its power, and exploring how it connects us all. Through the lens of pop culture and entertainment,Torri blends: Insider interviews with industry leaders, viral influencers/ creators, actors, and rising stars. Behind-the-scenes  storytelling from her own experience navigating the digital space. Actionable takeaways for listeners curious about how digital culture shapes careers, business, and society.

  1. 15 HRS AGO

    Take #64 - Why Your PR Strategy Is Broken (And What Actually Works Now) | Ashley Orfus, ALAB Group

    What if everything you thought you knew about PR was already outdated? Ashley Orfus, founder of ALAB Group, left a high-profile career in luxury fashion and entertainment to build a communications firm designed for the way modern audiences actually discover and trust ideas. Over 13 years, she has helped category-defining brands across tech, food, hospitality, and culture do more than earn press, she helps them shape how their ideas are understood, adopted, and believed. In this episode of The Digital Take, Ashley breaks down why traditional PR models are failing founders, what "performance-driven communication" actually looks like in practice, and how brands can cut through the noise in a world drowning in content. In this episode, we cover: Why press hits and impressions are the wrong metrics to chase How to introduce a product or idea people don't have a reference point for yet Why influencers should be treated as co-creators, not distribution channels The danger of over-indexing on founder-led content (and when to create distance) How AI is making communications more human, not less What to do when you have no budget and everything to prove Whether you're a founder shaping your first narrative, a marketer rethinking your PR strategy, or a brand trying to build genuine trust online — this episode will change how you think about communications. Connect with Ashley Orfus: [ALAB Group]

    49 min

  2. MAY 11

    Take #63 - How to Get Brand Deals: What Talent Managers Actually Want From Creators

    What does a talent manager actually do, and what are creators completely getting wrong about the role? This week on That Digital Take, host welcomes Kristen MacLellan, founder of Yesterday Agency, a Toronto-based talent and digital management firm she built from the ground up in 2021. Kristen has worked closely with creators, negotiated directly with brands, and built a sustainable business doing it which means she understands all three sides of the creator economy better than almost anyone. In this episode, Kristen pulls back the curtain on the creator-manager relationship: what managers do behind the scenes, how brand deals actually get made, and the very real ways creators are leaving money on the table right now. She also gets honest about what makes a creator genuinely bookable in 2025 — and it may not be what you think. What you'll learn in this episode: → The real role of a talent manager (and what it's NOT) → How brand partnerships actually get negotiated → Why creators consistently undervalue themselves — and how to fix it → The subtle red flags that make managers and brands walk away → What makes a creator easy to sell to brands right now → How AI is changing contracts, negotiation, and strategy → Setting competitive rates — is there a real benchmark? → What types of creators will win over the next 1–2 years Plus: a rapid-fire round covering the most overrated creator metrics, underrated revenue streams, and whether vloggers are actually making a comeback. Whether you're a creator looking to level up your brand partnerships, or just curious how the business side of the creator economy really works, this one is packed. Subscribe to That Digital Take wherever you listen to podcasts. -- creator economy, talent management, brand deals, influencer marketing, digital strategy, Toronto creators, content creator, tips podcast

    53 min

  3. MAY 4

    Take #62 - Your Nervous System Is Talking. Are You Listening? | Louise Upperton

    In this episode of That Digital Take, host Torri Webster sits down with Louise Upperton, sound meditation practitioner, somatic movement guide, Reiki practitioner, and Director of Programming, Partnerships & Content at Supernatural Toronto, to explore what it actually means to build a wellness life rooted in prevention, not reaction. From breathwork and sound healing to cryotherapy, hyperbaric oxygen chambers, NAD+, and VO₂ Max testing, Louise unpacks the science and the intuition behind modern longevity, and why your nervous system is the foundation of all of it. They also go deep on The Portal at Supernatural, one of Toronto's most talked-about wellness spaces, and what it looks like when high-performance biohacking meets embodied, soul-led practice. Whether you're deep in your wellness journey or just starting to ask bigger questions about your health, this conversation will shift how you think about your body, and what feeling well can actually look like.

    48 min

  4. APR 27

    Take #61 - iHeartRadio Announcement & The Phase Where Most People Quit

    Podcast consistency, creator growth, and the moment most people quit! That Digital Take hits 60 episodes and lands on iHeartRadio. In this milestone episode, host Torri Webster gets real about what building quietly actually looks like. Plus the London trip working with Robert Pattinson, hosting the Gillette Venus event, Coachella, life moving faster than you can process it, and an honest wedding planning confession. This week's topic: The Quit Point — why most creators abandon their goals right before momentum hits, what the "quiet phase" actually builds, and how consistency compounds when no one is watching. If you've ever thought "is this even working?" — this episode is your answer. Topics: podcasting milestones, content creation, creator economy, staying consistent, iHeartRadio, digital media growth, hosting events, work-life balance

    28 min

  5. APR 6

    Take #60 - From Her Dad's Jewelry Counter to Founding Dainty Diamond | Jess Fried on Custom Gold, Permanent Jewelry & the Future of Engagement Rings

    What does it take to turn a childhood spent in a diamond shop into a thriving luxury jewelry brand? Jess Fried, founder of Toronto-based Dainty Diamond, joins That Digital Take to answer exactly that. Jess grew up in her family's jewelry store, earned a Master's in Media and Journalism from Western University, built a career in media,  and then came full circle to found Dainty Diamond in 2020, right in the middle of a pandemic. Today, the brand is redefining luxury jewelry in Canada with custom gold pieces, permanent jewelry activations, and heirloom-quality designs built to be worn, not stored. In this episode, we get into the rise of permanent jewelry, why dainty gold layering has taken over (looking at you, Sabrina Carpenter), the quiet luxury aesthetic, women buying their own fine jewelry, and what record gold prices actually mean for shoppers right now. We also tackle lab-grown vs. mined diamonds, the vintage jewelry resale boom, and why the best jewelry is the kind you never take off. Plus, Jess gives her honest advice to anyone shopping for an engagement ring, and we close it out with a rapid-fire round you won't want to skip.

    42 min

  6. MAR 30

    Take #59: Robyn Ottolini on Growing Down, Going Independent, and the Demo That Broke the Internet

    What happens when a viral country song gives you everything, and then you walk away from it? Robyn Ottolini is the trucker's daughter from Uxbridge, Ontario who turned a TikTok moment into a platinum record, a Warner Nashville deal, and a spot opening for Shania Twain and Tim McGraw. Then she left her label, switched management, and quietly started over. Out of that uncertain chapter came one scribbled notebook line — "I guess I'm growing down" — a home-recorded demo she posted with zero rollout strategy, and 20,000+ fan-made videos that followed. In this episode, Robyn joins host Torri Webster to talk about the catch-22 of breakthrough success, what it actually felt like to go independent, and why the demo version of a song sometimes hits harder than the polished studio cut. The full studio version of "Growing Down (Into The Roots)" is out March 20th, and Robyn performs at the JUNO Kickoff Concert in Hamilton on March 26th. We get into: • Why "F-150" was both the best and worst thing that ever happened to her • What "growing down" actually means — and why she thinks it's better than growing up • Posting a raw, unproduced demo and watching it explode • Leaving a major label and rediscovering her creative identity • Turning 30, writing confessional country, and building a career entirely on her own terms • Her relationship with TikTok, algorithms, and staying authentic in a changing industry If you've ever felt like you were chasing a version of success that didn't quite fit — this one's for you. 🎵 "Growing Down (Into The Roots)" — out March 20 🎤 JUNO Kickoff Concert, Hamilton — March 26 🎧 Follow Robyn Ottolini: https://www.instagram.com/robynottolini/

    50 min

  7. MAR 23

    Take #58 - From Corporate to $12M Founder to Luxury CEO: How Ashley Boyce Builds Brands That Last

    What does it really take to build a brand people can't stop talking about, and can't stop buying from? This week on That Digital Take, host Torri Webster sits down with Ashley Boyce, luxury brand strategist, former Unilever portfolio lead, co-founder of $12M DTC fragrance company Noteworthy, and now CEO of Zero Collective, for a masterclass in brand building at every stage of growth. Ashley breaks down what nearly two decades inside the world's biggest CPG machine taught her that most founders never learn, why she walked away from billion-dollar budgets to bet on herself, and the real reason DTC isn't dead, it just grew up. In this episode, we get into: The mindset shift from corporate marketer to founder (and why your instincts can work against you) How she scaled Noteworthy to $12M+ and what she'd do differently today What "luxury" actually means in 2026 — and why the word is dangerously overused Whether Instagram and TikTok can build real premium brands, or slowly kill them The truth about influencers: are they elevating luxury or quietly diluting it? How Zero Collective is carving out a niche in fashion without the designer price tag The JFK Jr. / Carolyn Bessette Kennedy nostalgia wave — and how to manufacture desire in an algorithm-saturated world What separates the brands that scale past $1M, $5M, $10M from the ones that stall Plus, a rapid-fire round on DTC vs. retail, TikTok vs. email, AI in marketing, and the one brand actually doing luxury right in 2026. Whether you're a founder, a marketer, or a brand-obsessed creative, this one is packed with the kind of strategic thinking that usually stays in the boardroom. 🎧 Listen now and subscribe so you never miss an episode of That Digital Take. luxury branding, DTC marketing, brand strategy, founder story, fashion marketing, Unilever, fragrance brand, premium brands, digital marketing 2026, brand building, consumer goods, TikTok marketing, influencer marketing, CEO interview, Canadian entrepreneurs, Zero Collective, Noteworthy, Ashley Boyce

    48 min

  8. MAR 16

    Take #57 - From Women's Shelter to Canadian Beauty Brand: Brandi Leifso on Evio Beauty, Fearless Choices & Building a Brand With Purpose

    Brandi Leifso started Evio Beauty from a women's shelter at 21 with a bootlegged Photoshop. Now she's in 460 Shoppers Drug Mart locations and has a debut book. This is what Fearless Choices actually look like. -- What does it look like to build a globally recognized beauty brand from a women's shelter with nothing but a laptop and a borrowed idea? This week on That Digital Take, we sit down with Brandi Leifso, founder of Evio Beauty, impact entrepreneur, and author of the debut book Fearless Choices: How to Reclaim Your Power One Decision at a Time, for one of the most honest, grounded conversations we've ever had on this show. Brandi's story isn't a highlight reel. At 21, she left an abusive relationship and found herself starting over with almost nothing. What came next wasn't a cinematic turning point — it was a series of small, quiet, often uncomfortable decisions that slowly built something extraordinary. Today, Evio Beauty is a Canadian-founded, impact-led skincare and beauty brand stocked in hundreds of Shoppers Drug Mart locations across Canada, with a mission rooted in giving back to women from day one. In this episode, we go deep on the decisions nobody posts about — the vending machine fail, the early funding hustle, the Michelle Phan full-circle moment, and what it really took to land a major retail partnership at scale. Brandi also opens up about writing Fearless Choices, why she deliberately wrote a book that grounds you instead of hypes you up, and what she's still navigating in this chapter of her life. If you're a founder, a creative, or someone who has ever felt stuck choosing between who you are and who you're becoming, this one is for you. 🕐 TIMESTAMPS 2:15 — What does courage actually look like in hindsight? The mindset shift from survival to building 7:32 — How Brandi funded Evio Beauty without telling anyone where she was living 11:07 — The Michelle Phan full-circle moment that changed everything 19:49 — The vending machine: a business decision that didn't work (and what it taught her) 24:23 — Why "grow at all costs" is a red flag, and how the founder era has shifted 26:38 — Is there still space to build in beauty in 2026? On the Girl Boss era and what replaced it 29:28 — "Always listen to the market" — staying agile enough not to sink 32:01 — Luck, preparation, and the Disney press trip moment 32:50 — Building a brand by women, for women — and the give-back from day one 37:00 — Setting boundaries around your founder story: keynoting Shoppers and reclaiming your narrative 44:42 — Mo money, mo problems: the hard parts nobody actually posts IN THIS EPISODE, WE COVER: Building a mission-led beauty brand from zero resources The difference between an impulsive decision and an intentional one How to rebuild self-trust when it's been broken Scaling into major Canadian retail (460+ Shoppers Drug Mart locations) Balancing profit and purpose without compromising either Differentiating in a crowded eye patch and skincare category Why women feel pressure to make the perfect decision, and how to unlearn it Founder mental health, boundaries, and what the glow-up really costs Key lessons from Fearless Choices, the book 🔗 CONNECT WITH BRANDI LEIFSO 📖 Fearless Choices — available now 🌿 Evio Beauty: eviobeauty.com 📸 Instagram: @brandileifso | @eviobeauty That Digital Take is a Canadian podcast at the intersection of business, digital culture, and the real conversations happening behind the brand. New episodes drop weekly. #ThatDigitalTake #BrandiLeifso #EvioBeauty #FearlessChoices #CanadianFounder #WomenInBusiness #BeautyBrand #ShoppersDrugMart #ImpactEntrepreneur #FounderStory #PodcastCanada #SmallBusinessCanada #WomenEntrepreneurs #PersonalDevelopment #SelfHelp

    48 min
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About

That Digital Take uncovers the ever-evolving world of influencers—challenging the industry, harnessing its power, and exploring how it connects us all. Through the lens of pop culture and entertainment,Torri blends: Insider interviews with industry leaders, viral influencers/ creators, actors, and rising stars. Behind-the-scenes  storytelling from her own experience navigating the digital space. Actionable takeaways for listeners curious about how digital culture shapes careers, business, and society.

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