A Lightspeed partner missed investing in Postman despite building high conviction. Because the founder wasn't officially fundraising, the VC hesitated. By the time they acted, a competitor had closed the deal hours earlier. In competitive, off-cycle rounds, conviction requires immediate action.
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General Partners (GPs) prioritize speed and certainty when allocating co-investment opportunities. LPs who build a reputation for fast, reliable decision-making can punch far above their weight, gaining access to deals disproportionate to their fund commitment size.
To win the best pre-seed deals, investors should engage high-potential talent during their 'founder curious' phase, long before a formal fundraise. The real competition is guiding them toward conviction on their own timeline, not battling other VCs for a term sheet later.
The worst feeling for an investor is not missing a successful deal they didn't understand, but investing against their own judgment in a company that ultimately fails. This emotional cost of violating one's own conviction outweighs the FOMO of passing on a hot deal.
Raise capital when you can clearly see upcoming growth and need resources to service it. Tying your timeline to operational milestones, like onboarding new customers, creates genuine urgency and momentum. This drives investor FOMO and helps close deals more effectively than an arbitrary deadline.
An investor's best career P&L winners are not immediate yeses. They often involve an initial pass by either the investor or the company. This shows that timing and building relationships over multiple rounds can be more crucial than a single early-stage decision, as a 'missed round' isn't a 'missed company'.
To win highly sought-after deals, growth investors must build relationships years in advance. This involves providing tangible help with hiring, customer introductions, and strategic advice, effectively acting as an investor long before deploying capital.
![David George - Building a16z Growth, Investing Across the AI Stack, and Why Markets Misprice Growth - [Invest Like the Best, EP.450] thumbnail](https://megaphone.imgix.net/podcasts/8da7dbd8-ceeb-11f0-941c-ef83bcdd4c9f/image/d44107bc94719f78fbe91befb141073e.jpg?ixlib=rails-4.3.1&max-w=3000&max-h=3000&fit=crop&auto=format,compress)
Engaging with founders a month before Demo Day, even without a formal pitch, provides a vital baseline. Witnessing their spectacular progress over that month creates a powerful second data point on execution velocity, making the investment decision far easier and more informed.
Prepared's founder rejected running a formal fundraising process. Instead, he had infrequent 'coffee chats' with investors to share progress. This built relationships and momentum, leading to preemptive term sheets and much faster closes without the distraction of a full-time fundraise.
The most sought-after YC companies have rounds that fill and oversubscribe on the first day of fundraising, often within hours. This extreme velocity means VCs who require multiple meetings or lengthy diligence will lose the deal, necessitating a process built for one-call decisions.
True alpha in venture capital is found at the extremes. It's either in being a "market maker" at the earliest stages by shaping a raw idea, or by writing massive, late-stage checks where few can compete. The competitive, crowded middle-stages offer less opportunity for outsized returns.
