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How Two Brothers Bootstrapped Herschel Supply Co. Into a Global Backpack Empire

· 9 min read
Mike Thrift
Mike Thrift
Marketing Manager

In 2009, two brothers from Vancouver looked at the backpack market and saw something that most people missed—boring products designed purely for function with no sense of style or heritage. Rather than accept the status quo, Lyndon and Jamie Cormack quit their corporate jobs and launched Herschel Supply Co. from a small studio apartment with nothing but savings, determination, and a clear vision. Fifteen years later, their company sells millions of bags annually through over 9,000 retail locations in 90 countries, all while remaining 100% family-owned with zero outside investment.

The Herschel story offers a masterclass in bootstrapped growth, brand building without traditional advertising, and maintaining work-life balance while scaling a global business. For entrepreneurs navigating the challenges of building something meaningful, their journey provides both inspiration and practical lessons.

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The Origin: Seeing What Others Missed

Before starting Herschel, both Cormack brothers had successful careers in the outdoor and action sports industry. Lyndon worked in sales at Vans, while Jamie held positions at K2 Sports. They understood distribution, retail relationships, and what made products connect with consumers.

But they also saw a gap that their employers weren't filling. The backpack and bag market had become purely utilitarian. Products were designed for function—hiking packs, laptop bags, school backpacks—without any consideration for style, heritage, or emotional connection.

"Backpacks were boring," Lyndon has explained. The brothers believed consumers wanted products that combined practical functionality with timeless design and a compelling brand story.

They named their company after Herschel, Saskatchewan—a tiny town where three generations of their family had lived before moving west to Vancouver. That choice wasn't random marketing. It reflected their commitment to heritage, authenticity, and building something with genuine roots rather than manufactured cool.

Starting Without a Safety Net

Neither brother had manufacturing experience when they launched Herschel Supply Co. in 2009. What they did have was industry knowledge, relationships with retailers, and the courage to learn everything else as they went.

They self-funded the entire operation from personal savings. No venture capital, no angel investors, no debt financing. This decision would prove crucial to their long-term success, though it meant accepting significant personal risk and slower initial growth.

In their first year, they sold 8,000 backpacks—a respectable start that validated their thesis about the market gap. More importantly, they achieved 900% sales growth that first year, signaling that consumer demand far exceeded what they could initially supply.

The bootstrap approach forced discipline from day one. Every dollar spent on product development, marketing, or operations had to generate returns. There was no runway of investor money to burn through while figuring things out.

The Growth Explosion

What happened next defied typical startup trajectories. Between 2011 and 2013, Herschel achieved 5,000% growth. By 2015, they were selling 4.5 million units annually. Current estimates place their revenue around $91 million.

How did two brothers with no manufacturing background achieve this kind of scale?

Several factors combined to create their explosive growth:

Product-Market Fit: Their instinct about the market gap proved correct. Consumers were hungry for bags that looked good, told a story, and didn't compromise on quality. Herschel's signature Little America backpack, with its distinctive magnetic strap closures and vintage-inspired design, became an instant icon.

Heritage Branding: In an era of disposable fashion and forgettable brands, Herschel offered something different—a connection to place, family, and timeless design principles. The brand's visual identity, inspired by mid-century Americana, resonated across demographics and geographies.

Quality at Accessible Prices: Rather than competing on price alone or positioning as ultra-premium, Herschel hit a sweet spot. Their products were noticeably better than mass-market alternatives but priced accessibly enough for students and young professionals.

Retail Relationships: The brothers' industry experience paid dividends here. They knew how to work with retailers, manage inventory, and build partnerships that drove mutual success.

Building Brand Without Traditional Advertising

One of Herschel's most remarkable achievements was building a global brand without traditional advertising campaigns. No TV commercials, no magazine spreads, no billboard campaigns. Instead, they relied on organic marketing, social media, and strategic partnerships.

This approach emerged partly from necessity—bootstrap financing didn't leave room for expensive ad campaigns—and partly from conviction that authentic brand building outperforms paid promotion.

Social media became their primary marketing channel. Beautiful product photography, lifestyle content, and community engagement created a following that traditional advertising couldn't buy. Their Instagram aesthetic—clean, heritage-inspired, aspirational but accessible—became a template that countless brands would later imitate.

They also pursued strategic partnerships that extended their reach without requiring massive marketing budgets. Collaborations with Apple, Disney, Coca-Cola, and the NBA introduced Herschel to new audiences while reinforcing their credentials as a lifestyle brand rather than just a bag company.

These partnerships worked because they were selective and authentic. The brothers didn't chase every opportunity; they chose collaborations that aligned with their brand values and elevated both partners.

Turning Down 500 Investors

As Herschel's success became undeniable, investors came calling. Over the years, the Cormacks have reportedly turned down more than 500 potential investors seeking to buy into the company.

For most founders, this decision would seem irrational. Why refuse capital that could accelerate growth, provide personal liquidity, and reduce risk?

The brothers' reasoning reflects a different set of priorities. Outside investment typically comes with expectations—board seats, growth targets, exit timelines. These pressures can transform a company's culture and strategic direction in ways that undermine what made it successful in the first place.

By staying 100% family-owned, the Cormacks maintain complete control over decisions ranging from product design to company culture to how they spend their time. They can optimize for long-term brand building rather than quarterly metrics. They can prioritize work-life balance over maximum growth rate.

This choice also reflects their understanding of what they're building. Herschel's value lies in its brand—in consumer trust, design excellence, and authentic heritage. These assets are easily damaged by the short-term thinking that often accompanies investor pressure.

The Work-Life Balance Paradox

Perhaps the most counterintuitive aspect of Herschel's success is the company's approach to work hours. Visitors to their Vancouver headquarters often remark that the office is virtually empty after 5:30 PM.

In an era that celebrates hustle culture and glorifies 80-hour work weeks, the Cormacks have built a billion-dollar-valuation company while maintaining reasonable working hours. They don't see this as a luxury but as a strategic advantage.

"Work smart, not hard" isn't just a platitude at Herschel—it's an operating principle. The brothers believe that sustainable success requires sustainable practices. Burned-out employees don't produce great creative work. Exhausted leaders make poor strategic decisions.

This philosophy attracts and retains talented people who value quality of life alongside professional achievement. It creates a culture where efficiency and prioritization matter because there's no expectation of making up for poor planning with extra hours.

Critics might argue that they're leaving growth on the table. Perhaps true. But the Cormacks seem comfortable with that trade-off, having built something they're proud of without sacrificing their personal lives or health.

Lessons for Entrepreneurs

Herschel's journey offers several applicable lessons for founders building their own ventures:

Identify Genuine Market Gaps: The brothers didn't invent backpacks or even innovate dramatically on functionality. They identified an underserved customer need—desire for stylish, heritage-inspired bags—and filled it exceptionally well. Not every successful business requires technological innovation.

Bootstrap if You Can: Self-funding forced the Cormacks to build a sustainable business from day one. They couldn't lose money while "figuring it out" or pivoting repeatedly on investor capital. This discipline created strong foundations that supported later growth.

Brand Building Compounds: The decision to invest in brand rather than advertising created an asset that appreciates over time. Strong brands generate customer loyalty, premium pricing power, and partnership opportunities that paid advertising cannot match.

Choose Your Partners Wisely: Whether investors, collaborators, or key hires, every partnership shapes your company's trajectory. The Cormacks' selectivity—saying no far more often than yes—protected what made Herschel special.

Sustainability Beats Intensity: Building a company that respects work-life balance isn't just ethically preferable; it may produce better long-term results through improved retention, creativity, and decision-making quality.

Heritage and Authenticity Matter: In a world of manufactured brands and disposable products, genuine roots and authentic stories create differentiation that competitors can't easily copy.

Scaling Without Losing Soul

As Herschel has grown from two brothers in a studio apartment to a global operation with 44 owned retail locations and presence in over 9,000 stores, maintaining the company's original spirit required conscious effort.

The brothers have kept headquarters in Vancouver rather than relocating to fashion capitals like New York or Los Angeles. They've resisted the temptation to expand the product line endlessly, staying focused on bags and accessories rather than becoming another lifestyle conglomerate.

Design decisions still flow through a small team that understands the brand's aesthetic principles. Major partnerships require approval from leadership rather than being delegated to business development teams optimizing for revenue.

This discipline has costs. Growth might be faster with more aggressive expansion, broader product lines, or cheaper manufacturing. But the Cormacks have consistently chosen brand integrity over short-term gains.

The Financial Foundation

Behind Herschel's creative and strategic success lies careful financial management. Self-funding requires knowing exactly where every dollar goes. Turning down investors requires confidence in your cash position and growth trajectory. Maintaining work-life balance requires operations efficient enough to succeed without heroic individual effort.

The brothers have been notably private about specific financials, but their decisions reveal sophisticated understanding of business economics. They reinvest profits into brand building and product development. They manage inventory carefully to avoid the cash flow problems that sink many product companies. They price products to sustain quality and margins rather than competing on price alone.

For entrepreneurs building their own ventures, this financial discipline is essential. You need to know your cash position, understand your margins, and see problems coming before they become existential threats.

Beancount.io offers plain-text accounting that gives you complete transparency and control over your financial data. Track every transaction, monitor your cash flow, and maintain the kind of financial awareness that lets you make confident decisions about growth, investment, and strategy. Get started for free and build the financial foundation your business needs.