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This is part of a case series. The case traces the entrepreneurial journey of Indian media baron Subhash Chandra. It starts with his entry into a struggling family business in 1967 and observes his evolution from a young, aspiring entrepreneur to the chairman of Essel Group. Chandra entered his family's agricultural commodities business in 1967 when it was in dire straits. In the 1970s and 80s, he forayed into new sectors like packaging and amusement parks. In 1991, he set up Zee Telefilms (later Zee Entertainment) and launched Zee TV. In 2018, Zee had a global viewership of 1.3 billion and business segments spanning broadcasting, music, film production, and digital over-the-top (OTT) media. In 2007, to create a long-lasting legacy and diversify his personal wealth, Chandra entered the Indian infrastructure industry and bid for multiple projects in a short span of five years, winning several of them. Unable to convert the infrastructure projects into profitable ventures, his personal financial situation deteriorated to such an extent that he resorted to offering the shares of the listed companies he owned (including Zee) as collateral to banks. The case ends with Chandra, and indeed his whole business empire, in a precarious situation due to indebtedness and facing some tough decisions.