Summary
In this conversation, Julia Rae interviews Jesse Draper, a venture capitalist and advocate for investing in women. They discuss Jesse's journey from aspiring actress to hosting a tech talk show and eventually becoming a venture capitalist. Jesse shares insights into the world of venture capital and the importance of networking and building relationships. She also emphasizes the need for entrepreneurs to balance celebrating wins with taking losses to heart. The conversation highlights the challenges and opportunities in the startup ecosystem, particularly for women entrepreneurs. In this conversation, Julia Rae speaks with Jesse about the challenges women face in accessing capital and the need for change in the investment industry. They discuss the qualities of a successful founder and the importance of being open and coachable. They also touch on the struggles of dealing with imposter syndrome. Jesse shares her experiences of feeling misunderstood and unfairly judged due to her family background. They explore the balance between motherhood and work and the importance of empowering the next generation. Jesse offers advice to her younger self, emphasizing the importance of confidence and self-belief.
Chapters
00:00 Introduction and Background
01:26 Early Dreams and Acting Career
09:46 Venture Capital and Investing in Women
13:25 Understanding Venture Capital
21:45 Knowing When to Cut Losses
25:25 Pivoting and Adapting in Business
27:20 Investing in Women Isn't a Charity
28:16 Investing in Women
30:05 Challenges in Accessing Capital
31:29 Overcoming Obstacles
34:18 The Need for Change
35:12 Distinguishing Between Advisor and Supporter
36:38 Qualities of a Successful Founder
37:28 The Challenges of Sitting on Boards
38:29 Dealing with Imposter Syndrome
40:18 Finding Joy in the Journey
41:44 The Myth of the Big Break
43:10 Dealing with Self-Doubt
44:33 Feeling Misunderstood and Unfairly Judged
49:47 Balancing Motherhood and Work
54:34 Empowering the Next Generation
55:34 Advice to Her Younger Self
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