What if you could turn career envy into your superpower?
Hosted by Natasha Jakubowski, Chief Innovation Officer at Anomaly, Professional Jealousy is a business and career podcast featuring honest conversations with world-class founders, creative innovators, and industry leaders. These are the people whose success makes us wonder: What's their secret?
Each episode dives deep into the realities of entrepreneurship, leadership, and personal growth. Discover actionable career advice, inspiration, and lessons from the journeys of top business minds so you can elevate your own career.
Yahoo CMO Josh Line on reinventing one of the internet’s most iconic brands, moving from agency to client side, and why trust is everything in the age of AI.
Josh started on the agency side as an account person, and our paths crossed at K&B and at Anomaly. He then went on to Droga5, then moved client-side to Viacom and Paramount, where he ran marketing for Comedy Central and helped launch Paramount+.
Now he’s leading the brand-led transformation of Yahoo. Natasha and Josh talk about why agency skills become client-side superpowers, how to rally a big company around a big goal, why humor is rocket fuel on the internet (and why Cardi B yodels in Yahoo’s ads), and how Yahoo Scout is building trust in AI search. Plus Josh’s best and worst career advice: strategic patience, and don’t stay in your lane.
In this episode:
How to move from agency to client side
Brand-led transformation at Paramount and Yahoo
Humor, brand voice and the Cardi B campaign
Yahoo’s mission: a trusted guide through the digital wilderness
AI search, trust and the social contract of the internet
Hiring for expertise, EQ and curiosity
Career advice for marketers
Professional Jealousy is the podcast where Natasha Jakubowski, Chief Innovation Officer at Anomaly, talks to founders, CEOs and creatives she admires and is just a little bit jealous of.
Watch the full episode on YouTube: @professional-jealousy
More episodes: professionaljealousy.com
6 Oct 2026
Emily Onkey, Aplós: Building a Non-Alcoholic Spirit for Drinkers
Aplós co-founder and CMO Emily Onkey set out to make a non-alcoholic spirit for drinkers, not just for the sober crowd. She shares how she built a luxury functional spirits brand, the customer who surprised her, and what it really takes to grow a beverage startup.Natasha Jakubowski talks with Emily about launching Aplós in late 2020, the cultural shift from sobriety to moderation, and how her time at Estée Lauder and Bonobos shaped a brand that borrows from luxury beauty and fashion. They get into hemp, adaptogens and nootropics as alcohol alternatives, why Aplós stayed direct-to-consumer too long, how non-alc brands still have to work within the alcohol industry's three-tier system, and why fundraising never really stops. Emily also opens up about investing in her co-founder relationship, finding her own leadership style, and who she's professionally jealous of.Topics: non-alcoholic spirits, functional beverages, sober curious, mindful drinking, brand strategy, female founders, DTC to retail, fundraising00:00 Introduction01:59 The aha moment behind Aplós03:51 From sober vs. drinker to moderation06:00 Aplós Calm and Arise: functional ingredients explained10:22 Borrowing from luxury beauty and fashion13:14 The customer they never expected15:53 Scaling from DTC to retail and on-premise19:37 Advice for launching a beverage brand24:27 Fundraising as a founder34:14 Investing in your co-founder relationship43:54 Who Emily is professionally jealous ofWatch the full conversation on YouTube: [link]More episodes: https://www.professionaljealousy.comAplós: https://aplos.worldProfessional Jealousy is a podcast where Natasha Jakubowski, Chief Innovation Officer at Anomaly, talks to founders, creatives and business leaders she's impressed by and wants to learn from.
21 Sept 2026
Amy Peterson: Surviving Trauma, Building Lennox & 16th, and the Truth About Skincare
Amy Peterson survived a near-fatal accident at 18 — and turned that experience into a 20-year career as one of the most trusted names in aesthetics. Known as "the Skincare Savant," Amy is a celebrity aesthetician, owner of two Miami-based clinics, and founder of Lennox & 16th, a luxury clinical-grade skincare line built on the treatments she uses in her own practice.
In this episode, Natasha and Amy talk about how that accident shaped her empathy and her drive, why most "new" beauty devices boil down to just 12 or 13 base technologies, and the strict rule she follows before launching any product: if it isn't demonstrably better than what already exists, it doesn't ship. They also get into the Botox and filler boom, what actually makes a brand work, and a quickfire round covering her desert-island product, her best career advice, and who she's professionally jealous of.
Whether you're curious about skincare, building a beauty brand, or just love a good resilience story, this one delivers.
Follow Professional Jealousy for more conversations with founders, creatives, and business leaders redefining their industries.
Inside a recent episode
Ep.02 / Rebecca Minkoff, Founder, Rebecca Minkoff
Published 15 Apr 2025 · Transcript excerpt
[…] None of those had terms associated with it. It was just like, yes, I can talk to her. Wow, that's a great idea. Or I can ask her her opinion. Great idea. I can travel, you know, the United States and go meet her. Let's do it. And so I think for us, it became the eventual, you know, being a direct consumer brand and what's normal, but none of that was normal. There was no playbook for this. It was purely built out of we don't have money like these other big brands, but we have speed, agility, the ability to be in touch with her. So like, what is that look like? And so and we were small enough that we could do crazy stuff, whether it's a scavenger hunt in New York City or you know, having real people in our fashion shows or live streaming our shows when that was even like, how do you have the technology to live stream? […]
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