Introduction

Roberto Ingrassia is a Counsel in our Domestic and International Tax Practice based in Milan, Italy.

 He advises on the structuring and negotiation of complex financing and real estate transactions, tax aspects related to structured finance, and cross-border investments. Roberto also has significant experience in tax investigations, tax disputes, and regularly advises clients on VAT and management incentive plans.

Recognised for his technical knowledge and practical, client-focused approach, he has acted for leading financial institutions, private equity funds, and multinational corporations.


  • A major supplements producer in a dispute with the Italian Tax Authority regarding the application of the withholding tax exemption on dividends paid by the Italian subsidiary to the UK parent company.
  • A fund manager on Luxembourg and Italian legal and tax aspects of the restructuring of their corporate structure.
  • A credit fund on the impact of AIFMD II following its transposition into Italian law and the tax analysis of a potential restructuring Cheyne.
  • A leading foreign investor on the tax structuring of the acquisition and development of a data centre.
  • Several insurance companies on the insurability of potential tax risks.
  • Italy’s national development bank on tax aspects of advisory activities relating to DLT bond issuance schemes and applicable tax regulations.
  • A leading foreign investor on the acquisition of a portfolio of Italian assets for the development of student housing.
  • A global asset manager on the structuring of the acquisition of logistic assets and the related financing arrangements.
  • A motorway concession company in challenging the Italian Tax Authority's assessment of registration tax on a motorway concession.
  • A group of managers in filing a tax ruling request for the application of the carried interest regime.