He is presently president and CEO (chief executive officer), and director on the board of Mastech Digital.

[3][4] In 1993, he moved to England to expand the company's reach across Central and Eastern Europe, the UK, and the Nordics.

[12] In October 2015, after nearly 32 years with Zensar, Gupta took charge as the chief executive – Americas of RPG Enterprises, a $3 billion group with a presence in automotive tires, pharmaceuticals, information technology, plantations, and infrastructure, among many others.

[14] Later in July 2017, Gupta led Mastech Digital's acquisition of InfoTrellis, a Canada-based data management and analytics services company.

(2017, 2018, 2021, 2023, and 2024)[21][22][23][24][25] Gupta has been named to the list the Pittsburgh “Smart 50 Award” for five years in a row, being recognized for his ability to effectively build and lead a successful organization in the region.