After 100 investor rejections, Synthesia cold-emailed Mark Cuban, who committed within 10 hours. The key difference was that Cuban had already prototyped similar technology and deeply understood the vision, allowing him to evaluate the team's execution rather than needing to be educated on the concept's validity.
Related Insights
Before seeking major funding, Elysian validated its radical aircraft design with skeptical professors from TU Delft and MIT. Winning over these experts provided the critical credibility and third-party proof needed to build investor confidence in their unproven deep-tech concept.
Instead of fearing competitors who copy their product, Synthesia's founder sees them as a net positive. The increased competition generates more market iterations and signals, helping them discover the most valuable use cases for the new technology faster than they could alone, while also sharpening their focus.
Synthesia initially targeted Hollywood with AI dubbing—a "vitamin" for experts. They found a much larger, "house-on-fire" problem by building a platform for the billions of people who couldn't create video at all, democratizing the medium instead of just improving it for existing professionals.
A powerful, low-effort fundraising tactic is to maintain two investor update lists: one for current investors with full transparency, and a "dream investor" list. BCC your dream list on polished, highlight-reel updates showcasing strong traction and momentum, creating inbound interest without a formal ask.
Instead of being discouraged by over 100 rejections, Canva's founder treated each one as a data point. She added new slides to her pitch deck to pre-emptively address every objection—such as market size or competition—making the pitch stronger and more compelling with each "no."
When a company like Synthesia gets a $3B offer, founder and VC incentives decouple. For a founder with 10% equity, the lifestyle difference between a $300M exit and a potential $1B future exit is minimal. For a VC, that same 3.3x growth can mean the difference between a decent and a great fund return, making them far more willing to gamble.
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.
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 founders, not being PhD AI researchers, knew they couldn't rely on being acqui-hired by a tech giant. This perceived weakness became a strength, forcing them to relentlessly focus on finding customers and building a sustainable business from day one, unlike many research-led AI startups of that era.
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.
