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In this episode of The Tyler Wagner Show, hosts Tyler Wagner interviews Zach Treby and Josh Kiley, co‑founders of the financial education platform CEO Watchlist. The conversation begins with their serendipitous meeting during the pandemic—Zach, a PhD‑trained rehabilitator with a family background in investing, and Josh, a TikTok creator—who combined their skills to build a year‑long, Discord‑based educational program. They detail the program’s structure: daily live market classes, weekly recap calls, a curated watchlist, e‑books, and a community chat. The duo explains their investment framework, emphasizing identification of durable businesses, large economic moats, and supply‑chain analysis (e.g., cell‑tower owners, warehouse REITs). They discuss the merits of passive S&P 500 investing versus active stock selection, noting that most retail investors underperform the index. Josh outlines his swing‑trading approach, the importance of aligning trades with personal risk tolerance, and the use of public insider/CEO disclosures (via sites like OpenInsider). Zach shares his long‑term bias, citing pandemic‑era trades in tech, healthcare, and infrastructure, and stresses the role of stimulus in market rebounds. The hosts debate inflation versus deflation, with Zach arguing that massive money printing guarantees inflation and that cash holdings erode value. Crypto is explored: Zach is a strong pro‑crypto advocate, allocating a majority of his portfolio to Bitcoin and Ethereum; Josh is more cautious, noting volatility and risk. They also touch on the challenges of scams impersonating their brand and the importance of authentic community engagement. Throughout, the interview blends conversational, instructional, and enthusiastic tones, offering actionable insights for new to intermediate investors.

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