Sidharth Rao was 19 when he founded WebChutney, a digital marketing firm that was acquired about six years ago by Dentsu Aegis Network for an undisclosed sum. The early start in entrepreneurship has shaped Rao?s somewhat unique approach to angel investing. He will typically pass on a deal if he?s not comfortable enough to grab a beer with the founder of the prospective investee startup. He thinks trying and failing at different things is something every investor must experience to be able to make the right bets.