Two years ago, Brown’s Shoe Fit Co. faced a daunting challenge – meeting the skyrocketing demand for HeyDude shoes. With 73 stores in the Midwest, their buyers would wake up, attempt to place significant orders, and consistently receive only a portion of what they requested. This struggle was mirrored across the nation as the demand for HeyDude shoes continued to surge.

HeyDude, known for its comfortable slip-on loafers with a characteristic and uniquely unattractive appearance, was the brainchild of Alessandro Rosano, an Italian entrepreneur living in, Hong Kong.
Despite minimal investment and almost no marketing, the brand’s revenue soared, reaching $581 million in 2021 with a net profit of $175 million. In December of that year, Rosano decided to sell the brand to Crocs, a $6.2 billion company renowned for its globally popular yet visually unconventional rubber clogs, in a deal valued at $2.5 billion in cash and stock.
This deal transformed Rosano into a billionaire, with estimating his net worth at $1.4 billion, while his American distributor and business partner, Daniele Guidi, amassed significant wealth with an estimated post-tax net worth of around $650 million, largely from the $787 million in cash he received from the deal.
Rosano and Guidi’s Journey
However, Outstanding success, both Rosano and Guidi have remained reserved about their journey, which is a stark contrast to the many direct-to-consumer brands that received significant funding and attention on social media during the boom years but ultimately failed to establish sustainable businesses.
One such example is Allbirds, a comfort shoe manufacturer whose market capitalization plummeted from over $4 billion following its 2021 IPO to just $199 million today, with annual sales struggling to surpass $300 million.
Rosano, now in his mid-50s, had deep connections to the footwear industry long before HeyDude. Raised in Tuscany, Italy, near renowned luxury brands like Ferragamo and Gucci, he began designing shoes at the age of 18. Before founding HeyDude, he ventured into various businesses, including a shoe distributor named Fratelli Diversi, where he highlighted ethical and environmentally responsible practices.
Despite his earlier entrepreneurial efforts not achieving significant success, Rosano founded HeyDude in 2008. The brand’s hallmark was lightweight, slip-on shoes with elastic laces, eliminating the need for traditional fasteners and priced around $60 per pair. The shoes were designed in Italy but produced in China, and their innovation, comfort, and affordability made them a hit in the U.S. market.
HeyDude Sales Rise and Future Growth
HeyDudes sales surged from $20 million in 2018 to $191 million in 2020, driven in part by the pandemic, as consumers sought comfort wear for staying at home. Remarkably, this success was achieved with minimal marketing, relying primarily on paid search and a commission-based sales team.
Word of mouth played a significant role in HeyDude’s growth. Retailers like Brown’s Shoe Fit Co. and The Buckle began stocking the brand, leading to widespread demand. Brown’s, in particular, adopted a proactive approach during the pandemic, ordering HeyDude shoes in large quantities, leading to quick sell-outs and even the creation of Facebook groups for fans to buy, sell, and trade the coveted shoes.
In December 2021, Crocs acquired HeyDude for $2.5 billion, with a significant portion in cash. The acquisition surprised many on Wall Street, as HeyDude was not well-known among analysts and lacked the prestige of trendy sneaker brands.
Crocs CEO Andrew Rees recognized the brand’s potential and its parallels with Crocs in terms of generating strong opinions and a devoted fan base.
Rosano’s impeccable timing played a significant role in the acquisition, as he offered HeyDude for sale during a period of rapid growth and peak demand for comfortable shoes. This contrasted with Allbirds, which went public but struggled to match HeyDude’s profitability and higher sales.
Crocs intends to leverage HeyDude’s success to enhance its overall business strategy. The brand aims to achieve $5 billion in sales for its flagship brand by 2026, with HeyDude’s rapid growth playing a crucial role in this endeavor. Despite initial challenges and inventory issues, Crocs remains confident in HeyDude’s potential.
Summary
Alessandro Rosano’s journey from Italy to Hong Kong and his creation of HeyDude, a brand that achieved remarkable success with minimal investment, is a testament to his entrepreneurial spirit and keen understanding of consumer preferences.
The brand’s acquisition by Crocs represents a strategic move to capitalize on the growing demand for comfortable footwear and achieve new heights in the global market.