[6] In 1986, Scaglia joined McKinsey & Company, a worldwide management consulting firm, where he worked for automotive industry clients in Germany and Italy.

[6] During the early 1990s, Scaglia became general manager for Piaggio's Spanish subsidiary, working alongside Italian industrialist Giovanni Alberto Agnelli.

He was later appointed Senior Vice President at Piaggio, where he led the relaunch of the business outside Europe and re-established the company’s presence in China, India and Latin America under the leadership of Agnelli.

[8] e.Biscom became the first operator in the world to use full IP technology and bring fibre-optic networks to both business and residential clients, and launched home telecommunication services.

The merger was finalized by the end of April 2004. e.Biscom took on Fastweb's name, and focused on its core business, creating broadband telecommunications on the Italian landline network.

[15] On 5 March 2007, Scaglia founded Babelgum,[16] an interactive television platform offering free, high definition video content on demand.

He described it as “a kind of professional alternative to YouTube.”[17] The company aimed to combine the “immersive viewing experience” and visual quality of traditional television with the features made possible by the internet.

[19] In 2008, The CEO Erik Lumer was dismissed, which led the original CTO Mallku Caballero and his chief architect Gianni Scenini to leave in opposition.

[24] On 4 June 2013, Scaglia's SMS Finance firm won a bid to acquire lingerie and fashion brand La Perla with an offer of 69 million euros.

[26] Under Scaglia's leadership, La Perla underwent significant brand repositioning which despite a rise in sales, left the company unable to recoup the capital invested.

[33] The alleged tax evasion crimes, brought on by various paid service operators which used the Fastweb and Telecom Italia Sparkle networks, were said to have occurred between 2003-2006.

[34] On 23 February 2010, the Rome judge overseeing preliminary investigations issued a preventive detention order for Scaglia, among others, in response to a request by the anti-mafia public prosecutor's office.

[37] On 24 February 2011, after nearly a year of preventive detention, Scaglia was released on the order of judges of the First Penal Section of the Court of Rome.

[41][42] On 27 October 2013, Scaglia's judicial ordeal was quoted by the soon-to-be prime minister Matteo Renzi at the Leopolda meeting in Florence[43] as an injustice that should no longer occur.

[45] In February 2023, Julia Haart filed a fraud lawsuit against Silvio Scaglia, Paolo Barbieri, Jeffrey Feinman, and the accounting firm, DDK & Company.

In October 2024, the Supreme Court of the State of New York Appellate Division granted Haart the appeal and allowed the fraud case to proceed.

Haart's legal team contested this, pointing to reports that Scaglia had spent time on yachts and private jets during the summer.

[48] In January 2025, the Honorable Judge Pearlman ruled that Julia Haart owns 50% of all disputed entities including Elite World Group, Freedom Holding, and a 65 million-dollar apartment.