In this episode, Andrew Cleland who is the Chief Investment Officer of Techstars, shares his journey from early career interests to significant roles at Techstars and Time Warner. He discusses his entrepreneurial beginnings and the transition to Time Warner post-9/11, emphasizing talent attraction and retention strategies. Andrew reflects on his experiences at Comcast Ventures, offering career advice on upskilling and distinguishing between venture capital and private equity skills. The conversation delves into Techstars' role in the venture market, investing in deep tech, AI's impact, and accelerator acceptance criteria. Andrew concludes with insights on knowing your business, focusing on early-stage startups, and the importance of giving back.