In this episode of Investing to Win, Garret Wong sits down with Adrian Reid, a former corporate strategist turned full-time stock and crypto trader. They explore the difference between building wealth through real estate versus systematic trading—and why aligning your investment strategy with your personality is the real key to winning. Whether you’re feeling stuck in the property market or curious about trading, this episode brings a fresh perspective on diversification, risk, and mentorship.

⏱️ Timestamps:

[00:00:00] Introduction

Garret introduces the theme of the episode and why exploring other asset classes beyond real estate is so important in 2025.

[00:01:00] Topic 1: Adrian’s Pivot from Corporate to Trading

Adrian shares how a boring engineering degree and burnout in consulting led him to pursue trading—and eventually quit his job in 2012.

[00:06:30] Topic 2: Discovering Systematic Trading

Adrian explains how he moved from broker tips and newsletters to building backtested rule-based trading systems.

[00:12:40] Interview with Guest: Real Estate vs. Stocks Mindset

Garret and Adrian discuss why real estate often relies on timing and luck, while trading requires a more structured and self-aware approach. They also dive into identity traps, mentorship, and the role of AI in modern investing.

[00:27:30] Key Takeaways

Adrian and Garret agree that success is not about the asset class—but about clarity of goals, mentorship, and matching your strategy to your lifestyle. Adrian shares how mentorship can compress years of struggle into months of real progress.

👤 About the Guest: Adrian Reid

Adrian Reid is a private trader and founder of Enlightened Stock Trading, where he teaches systematic stock and crypto trading strategies. With over 25 years of experience in the markets, Adrian transitioned from a career in business consulting and corporate strategy to full-time trading in 2012. He now runs a six-month mentorship program that helps new traders design rule-based portfolios aligned with their personality and goals. Adrian has clients all over the world and believes the best trading system is one that fits you.

📚 Mentioned in this Episode:

• One Up On Wall Street by Peter Lynch
• Enlightened Stock Trading (Adrian’s platform)

🔗 Connect with Adrian

• Official Website
• Linkedin
• Instagram

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