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In this episode, the host speaks with his mentor Cliff, an experienced investor in the venture capital, tech, and angel investing spaces. They discuss the importance of having multiple mentors and diversifying investments beyond real estate into private equity and venture capital, especially in light of recent high interest rates. Cliff provides an overview of angel investing, shares his journey from stocks to real estate, and highlights the role of venture capital firms in startup funding. Key topics include the various stages of startup funding (pre-seed, seed, series A), the significance of SAFE agreements, and the importance of execution over ideas. The episode also touches on the potential returns and risks involved in angel investing and the value of relationships and networking in the investment community. Listeners can also learn about the host’s evolving investment strategy and get insights into the Hawaii Angels investment group.

00:00 Introduction to the Mentor and Venture Capital

00:30 Shifting Focus: From Real Estate to Venture Capital

00:36 Challenges in Real Estate and Interest Rates

01:54 Exploring New Investment Avenues

02:32 Introduction to Angel Investing

04:12 Defining Angel Investing

06:21 The Appeal and Risks of Angel Investing

09:44 Stages of Angel Investing: Pre-Seed to Seed

11:59 Comparing Real Estate and Angel Investing

22:51 Venture Capital Firms and Investment Strategies

24:54 The Reality of Venture Capital

25:26 Hawaii's Angel Investment Scene

26:56 Understanding SAFE Agreements

29:00 Valuation and Investment Strategies

31:53 The Entrepreneur's Journey

38:09 Exits and Returns

41:20 Joining Hawaii Angels

44:18 Final Thoughts on Investment Diversification

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