India is home to about 20 of the world’s oldest and most successful brands that have weathered the tide over the last 100 years by evolving their strategies to the changing market. We explored the brand strategies of five of these legacy Indian brands that have time and again fascinated the world through their multiple innovative, sustainable and customer-centric strategies to stay relevant and competitive even today. ITC, Tata Steel, Bank of Baroda, Tata Power and Tata Coffee have turned headwinds into tailwinds to enjoy sectoral dominance and offer valuable insights for other businesses to build a strong and evergreen brand identity and multi-generational relationships with customers. Key trends that stood out across these were: expanding into new businesses along with dominating their primary business, making bold bets to drive inorganic growth, digitalisation and their stakeholder-driven approach, be it customers or employees being ambassadors of the organisation.