Steve Schlafman, founder of Downshift and former VC, is on a quest for personal growth through AI. He shares how he uses a $20 ChatGPT subscription for advanced dream analysis, drawing insights akin to a Jungian therapist. Steve also highlights the importance of storytelling in shaping identity and emphasizes embracing emotional and imaginative perspectives. With his ADD background, he discusses the power of voice interfaces for natural thought processing. His innovative approaches challenge traditional views on personal development, making a compelling case for integrating AI into self-discovery.

Steve and Matt discuss slowing down, unlearning, sabbaticals, finding good work, letting go of jealousy, competitiveness vs enoughness, Matt's apprenticeship, Downshift program, ambition, marriage, family, reframing money, launching decelerator.

Steve Schlafman, a former junior investing partner known for his influence in the NYC startup scene, shares his insights on navigating career transitions. He reflects on his journey from venture capitalism to coaching, driven by a desire for authentic relationships. Schlafman discusses the significance of slowing down, embracing self-discovery, and fostering meaningful connections as individuals pivot in their careers. He also introduces Downshift, a 'decelerator' program designed to help high achievers take inventory before embarking on their next chapters.

Sahil Lavingia and Steve Schlafman discuss new VC fund structures, the rise of solo capitalists, and the impact of AngelList on venture capital. They explore disruptive structures, evolving trends in funding models, and the accessibility of venture capital for founders and LPs.

Steve Schlafman, a marketplaces, mobile services, and hardware investor at RRE Ventures, discusses the differences between Seed and Series A investments, valuation comparisons, and the importance of detecting small but meaningful markets. He shares insights on due diligence processes, investment decision making, and the role of intuition in VC. Steve also highlights the significance of mentoring in the venture ecosystem and mentions his recent investment in Brightwheel.