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.

Professional Jealousy Podcast
Claim This Podcastby Natasha Jakubowski
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Podcast Overview
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.
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Publishing Since
4/11/2025
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Recent Episodes

July 14, 2026
Creating A Luxury Brand Dedicated to Radical Pleasure
<p>In this episode I chat with Richard Christiansen, the founder of Flamingo Estate. Richard shares his journey from running Chandelier, a high-end fashion and luxury advertising agency in New York City, to building a global lifestyle brand almost by accident. After facing severe burnout, Richard escaped to Los Angeles just as COVID-19 hit. What started as a chaotic effort to help a local farmer sell her vegetables out of his bookstore quickly transformed into a thriving bath, body, and agricultural empire. </p><p><br></p><p>Richard discusses the grueling reality of raising capital, the deliberate choice to choose pleasure over his successful marketing business, and what it takes to protect the intimacy and authenticity of a brand as it scales. As we chatted, I was inspired and also increasingly convinced that Richard is savvily building a new type of luxury lifestyle brand that could become of force globally.</p><p>Key Themes:</p><p><br></p><p>1. Fiercely "Acting Small - Big brands often lose their magic because they get too self-conscious and safe. Richard keeps Flamingo Estate intimate by writing all company copy himself, rejecting AI in customer service, and managing operations internally. Staying intentionally small protects the brand's soul.</p><p>2. Selling Pleasure, Not Sustainability - Consumers quickly tune out dry environmental lectures. Flamingo Estate uses strict regenerative sourcing, but hooks customers through design, hedonism, and sensuality. The brand wins by framing pleasure—not sustainability—as a basic human right.</p><p>3. Rewriting the Scaling Playbook - Scaling a business that mixes low-margin agriculture with high-margin beauty means ignoring traditional venture capital advice. Richard survived 162 investor rejections, triple-mortgaged his home, and ignored pressure to drop the food items to protect his multi-dimensional vision.</p><p><br></p><p>Richard was professionally jealouse of <strong>Jane Goodall</strong> who met after reading her book and cold-calling her foundation to offer her pro-bono services. Richard admired her work, and how she ran a massive global organization dedicated to changing the world, all while leading with unparalleled grace, kindness, and quiet power. In fact, it was Jane Goodall who delivered the final push for Flamingo Estate, telling Richard to take everything he learned from "selling people shit they don't need" and use it to do something genuinely good for the planet.</p><p><br></p><p>Check out https: <a href="https://flamingoestate.com/">https://flamingoestate.com/</a></p><p><br></p>

June 30, 2026
How She Built a $40M Bootstrapped Brand From Her Garage | Megan Trottier (Oh My Mahjong)
<p>How do you turn a traditional tile game into a $40,000,000 business without taking a single dollar of venture capital? </p><p>In this episode of Professional Jealousy, Natasha Jakubowski (Chief Innovation Officer at Anomaly) chats with Megan Trottier, the entrepreneurial force behind Oh My Mahjong (OMM). Megan shares her blueprint for scaling an ultra-fast-growing consumer brand. From realizing a product failed because it was ahead of its time, to building an army of local brand ambassadors that unlocked the wholesale market, this is a masterclass in modern brand building, marketing, and the art of the business pivot. If you are a founder, creator, or marketeer looking to understand how to build authentic demand and a lifestyle category from scratch, this episode is for you. 🔔 </p><p><br></p><p>Subscribe for more deep dives into business innovation and founder stories! </p><p><br></p><p>Check out Oh My Mahjong: https://ohmymahjong.com/</p>

June 16, 2026
Beyond Doom-Scrolling: How The States Project Built a Movement Around Grassroots Social Networks
<p>If you are completely exhausted by national political noise and panic-driven fundraising spam, you are looking at the wrong political map.</p><p>On this episode of Professional Jealousy, Anomaly’s Chief Innovation Officer Natasha Jakubowski sits down with Daniel Squadron (former NY State Senator, Co-founder and Executive Director of The States Project, and author of the new book The Fourth Branch) and Melissa Walker (Head of Giving Circles at The States Project) to explore how true political power can be reclaimed from the ground up.</p><p>As Melissa puts it: "We work not where the glamour is, just where the power is." 💡By bypassing traditional, top-down political gatekeepers and focusing directly on community grassroots, The States Project has engineered a model that allows everyday friend circles to completely shift the balance of power in state capitols. They have taken complex, intimidating political systems and turned them into a simple, collaborative math problem that trusted social networks can solve together.</p><p>Tune in to discover how a former state lawmaker and a novelist teamed up to demystify power, break right-wing supermajorities on razor-thin margins, and prove that real change starts right within your own social circle.</p><p>Key topics include:</p><p>00:00 – Intro: The Illusion of Federal Power</p><p>04:15 – Why Daniel Left the State Senate to Build a Movement</p><p>11:30 – Enter Melissa Walker: Translating Politics into Human Stories</p><p>18:45 – What is a Giving Circle? (And Why It Beats Traditional Campaigns)</p><p>27:10 – The ROI of Grassroots Dollars: State vs. National</p><p>36:15 – Overcoming Cynicism: How to Build a Brand People Trust</p><p>44:30 – Outro & How to Take Action</p><p><br></p><p>Check out:</p><p>https://statesproject.org/</p><p><br></p><p>And look for 'The Fourth Brand: How State Governments Can Save Our Union' by Daniel Squadron, Co-Founder of The States Project </p><p>https://statesproject.org/fourthbranch/</p>
31 total episodes available with 1 transcripts
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