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Leo brings a rare combination to the table: technical depth as a mechanical engineer with a PhD from MIT, operator experience as a former founder, and the analytical rigor of a McKinsey diligence background. That blend makes his fundraising advice unusually grounded. Where many investors speak in generalities, Leo is specific. He walks founders through how to build their investor CRM, explaining why identifying who leads versus who follows is the most important filter. He also breaks down what he actually looks at first in a pitch deck, including the ask slide, the why now, unit economics, and team, giving founders a clear hierarchy to design around rather than guessing. One of the more tactical and under-appreciated pieces of advice Leo shares is around calendar density. He argues that talking to too few investors is itself a strategic mistake, not just a numbers game. Without enough conversations happening simultaneously, founders lose negotiating leverage, struggle to build syndicate followers, and can't generate the quiet momentum that nudges VCs to move faster. He also introduces a clever tip around using an FAQ inside a Docsend data room to gauge which VCs are actually doing their homework, a small but revealing signal founders can use to prioritize their time. Leo closes with a sharp framework for the three phases of fundraising: getting the first meeting, moving VCs through diligence, and landing the first term sheet. He is direct that the first term sheet is the domino that makes everything else fall, and that the art of getting it is about subtly conveying momentum, such as mentioning upcoming site visits from other investors, without overselling. For first-time founders who have never navigated that third phase, this episode is one of the clearest explanations of how that game actually works.