The Startup Chat with Steli and Hiten
389: The Dangers of Being Overprepared
Feb 19, 2019
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Today on The Startup Chat, Steli and Hiten talk about the dangers and the downsides of being overprepared.

Sometimes we tend to overprepare for a meeting that we screw it, meaning we research the other party a lot, and go into that meeting trying to impress them. This can be a bad thing, and can be as bad as being underprepared.

In today’s episode of the show, Steli and Hiten talk about how to overpreparing is a bad thing, why you need to chill out a little bit, they share some tips that can help you prepare for a meeting and much more.
Time Stamped Show Notes:
00:00 About today’s topic

00:34 Why this topic was chosen.

01:33 Why you need to chill out a little bit.

03:27 How we don't like people that need to be liked.

04:21 An example of being over-prepared.

05:20 How VCs are good at evaluating people.

06:00 How you can be overprepared.

06:40 How most people are either over prepared or underprepared.

07:40 The cons of being underprepared.

3 Key Points:

You need to chill the fuck out a little bit!
We don't like people that need to be liked.
Be honest about your flaws.



Steli Efti: Hey everybody. This is Steli Efti.



Hiten Shah: And this is Hiten Shah.



Steli Efti: And today on The Startup Chat, I want to talk about the dangers or the downsides of over prepared. Right? Yeah, here's the reason why I want to talk to you about this. I had a friend recently who is applying for kind of a high level VP of sales position at some really amazing companies in the Bay Area. He has gone very far with one specific company that's kind of the company that he's now incredibly excited about. There's so much alignment. There's so much opportunity. It seems to be an amazing fit, so he's super enthusiastic about the whole process. And he's just about to take kind of the final step in the whole process, which is to meet with one of their board members, who's a big, famous venture capitalist. Meet with him for coffee and have him kind of be the last person to evaluate the candidate before they say they'd make an offer, right? And so he called me to talk about that interview, that coffee meeting. And he wanted to get my feedback and advice and he was telling me about all the research he has done about that VC and his portfolio and his background and history and he's watched videos and talks and really tried to like analyze and get a perfect sense for who this person is and how to win this person over. Right? How to make sure that basically the offer is not going to be taken back because this famous legendary venture capitalist doesn't like him or doesn't approve of him. And at some point listening to him and at some point I had to interrupt him and I just told him, "Listen dude, I love the research that you have done. I do think it's a good idea to prepare well for these conversations, but you have to now get to a point where you relax, right? You do chill the fuck out a little bit." And you need to be aware that this is not just a contest of you winning the other person over. This should be a mutual exchange, right? You are also trying to evaluate the company and you should see this as an opportunity to understand the company, the challenges, the founders, the investors. You should see this as an opportunity of learning for yourself as well and not just selling right? Not just trying to sell yourself to this person, but also try to learn, try to gain more insights. What are the things that this person could help you understand better about the company or understand a bit about how to do the job well and also don't go in that conversation with an expectation to win this person over and make this person love you or like you. You're setting yourself up for failure. One of the main things that we humans can spot from a mile away is when somebody ...

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