During a pivot with no new product to show, Ladder's fundraising relied entirely on selling the team's conviction. Co-founder Tom Digan personally leading the round despite being financially stretched was the ultimate signal of "skin in the game" that convinced other investors to join.
To secure buy-in for its risky "Platform 2," Zipline built a rough prototype and held a "conviction milestone" event for the whole company. Witnessing the tangible demo converted even the most ardent skeptics on the leadership team, aligning everyone to bet the company's future on the new product.
Applying the "weird if it didn't work" framework to fundraising means shifting the narrative. Your goal is to construct a story where the market opportunity is so massive and your team's approach is so compelling that an investor's decision *not* to participate would feel like an obvious miss.
Beyond vision, the most exceptional founders can convince top talent to take pay cuts, persuade investors to fund them, and sign initial customers against all odds. This ability to conjure key resources is a primary indicator of success for early-stage investors to identify.
To raise a large round without revenue, Runway demoed how its product solved the disconnect between operations and finance. By visualizing how a product roadmap could be directly linked to the financial model, they proved their ambitious vision of an integrated business OS was attainable.
Instead of creating traditional pitch decks he wasn't skilled at, Perplexity's CEO successfully raised funds from prominent investors like Yann LeCun by simply sending a link to the product. This highlights that a compelling, working product can be the most effective fundraising tool.
To kickstart a critical funding round, Ladder's co-founder needed to lead with his own cash but was tapped out. He creatively found liquidity by convincing the GP of a fund he was an LP in to let him sell his stake to another investor, who then also joined the new round.
When founders invest their own money, it signals an unparalleled level of commitment and belief. This act serves as a powerful 'magnetic pull,' de-risking the opportunity in the eyes of external investors and making them significantly more likely to commit their own capital.
For deep tech startups lacking traditional revenue metrics, the fundraising pitch should frame the market as inevitable if the technology works. This shifts the investor's bet from market validation to the team's ability to execute on a clear technical challenge, a more comfortable risk for specialized investors.
During a tough fundraising process, founders should remove emotion and ask themselves a critical question: 'Would I invest my entire personal fortune into this right now?' Answering 'yes' with rational conviction is the key to weathering rejections and ultimately persuading an anchor investor to make the first bet.
The most effective fundraising strategy isn't a rigid, time-boxed "process." Instead, elite founders build genuine relationships with target VCs over months. When it's time to raise, the groundwork is laid, turning the fundraise into a quick, casual commitment rather than a competitive, game-driven event.