Sean O’Sullivan is the founder of SOSV, a $1 billion global venture capital firm that seeds 150 companies a year through start-up development programs that support entrepreneurs across hardware, bioengineering, China, mobile apps, and the blockchain. Sean has pretty much done it all. He grew up on welfare, found his way to technology in the 1970s, and started his first company in his early 20s. That company, called MapInfo, was the original street map technology well before the days of the internet. Sean formed more companies and began angel investing with the proceeds. Along the way, he created twenty patents for ride sharing, coined the term cloud computing, appeared in Ireland’s version of Shark Tank, and formed a series of start-up development programs to support early-stage entrepreneurs. Our conversation covers Sean’s path to entrepreneurship and investing, accelerator strategy, sourcing ideas, working with entrepreneurs, preparing businesses to exit SOSV’s programs, investing in follow-on rounds, drivers of success, and positioning in the venture ecosystem. Learn More Follow Ted on Twitter at @tseides or LinkedIn Subscribe to the mailing list Access Transcript with Premium Membership

Chris Douvos is Managing Director at Venture Investment Associates, a fund that invests $1B in commitments to venture capital funds. Chris is responsible for the management of relationships with the funds’ managers and the identification and development of new manager relationships. He is the author of an entertaining blog about venture capital entitled SuperLP – Adventures in Investing, available at SuperLP.com. Prior to joining VIA, Chris spent seven years co-heading the private equity program at The Investment Fund For Foundations, or TIFF. In this role, he was responsible for another $1 billion in new capital commitments. Before joining TIFF, Chris worked on Princeton University’s endowment team. He started his career as a strategy consultant at Monitor Company. He is a graduate of Yale University and the Yale School of Management. Our conversation starts with Chris’ path to venture capital, through strategy consulting, investment banking and an endowment investment office. We talk about perception and reality in venture investing, exciting areas of future innovation, and the nuts and bolts of research, portfolio construction and decision making when running a portfolio of venture funds. When Chris pulls off his suit, the red undershirt of the Super LP remains. He’s a charismatic guy with great insight into how the venture capital game is played and draws many parallels from venture to investing in general.   Learn More Follow Ted on Twitter at @tseides or LinkedIn Subscribe to the mailing list Access Transcript with Premium Membership