In this interview podcast, Lenny interviews Krithika Shankarraman, a marketing expert who was the first marketing hire at OpenAI and Stripe, and an early marketing leader at Retool and Dropbox. Krithika shares key marketing lessons from her experiences, including her four-step diagnostic approach (DATE - Diagnose, Analyze, Take a different path, Experiment), the importance of understanding customer needs, and the value of brand consistency. She emphasizes that there's no one-size-fits-all playbook for marketing and advises against blindly copying strategies, advocating instead for a deep understanding of the product and customer. The discussion covers specific examples from OpenAI, Stripe, and Retool, highlighting the need for adaptability, internal reviews, and a focus on high-quality marketing communication. Krithika also touches on career advice for marketers, the role of AI in marketing, and the importance of taste and creativity in the age of AI.