Hugo Ferdinand Boss, born in 1885, was the founder of the renowned clothing brand Hugo Boss. He gained experience in clothing production through his parents' lingerie shop and later established his own successful brand.

In 1908, Hugo Boss became the heir to his parents' lingerie store, taking over the family business.

In 1914, Hugo Boss joined the army and served as a corporal in World War I.

Hugo Boss, a German fashion house, was founded in 1922. It started as a clothing company and later expanded to become a major player in the fashion industry.

In 1923, Hugo Boss founded his clothing company, which later evolved into the well-known brand Hugo Boss. Initially focusing on simple clothing items, the brand expanded its offerings over the years.

In 1924, Hugo Boss founded the luxury fashion and style house that would eventually become one of the most famous in the world. The company started in a small German town and has since grown into a global phenomenon known for its authentic and understated luxury.

Due to severe economic losses faced by the country, Hugo Boss's company was forced into bankruptcy in 1929.

In 1930, as the Nazi Party began its rise, Hugo Boss's brand was tapped to produce uniforms for the Nazi party. The brand later supplied uniforms for other organizations, including the National Socialism Party.

In 1931, Hugo Boss's brand started producing uniforms for the Nazis after he joined the Nazi Party. The demand for the uniforms contributed to the flourishing of his business during a challenging economic period.

By the third quarter of 1932, Hugo Boss's company was one of the manufacturers producing the all-black SS uniforms designed by SS members Karl Diebitsch and Walter Heck. This marked a significant contribution to the SS uniform production.

As the Nazi Party expanded in influence and power, Hugo Boss was appointed as the official designer and distributor of uniforms for the party. This role further boosted Boss's business and reputation.

In 1939, Hugo Boss produced uniforms for the Nazis during World War II, using forced laborers from France and Poland. The company's involvement in producing clothing for the National Socialist regime led to controversy and later investigations.

During World War II, Hugo Ferdinand Boss's sales increased significantly, from 38,260 ℛ︁ℳ︁ in 1932 to over 3,300,000 ℛ︁ℳ︁ in 1941, due to orders for clothing production for the Nazi Party and its organizations. This financial growth was fueled by the company's involvement in uniform manufacturing for the Nazi regime.

In 1945, Hugo Ferdinand Boss faced consequences for his Nazi Party membership and support of the SS. He was fined and stripped of certain rights, but later classified as a 'follower' rather than an active promoter of National Socialism. This marked a turning point in his post-war legal status.

In 1946, Hugo Boss was convicted of actively supporting the National Socialism Party, leading to a massive penalty, loss of voting rights, and a ban on running a business.

In 1948, the founder of the company, Hugo Boss, passed away.

In 1950, Hugo Boss introduced its first men's suit, marking a significant milestone in the brand's history.

Hugo Boss introduced its men's suits to the market in 1953, marking a milestone in the company's product offerings.

In 1954, Hugo Boss successfully introduced a Boss fragrance, expanding the company's product line.

By 1960, the company had transitioned to producing off-the-peg suits, catering to a wider customer base. This move contributed to the company's growth and success.

In 1967, the Holy brothers assumed management control of the company and shifted its focus towards men's fashion.

In 1969, Eugen Holy's sons - Jochen and Uwe Holy - assume control of the company, initiating a transformation that would eventually lead to the establishment of the international fashion group known today.

In 1970, the first Boss branded suits were introduced by the company, marking a significant milestone in their branding and product development. This laid the foundation for the brand's future success.

During the early 1970s, HUGO BOSS began sponsoring motorsports, which helped in establishing an international presence and promoting the BOSS brand image to a global audience.

Hugo Boss faced skepticism when its suits first arrived in the United States in 1976, but gradually gained acceptance, especially with the help of endorsements from celebrities like Sylvester Stallone and Bjorn Borg.

The high-quality men's collections of the BOSS brand were introduced in 1977, catering to the changing demands in aesthetics and fashion awareness of men in the 1970s.

In 1980, Hugo Boss achieved a significant milestone by surpassing DM 100 million in sales for the first time.

In 1985, Hugo Boss expanded its product line by adding perfumes to its brand, which was already famous for its men's suits and other clothing. The brand has since become world-renowned.

By 1987, Hugo Boss was grossing DM 500 million annually, showcasing its rapid growth and success in the fashion industry.

In 1989, the Holy brothers sold a significant portion of Hugo Boss shares to the Japanese Leyton House Group, marking a strategic move in the company's ownership.

In 1991, Italian fashion group Marzotto S.p.A acquired a majority share of Hugo Boss, signaling a shift in ownership and management.

In March 1993, Littmann introduced the three-brand idea at his first board meeting, challenging the company's management team to launch the project in just three months.

An article in Werben und Verkaufen on April 22, 1994, discussed Hugo Boss's new brand image and marketing strategies.

On March 2, 1995, Hugo Boss's involvement as a major sponsor of the Guggenheim Foundation was highlighted in Daily News Record.

An article in TextilWirtschaft on April 4, 1996, highlighted the success and impact of the Hugo Boss brand.

On January 15, 1997, it was announced in Daily News Record that Peter Littmann would be leaving Hugo Boss, with Joachim Vogt set to take over.

In August 14, 1997, Lisa Lockwood reported in WWD that Hugo Boss was seeking to clarify concerns regarding its activities during World War II.

In November 30, 1998, Joshua Sims discussed the profitability or financial aspects related to Hugo Boss in European magazine.

On March 1, 1999, Stan Gellers discussed in Daily News Record the modern approach of Baldessarini, a brand under Hugo Boss.

On June 16, 1999, Samantha Conti discussed in Daily News Record how Hugo Boss displayed a softer and more sensitive side in its approach.

On July 17, 2000, Robert Lohrer discussed in WWD how Hugo Boss set up a store at a prime location on Fifth Avenue.

In 2002, Baldessarini left Hugo Boss and Bruno Sälzer took over as CEO. Sälzer transformed Hugo Boss into a lifestyle group, repositioned the women's line, and drove international expansion, especially in Asian markets.

In 2003, Hugo Boss partnered with British Skipper Alex Thomson, establishing one of the longest and most sought-after sailing and sports sponsorships in history.

In January 2004, footwear and leather goods manufacturing is incorporated into the HUGO BOSS Group, perfectly complementing every look.

In 2006, the brand portfolio changes and the collections from BALDESSARINI are discontinued. The luxury positioning of BALDESSARINI is now represented by BOSS Selection within the HUGO BOSS brand universe.

In 2007, HUGO BOSS established a partnership with UNICEF, showcasing the brand's commitment to social responsibility and philanthropy. This collaboration aimed to support UNICEF's initiatives and projects worldwide.

In February 2008, Claus-Dietrich Lahrs was appointed as CEO of Hugo Boss.

In September 2008, HUGO BOSS launched its online store in Great Britain. This marked the beginning of the brand's expansion into the e-commerce market.

In February 2009, HUGO BOSS introduces the BOSS Selection Tailored Line, incorporating full canvas construction for luxury apparel, marking a significant milestone in handcrafted suits.

In March 2010, actor Danny Glover boycotted Hugo Boss due to the company's plan to close a plant in Brooklyn, Ohio, US, after workers rejected a proposal to cut their hourly wage. The company later canceled the project.

Boss Bottled Night is a fragrance released by Hugo Boss in July 2010. It is designed for ambitious young men who strive for new challenges and aim to achieve their goals. The scent features intense and masculine woody accords with notes of lavender, birch tree, African violet, Louro Amarelo tree, and musk.

Boss Orange Sunset fragrance was launched in August 2010, inspired by summer sunset and a cocktail of fruity notes. The scent is described as luminous, cheerful, and fresh, with a blend of bergamot, mandarin, white flowers, rose, vanilla, and sandalwood.

In 2011, HUGO BOSS achieved a milestone in the e-commerce business by relaunching its online store in Mandarin specifically for the Chinese market. This move aimed to cater to the growing online retail demand in China.

Hugo Boss announces that 2012 marks the pinnacle of its achievements, attributing this success to the increasing demand for its products in the United States.

In June 2013, Hugo Boss and the Rockbund Art Museum in Shanghai launched the first edition of the Hugo Boss Asia Art Award. The biennial prize was created to highlight emerging artists from various regions in Asia, starting with Greater China.

Boss Bottled Unlimited by Hugo Boss, an Aromatic Fougere fragrance for men, was launched in 2014. It featured mint, pineapple, precious woods, and labdanum notes.

In March 2015, Permira announced plans to sell the remaining shares of Hugo Boss.

In September 2015, Hugo Boss (UK) was fined £1.2 million for the death of a child in its store in Bicester. The child was fatally injured by a falling mirror, leading to legal repercussions for the company.

In 2016, HUGO BOSS and the Guggenheim Museum in New York commemorated the 20th anniversary of the prestigious HUGO BOSS PRIZE.

Boss Bottled Tonic, a fresh and daytime edition in the Boss Bottled series, was introduced in the spring of 2017. It targeted modern men seeking a refreshing and versatile scent.

In February 2018, Jason Wu showcased his 'Gallery Collection' in New York, marking his final presentation as the Artistic Director for BOSS Womenswear.

In August 2019, Hugo Boss sent a cease and desist letter to Boss Brewing, objecting to their trademark application and resulting in legal fees and a name change for the brewery.

In 2020, hugoboss.com online store expanded its reach to 24 markets, with plans to include more countries in the coming years.

In January, HUGO BOSS announces Australian actor Chris Hemsworth as the new BOSS Brand Ambassador. He is set to represent the brand in international fashion campaigns for 2021 and 2022.

HUGO launches 'HUGO Louder', a new music platform dedicated to showcasing the work of inspiring artists and young talents striving to make a difference.

In June 2021, Daniel Grieder took over as CEO of Hugo Boss, introducing the growth strategy Claim 5 to drive growth and improve consumer offerings.

In early March 2022, Hugo Boss announced that it had stopped its own retail business and e-commerce operations in Russia. Despite this, the company's deliveries to Russia during the war exceeded those of the previous year.

In early November 2022, HUGO BOSS launched a unique NFT collection in collaboration with Imaginary Ones, featuring 1,001 exclusive 3D animations in a holistic metaverse experience.

According to the first half of 2023 report, Hugo Boss decided to sell its retail business in Russia and shift focus to wholesale supplies. The retail segment is now classified as assets held for sale.

In December 2023, the road leading to the HUGO BOSS headquarters in Metzingen was officially renamed to Holy-Allee to celebrate the 100th anniversary of the company and honor the contributions of brothers Uwe and Jochen Holy, the grandsons of Hugo Boss.

In February 2024, a fashion collection designed by supermodel Naomi Campbell was introduced.

Hugo Boss announced its intention to become CO2-neutral by 2050, aligning with environmental sustainability goals.