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In this monologue, the speaker critiques the common angel investing approach of writing many small, passive checks across a broad portfolio in hopes of a future financial return. He argues that this diversification strategy is ineffective, labeling it "incredibly dumb." Instead, he advocates for a focused, high‑risk, illiquid investment style where the investor can actively influence outcomes—essentially putting a "thumb on the scale" to help steer the startup toward success. The speaker stresses the importance of being meaningfully involved beyond just providing capital, ensuring that both the founder and other investors benefit. He concludes by advising prospective angels to consider what non‑financial value they can bring to a startup and whether the entrepreneur is receptive to that involvement.

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