20VC: Turning a $15M Investment in Monday into $1.5BN in Cash | The Strategy Behind a 37x DPI $45M Fund | The Three Step Process to Selling Positions that has Netted Top Percentile Returns with Avi Eyal, Co-Founder @ Entrée Capital | The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

This podcast episode explores the journey of a serial entrepreneur, discussing topics such as childhood hardships, luck versus skill in achieving success, portfolio construction, the challenges of high-priced deals, the concept of Total Addressable Market (TAM), building and scaling a successful business, investment strategies, the significance of having a partner in the entrepreneurial journey, the difference between selling to customers and selling to investors, risk-taking in venture capital, missed opportunities, the impact of ego and corruption on civil society, the issue of anti-Semitism, the Israeli startup ecosystem, and personal reflections on relationships. It offers valuable insights and lessons for aspiring entrepreneurs and advocates for empathy, tolerance, and collective morality in society.

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20VC: Turning a $15M Investment in Monday into $1.5BN in Cash | The Strategy Behind a 37x DPI $45M Fund | The Three Step Process to Selling Positions that has Netted Top Percentile Returns with Avi Eyal, Co-Founder @ Entrée Capital

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Success Story of Avi Eyal: From $15 Million to $1.5 Billion in Cash

Elite Community, Squarespace, and Childhood Hardships: Insights from the Conversation

The Role of Luck, Conviction, and Team in Serial Entrepreneurship

Building a Fund with Angel and Core Deals: Concentrating Capital and Winning Deals

Price Sensitivity and Valuation: Challenging the Institutionalization of VC

Understanding Market Analysis: The Importance of TAM and Finding Niche Markets

The Journey of Building and Scaling Monday: From Vertical Expansion to Product Market Fit

The Challenges of Selling and Investing in the Public Market

The Importance of Having a Partner: How VCs Can Help Founders Succeed

Selling to Customers vs. Investors: Lessons Learned and Honest Conversations

Risk, Loss Rate, and Sourcing: Insights from an Investor's Perspective

Lessons Learned and the Importance of Taking Action in Business

The Impact of Ego, Self-Interest, and Corruption on Israel's Civil Society

The Complex Issue of Anti-Semitism: Israel, Self-Determination, and the Need for Change

Finding Common Ground: Leadership, Vision, and the Israeli Startup Ecosystem

Personal Reflections, Software Solutions, and Innovative Companies

The Information and Squarespace: Trusted News and All-in-One Website Platform

20VC: Turning a $15M Investment in Monday into $1.5BN in Cash | The Strategy Behind a 37x DPI $45M Fund | The Three Step Process to Selling Positions that has Netted Top Percentile Returns with Avi Eyal, Co-Founder @ Entrée Capital

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

00:00The Success Story of Avi Eyal: From $15 Million to $1.5 Billion in Cash

The Success Story of Avi Eyal: From $15 Million to $1.5 Billion in Cash

02:47Elite Community, Squarespace, and Childhood Hardships: Insights from the Conversation

Elite Community, Squarespace, and Childhood Hardships: Insights from the Conversation

05:41The Role of Luck, Conviction, and Team in Serial Entrepreneurship

The Role of Luck, Conviction, and Team in Serial Entrepreneurship

11:04Building a Fund with Angel and Core Deals: Concentrating Capital and Winning Deals

Building a Fund with Angel and Core Deals: Concentrating Capital and Winning Deals

14:44Price Sensitivity and Valuation: Challenging the Institutionalization of VC

Price Sensitivity and Valuation: Challenging the Institutionalization of VC

19:33Understanding Market Analysis: The Importance of TAM and Finding Niche Markets

Understanding Market Analysis: The Importance of TAM and Finding Niche Markets

24:00The Journey of Building and Scaling Monday: From Vertical Expansion to Product Market Fit

The Journey of Building and Scaling Monday: From Vertical Expansion to Product Market Fit

27:45The Challenges of Selling and Investing in the Public Market

The Challenges of Selling and Investing in the Public Market

31:34The Importance of Having a Partner: How VCs Can Help Founders Succeed

The Importance of Having a Partner: How VCs Can Help Founders Succeed

36:30Selling to Customers vs. Investors: Lessons Learned and Honest Conversations

Selling to Customers vs. Investors: Lessons Learned and Honest Conversations

40:12Risk, Loss Rate, and Sourcing: Insights from an Investor's Perspective

Risk, Loss Rate, and Sourcing: Insights from an Investor's Perspective

43:48Lessons Learned and the Importance of Taking Action in Business

Lessons Learned and the Importance of Taking Action in Business

45:51The Impact of Ego, Self-Interest, and Corruption on Israel's Civil Society

The Impact of Ego, Self-Interest, and Corruption on Israel's Civil Society

49:10The Complex Issue of Anti-Semitism: Israel, Self-Determination, and the Need for Change

The Complex Issue of Anti-Semitism: Israel, Self-Determination, and the Need for Change

52:41Finding Common Ground: Leadership, Vision, and the Israeli Startup Ecosystem

Finding Common Ground: Leadership, Vision, and the Israeli Startup Ecosystem

55:08Personal Reflections, Software Solutions, and Innovative Companies

Personal Reflections, Software Solutions, and Innovative Companies

57:26The Information and Squarespace: Trusted News and All-in-One Website Platform

The Information and Squarespace: Trusted News and All-in-One Website Platform