Startup Experts Share Their Investor Horror Stories
Y Combinator
26 min, 9 sec
A comprehensive discussion on handling challenging investor meetings, sharing personal stories, and offering advice to founders.
Summary
- Founders share their worst investor meeting experiences, emphasizing that such meetings can be demoralizing.
- Investor meetings are a two-way street, and mutual respect and professionalism are essential.
- Investor feedback should not be the sole barometer for a startup's potential, and founders should not pivot their product based solely on investor input.
- Proper preparation, including understanding investor preferences and maintaining the startup's core vision, is crucial.
- Founders should be wary of investors who may hurt the company and should seek those who respect their time and decisions.
Chapter 1
An introduction to the challenges founders face in investor meetings, and the importance of being prepared for the worst.
- Raising money involves figuring out how to handle meetings that can go wrong.
- Bad investor meetings can lead founders to question their company's existence.
- Being prepared for the worst can make you better off when it's your turn.
Chapter 2
A recount of an investor meeting in London characterized by poor etiquette and power plays.
- The investor kept the founder waiting, ate lunch with his hands while picking his feet, and smoked in a closed office.
- This behavior was seen as a bizarre power play and did not result in investment.
Chapter 3
Discussion on the status games played by investors and the shift toward founder-focused VCs.
- The financial world is full of status games, but a shift is happening toward valuing product and creation.
- Future successful founders will have their pick of builder-focused VCs.
Chapter 4
An account of a meeting with a famous VC firm that went awry due to inappropriate behavior and lack of focus on the business.
- A VC's attempt to bond over language knowledge during an important pitch meeting felt inappropriate and a waste of time.
- This example highlights the importance of understanding an investor's process as their product.
Chapter 5
A story of how a poorly planned attempt to seek more funding from seed investors backfired.
- Sending an email with the title 'Cash Crunch' and hoping for more funding from seed investors.
- The investor meeting resulted in no interest in investing due to a lack of a solid pitch and organization.
Chapter 6
Advice on utilizing YC resources like the investor database to avoid bad investors and prepare for funding rounds.
- Use the YC investor database for feedback on investors and to prioritize meetings.
- Demo day gives founders control and agency in fundraising, with investors coming to them.
Chapter 7
Anecdotes about investors playing mind games to test founders during pitches.
- An investor deliberately distracted a founder by noisily opening candy to see how they would react.
- Such tactics are used by investors to test founders, but may not be a good fit for a working relationship.
Chapter 8
A recount of a failed investor meeting due to the founders' inability to decide who the CEO was.
- Failing to answer who the CEO was in a final partner meeting with a top VC firm led to an immediate rejection.
- This highlights the necessity for founders to have clear roles and answers to critical questions.
Chapter 9
A story about an investor crossing personal boundaries by asking if co-founders were dating.
- The investor's question about the founders' personal relationship was seen as unprofessional and inappropriate.
- Good investors challenge founders respectfully and allow them to make the final calls.
Chapter 10
Encouragement to stay focused on building a business, not just on investor attraction, and advice on avoiding negative investor influence.
- Founders should not rely solely on investor traction or feedback to measure success.
- Avoiding investors who can harm the company is more important than finding great ones.
More Y Combinator summaries
How to Build An MVP | Startup School
Y Combinator
The video provides a comprehensive guide on how to build a Minimum Viable Product (MVP), emphasizing the importance of launching quickly, iterating based on user feedback, and focusing on truly valuable features.
The Best Way To Launch Your Startup | Startup School
Y Combinator
An in-depth look at how startups should approach launching, with advice from a Y Combinator expert.
Sam Altman - How to Succeed with a Startup
Y Combinator
A detailed exploration of strategies for startup success, including product quality, market growth, founder qualities, and team dynamics.
Will OpenAI Kill All Startups?
Y Combinator
Michael Seibel and Dalton Caldwell discuss the impact of OpenAI on startups and the potential for AI to create new opportunities.
Understanding SAFEs and Priced Equity Rounds by Kirsty Nathoo
Y Combinator
A detailed overview of financing instruments for startups, focusing on the importance of understanding dilution.