How do you sift through the noise of advice, embrace the messiness of life, and find success on your terms? Startup and venture capital veteran Anastasia Simon shares her framework for evaluating advice, how she’s redefining success in her life and, perhaps most importantly, her stance on Drake vs. Kendrick.

Episode Summary:
In this episode, we dive deep with Anastasia Simon, a force in the venture capital space, about her refreshing perspective on mental health, play, and what success really means. Anastasia candidly shares how she navigates the complexities of taking advice, embracing challenges, and learning to play again in a world that often prioritizes productivity over well-being. She reveals her strategies for maintaining mental health in a demanding industry, the importance of intergenerational relationships, and why it's crucial to discern which advice to take and which to leave behind. Whether you’re a founder, creative, or just someone trying to make sense of the noise, this episode is packed with wisdom on how to rethink success and find joy in the process.

Key Themes:

• Navigating Advice: How to determine what advice to take and what to leave.
• Mental Health & Self-Care: Strategies for maintaining well-being in a high-pressure environment.
• Rethinking Success: Challenging conventional ideas of success and finding your own path.
• Relearning Play: The importance of play and imagination in adult life.
• Intergenerational Wisdom: The value of learning from both younger and older generations.
• Being Right & Wrong: The importance of introspection and humility in decision-making.