Heading up that effort is Gildo’s son, Eduardo, who joined the family business in August 2014 after spending five years in the U.S. retail scene. Eduardo heads the brand’s omnichannel and is one of two fourth-generation members working for Zegna.

“We think that the future of luxury as a whole is not only just to keep creating incredible products but also becoming a content factory… and content today [is] almost more valuable than products alone,” Eduardo said.

But its products have long been the foundation for Zegna. When he was only 18, Ermenegildo Zegna founded a wool mill in the Northern Italian town of Trivero in 1910 with the vision to ethically create the world’s finest textiles.

From there, he started producing quality Italian fabrics, and over the past century, his two sons and six grandchildren have grown the business into an internationally successful luxury menswear label.

“Ermenegildo was a pretty visionary man with an incredible vision and with a unique burning spirit and he knew what he wanted,” Gildo said. “And the fact that they did it so beautifully is because he planned accordingly and he felt that he wanted to create a brand. And today, if you ask me what is the number-one asset of the family and of the business, [it] is the brand — all the rest comes after.”

As the third and fourth generation of the Zegna family plots the brand’s future amidst the fast-changing business and economic environment, one thing’s for sure: it’s a business that will remain in the family.

“I think that some of the decisions that have been [made] … if you were public, would have been more difficult to be taken because they would have been considered too risky. But our company has been pioneering in many things they have done, and these, I think, have been due to the fact that it was… a family company,” said Paolo.

Catch the second season of Lasting Legacy, Thursdays in June, on CNBC Asia at 17:30 SIN/HK and on CNBC EMEA at 23:30 CET.