<p>Harley Finkelstein and David Segal are back with Season 3 of <em>Big Shot</em>! Today, we chat with beauty industry icon Bobbi Brown. Known for her work as a makeup artist, Bobbi’s expertise has been showcased on the covers of leading magazines, including<em> Cosmopolitan</em>, <em>Allure</em>, <em>Mademoiselle</em>, and <em>Teen</em>. She’s the author of nine beauty books, with five achieving bestseller status. </p>
<p>In 1991, Bobbi founded Bobbi Brown Cosmetics, which Estée Lauder acquired for $74.5 million four years later. Bobbi had a 25-year non-compete with Estée Lauder, and as soon as that expired, she launched her latest company, a clean beauty brand called Jones Road. </p>
<p>In our conversation, we discuss the following: </p>
<ul>
<li><p>How chutzpah and optimism landed Bobbi her first <em>Vogue</em> cover</p>
</li>
<li><p>How Bobbi developed her first lipstick and the original ten that became the brand’s foundation.</p>
</li>
<li><p>How organic networking was a big part of Bobbi’s success</p>
</li>
<li><p>The Estée Lauder acquisition of Bobbi Brown Cosmetics and Bobbi’s friendship with Leonard Lauder</p>
</li>
<li><p>How Bobbi prioritized motherhood over work</p>
</li>
<li><p>Life after the non-compete: Her new partnerships and Jones Road</p>
</li>
<li><p>And so much more</p>
</li>
</ul>
<p>—</p>
<p><strong>In This Episode We Cover: </strong></p>
<p>(04:28) How Bobbi got started by cold-calling models and agencies </p>
<p>(10:30) How Bobbi learned entrepreneurship skills at Emerson </p>
<p>(12:52) Bobbi’s first lipstick and the beginnings of her makeup empire</p>
<p>(17:39) The Bergdorf Goodman deal that almost fell apart</p>
<p>(21:30) A chance encounter in an elevator that led Bobbi to her second chemist</p>
<p>(22:10) Meeting Jeff Zucker’s grandmother and landing a regular spot on <em>The Today Show</em></p>
<p>(26:15) Trailblazing the natural makeup movement </p>
<p>(34:10) Bobbi’s meeting with Leonard Lauder of Estée Lauder</p>
<p>(35:59) How Bobbi was able to prioritize her kids </p>
<p>(39:20) The sale to Estée Lauder </p>
<p>(42:54) How Bobbi celebrated and shared her wealth with her family </p>
<p>(43:45) The first freestanding store, and how Leonard Lauder supported Bobbi</p>
<p>(47:00) The decline of Bobbi’s relationship with Estée Lauder that led to her leaving </p>
<p>(51:30) The Just Bobbi curated collection at Lord and Taylor </p>
<p>(53:30) How Bobbi moved on from the drama at Estée Lauder </p>
<p>(1:00:01) Launching Jones Road</p>
<p>(1:08:55) Miracle Balm’s instant popularity</p>
<p>(1:10:20) Bobbi’s response to a TikTok influencer trashing her foundation </p>
<p>(1:13:43) Bobbi’s thoughts on selling her new company </p>
<p>(1:14:45) Bobbi’s partnership with her son, Cody</p>
<p>(1:17:03) New learnings at Jones Road</p>
<p>(1:18:28) Bobbi’s thoughts on chutzpah</p>
<p>(1:19:25) Bobbi’s perspective on health and longevity</p>
<p>(1:20:36) What being Jewish means to Bobbi </p>
<p>(1:23:15) The secret to Bobbi’s successful marriage and partnership </p>
<p><br></p>
<p>—</p>
<p><strong>Where to find Bobbi Brown:</strong></p>
<p>X: <a href="https://x.com/justbobbibrown">https://x.com/justbobbibrown</a></p>
<p>Instagram: <a href="https://www.instagram.com/justbobbidotcom/">https://www.instagram.com/justbobbidotcom</a></p>
<p>Facebook: <a href="https://www.facebook.com/JustBobbiDotCom/">https://www.facebook.com/JustBobbiDotCom</a></p>
<p>TikTok: <a href="https://www.tiktok.com/@justbobbibrown">https://www.tiktok.com/@justbobbibrown</a></p>
<p><br></p>
<p><strong>Where To Find Big Shot: </strong></p>
<p>Website: <a href="https://bigshot.show/"></a><a href="https://www.bigshot.show/">https://www.bigshot.show/</a></p>
<p>YouTube: <a href="https://www.youtube.com/@bigshotpodcast">https://www.youtube.com/@bigshotpodcast</a> </p>
<p>TikTok: <a href="https://www.tiktok.com/@bigshotshow">https://www.tiktok.com/@bigshotshow</a></p>
<p>Instagram: <a href="https://www.instagram.com/bigshotshow">https://www.instagram.com/bigshotshow/</a> </p>
<p>Harley Finkelstein: <a href="https://twitter.com/harleyf">https://twitter.com/harleyf</a> </p>
<p>David Segal: <a href="https://twitter.com/tea_maverick">https://twitter.com/tea_maverick</a></p>
<p>Production and Marketing: <a href="https://penname.co/">https://penname.co</a></p>