Insomnia Cookies’ Journey from Dorm Room to Doorstep

As I listened to Guy Raz’s interview on How I Built This with a Jewish kid from the University of Pennsylvania who sold cookies for a living, I felt a bit of brownie déjà vu.

(My wife started and I joined her business called Rachel’s Brownies while at UPenn in the later 1970s)

When Seth Berkowitz was at UPenn, he was the cookie guy on campus. He even worked at the DP AKA The Daily Pennsylvania where I was a photographer during my colleage years. He even grew up loving the NY Mets!

The Insomnia Story

So he took matters into his own hands and started making and delivering cookies to students at his school. The operation soon went from a silly side hustle to a real business—and then an all-consuming struggle. But today, after decades of detours, long-shot decisions, and near-bankruptcies, Insomnia Cookies is now a business with a value of $350 million.

Seth grew frustrated that the only food he could get delivered late at night was standard fare like pizza or Chinese food. He had a sweet tooth and craved warm, homemade chocolate chip cookies.

Few entrepreneurial success stories are as deliciously inspiring as Insomnia Cookies. Born from a simple desire to satisfy late-night cravings, this brand has grown from a dorm room experiment to a nationwide phenomenon. At its core, the Insomnia Cookies story is one of unwavering persistence, embodied by its founder, Seth Berkowitz.

Who Wants Warm Cookies?

The year was 2003, and Seth was just another college student at the University of Pennsylvania. Like many peers, he battled late-night hunger pangs while burning the midnight oil. However, unlike most, Seth saw this common problem as an opportunity. Armed with little more than an oven, some baking sheets, and a dream, he began crafting and delivering warm, gooey cookies to fellow students.

What started as a modest operation quickly gained traction. Word spread across campus about the students bringing freshly baked cookies right to your door, even in the wee hours of the morning. Seth’s dorm room became an impromptu bakery, and his phone never stopped ringing with orders.

But the road from dorm room to empire was far from smooth. As graduation loomed, Seth decided to pursue a traditional career path or bet on his cookie venture. He chose to double down on his sweet dream in a move that would define the brand’s ethos.

Early Years

The early years were challenging. Seth moved operations out of his dorm and into a small storefront, but scaling the business proved difficult. There were nights when sales were slow, and the future of Insomnia Cookies hung in the balance. Yet, Seth persisted. He refined his recipes, streamlined operations, and never lost sight of his core mission: to deliver happiness in warm cookies whenever and wherever people craved them.

This persistence began to pay off as Insomnia Cookies slowly expanded to other college towns. The brand’s unique value proposition – hot, fresh cookies delivered until the early morning– resonated strongly with students and night owls alike. Each new location was a testament to Seth’s unwavering belief in his concept.

As the business grew, so did the challenges. Expanding beyond the college market meant adapting the brand’s messaging and operations. Seth and his team had to convince a broader audience that cookies weren’t just for kids or special occasions – they could be an anytime indulgence. This shift in perception was crucial to Insomnia Cookies’ growth beyond campus borders.

The advent of social media and the rise of foodie culture in the late 2000s and early 2010s provided new avenues for brand exposure. Insomnia Cookies leveraged these platforms, encouraging customers to share their late-night cookie experiences. The sight of a box of warm Insomnia Cookies became a staple on Instagram feeds, driving organic growth and solidifying the brand’s place in popular culture.

The iPhone Changed Everything

But Seth didn’t rest on his laurels. He continued innovating, introducing new flavors, expanding the menu to include ice cream and cookie cakes, and experimenting with vegan options. Each iteration was a calculated risk, but Seth’s persistence ensured the brand remained relevant and exciting. With the iPhone’s fast adoption and food delivery growth, Insomnia Cookies woke up to a new era.

The company’s growth caught the attention of Krispy Kreme, leading to a majority stake acquisition in 2018. This partnership opened new doors for expansion and resources, but Seth remained at the helm, ensuring that the brand’s core values and unique identity were preserved.

Today, Insomnia Cookies boasts over 200 locations across the United States and plans for international expansion. The brand has successfully transitioned from a college-town favorite to a mainstream dessert destination while maintaining its quirky, fun-loving personality.

As of July 17, 2024, private equity firms Verlinvest and Mistral Equity Partners own a majority stake in Insomnia Cookies, after Krispy Kreme sold them the company for $127.4 million. Krispy Kreme also expects to receive an additional $45 million from the sale after Insomnia Cookies refinances its debt. The deal values Insomnia Cookies at $350 million, which is double what Krispy Kreme paid for it in 2018.

Throughout this journey, Seth’s persistence has been the secret ingredient in Insomnia Cookies’ recipe for success. From those early days of baking in a dorm room to navigating the complexities of a national brand, his unwavering commitment to the vision has driven the company’s growth.

The Insomnia Cookies story is more than just a tale of sweet success; it’s a testament to the power of persistence in entrepreneurship.

Seth Berkowitz transformed a simple idea into a beloved brand that has redefined how we think about cookies and late-night cravings through sheer determination and adaptability. As Insomnia Cookies continues to grow and evolve, one thing remains constant: the spirit of persistence that has been baked into every cookie since day one. It’s a reminder that with passion, hard work, and a willingness to keep pushing forward, even the sweetest dreams can become reality.

Key Marketing Learnings from Insomnia Cookies’ Journey

1. Identify and Own a Unique Niche: Insomnia Cookies succeeded by focusing on a specific, underserved market – late-night cookie delivery. By owning this niche, they differentiated themselves from traditional bakeries and established a strong brand identity.

2. Leverage User-Generated Content: The brand’s growth was significantly boosted by encouraging customers to share their Insomnia Cookies experiences on social media. This organic, word-of-mouth marketing created authenticity and expanded their reach beyond traditional advertising.

3. Adapt and Innovate While Staying True to Core Values: Insomnia Cookies expanded beyond college campuses; it adapted its marketing and product offerings to appeal to a broader audience. However, it never lost sight of its core mission and brand personality, ensuring consistent messaging across all touchpoints.


Connect with Jeff at The Marketing Sage Consultancy. Interested in setting up a call with me? Use my calendly to schedule a time to talk. The call is free, and we can discuss your brand and marketing needs. If you want to learn more about my new offering, The Trusted Advisor Board, you can click here to learn the details. Feel free to email me at jeffslater@themarketing sage.com or text 919 720 0995. Thanks for your interest in working with The Marketing Sage Consultancy.

Photo by Alexandra Gorn on Unsplash

Photo by American Heritage Chocolate on Unsplash