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Y Combinator Cast

08/18/23

@ Y Combinator

During the meeting, the investor was eating lunch, had his shoes off, and even smoked a cigarette in the office, creating a bizarre and uncomfortable atmosphere.

Video

Startup Experts Share Their Investor Horror Stories

@ Y Combinator

Startup Experts Share Their Investor Horror Stories

08/18/23

Related Takeaways

Y Combinator Cast

08/18/23

@ Y Combinator

In one of my worst investor meetings, I was kept waiting for hours by an investor known for making founders wait, which set a negative tone for the meeting.

Justin Kan

05/27/21

@ Justin Kan

During a dinner with an investor, the conversation turned to ayahuasca, which was quite distracting given the stress we were under at the time.

Y Combinator Cast

08/18/23

@ Y Combinator

The worst investor meeting can leave you feeling like you no longer want to pursue your business.

Nate Blecharczyk

10/26/13

@ Y Combinator

During investor meetings, we faced challenges, including one investor leaving mid-pitch, which highlighted our lack of readiness.

Y Combinator Cast

08/18/23

@ Y Combinator

In a meeting with a famous VC, the investor wasted time asking about my co-founder’s Chinese language skills instead of focusing on our business pitch, which felt inappropriate and frustrating.

Y Combinator Cast

08/18/23

@ Y Combinator

This investor's behavior felt like a power play, and ultimately, he did not invest, making the experience even more frustrating.

David Hua

10/11/18

@ Y Combinator

Investors needed to become comfortable with the cannabis context before committing, which involved many introductory meetings to explain the industry.

Y Combinator Cast

08/18/23

@ Y Combinator

Investor meetings are a two-way street; both parties should come prepared and professional to foster a productive conversation.

Y Combinator Cast

05/21/16

@ Y Combinator

It's really bad to go into a meeting with an investor and not understand the specific terms being negotiated.