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Tip Top Tailors

Tip Top Tailors
Subsidiary
Industry Fashion
Founded Toronto, Ontario, Canada (1909)
Founder David Dunkelman
Headquarters Toronto, Ontario, Canada
Area served
Canada
Products Menswear, suits, tuxedos rentals, casual wear, sportswear and outerwear
Parent Dylex (1966–2000)
Grafton-Fraser
(2000–present)
Website TipTopTailors.ca

Tip Top Tailors is a Canadian retail clothing chain, selling primarily menswear: suits, tuxedo rentals, casual wear, sportswear and outerwear; as well, each store has an in-house tailor (provides tailoring for men and women). This company is quite similar to Moores, a well-known company which also sells menswear.

Tip Top Tailors operates 102 stores across Canada and is a division of Grafton-Fraser Inc. The first Tip Top Tailors opened in 1909.

Tip Top Tailors was a Canadian menswear clothing retailer founded in Toronto in 1909 by Polish-Jewish immigrant David Dunkelman (1883–1978). He rented his first store at 245 Yonge Street, Toronto, selling tailored suits for $14. The name of the chain was chosen by a customer in a contest. A now landmark building that housed the manufacturing, warehousing, retail and office operations for Tip Top Tailors was built at 637 Lake Shore Boulevard West, Toronto, Ontario. This building was designed by architect and engineer Roy H. Bishopin in a classic Art Deco style. Construction was completed in 1929. Founder David Dunkelman's son Benjamin Dunkelman (1913–1997) served as president of Tip Top Tailors after his father stepped down in 1948 until he eventually sold the company to the newly formed Dylex Limited in 1967. The history of Tip Top Tailors after 1967 is inextricably intertwined with that of Dylex Limited.

The first discussions concerning the formation of Dylex took place during a lunchtime meeting in December 1966. On one side of the table sat Jimmy Kay, a Toronto-based entrepreneur with business interests in housewares, plastics, and lighting. On the other side sat representatives of the Posluns family, who for three generations had been involved in the Toronto garment industry. The Posluns and Kay had never met each other prior to the meeting (an auditor who worked for both Kay and the Posluns had arranged the meeting) but they were both interested in acquiring the same company, Tip Top Tailors. By 1967 Tip Top Tailors had lost its luster and had deteriorated into "an old broken-down chain" according to Toronto broker Donald Tigert. The Posluns were primarily interested in acquiring the company's 5-story head office building on Lake Shore Boulevard. They had previously approached the Dunkleman family about buying the building alone, but the Dunkleman family declined the offer, wishing to sell the entire business if they sold it at all. Jimmy Kay, however, was more interested in buying the Tip Top Tailors chain of stores than the head office building, a proposition the Dunklemans also rejected. Separately, each side had failed in their bid to acquire Tip Top Tailors, but during the course of lunch they agreed to pool their efforts and offer the Dunklemans the deal they wanted. Thus began a business relationship that would endure for the next quarter century.


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