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Zach Perret

👤 Person
462 total appearances

Appearances Over Time

Podcast Appearances

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

But oftentimes, the trajectory is you go from 2 out of 10 to a 4 out of 10 to a 6 out of 10 to an 8 out of 10, and then eventually you get to a 10 out of 10. Finding a way to celebrate those interim milestones that are not yet perfect, it's been really hard. And it definitely discourages people within the company. Giving the internal praise of, hey, you made progress there.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

But oftentimes, the trajectory is you go from 2 out of 10 to a 4 out of 10 to a 6 out of 10 to an 8 out of 10, and then eventually you get to a 10 out of 10. Finding a way to celebrate those interim milestones that are not yet perfect, it's been really hard. And it definitely discourages people within the company. Giving the internal praise of, hey, you made progress there.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Let me cheer you on and be the cheerleader to help you go from a 4 out of 10 to a 6 out of 10 to an 8 out of 10. That's really hard. I do feel strongly that you should never celebrate something that just factually isn't good. If we're delivering something at a 4 out of 10, that is factually bad.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Let me cheer you on and be the cheerleader to help you go from a 4 out of 10 to a 6 out of 10 to an 8 out of 10. That's really hard. I do feel strongly that you should never celebrate something that just factually isn't good. If we're delivering something at a 4 out of 10, that is factually bad.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Let me cheer you on and be the cheerleader to help you go from a 4 out of 10 to a 6 out of 10 to an 8 out of 10. That's really hard. I do feel strongly that you should never celebrate something that just factually isn't good. If we're delivering something at a 4 out of 10, that is factually bad.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

We should not be celebrating that we're delivering a 4 out of 10, but we should celebrate the progress that we're making and the trajectory that we're on. And so finding a way to support the team through that terrible to good to great process.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

We should not be celebrating that we're delivering a 4 out of 10, but we should celebrate the progress that we're making and the trajectory that we're on. And so finding a way to support the team through that terrible to good to great process.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

We should not be celebrating that we're delivering a 4 out of 10, but we should celebrate the progress that we're making and the trajectory that we're on. And so finding a way to support the team through that terrible to good to great process.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

You know, I was talking to an entrepreneur friend of mine who I deeply respect. And they said, you know, we set a big, hairy, audacious goal. And then within that, we asked the team, what's the first thing you can celebrate? Because it means that you're on track to achieve the big, hairy, audacious goal. The big, hairy, audacious goal, I've always done.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

You know, I was talking to an entrepreneur friend of mine who I deeply respect. And they said, you know, we set a big, hairy, audacious goal. And then within that, we asked the team, what's the first thing you can celebrate? Because it means that you're on track to achieve the big, hairy, audacious goal. The big, hairy, audacious goal, I've always done.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

You know, I was talking to an entrepreneur friend of mine who I deeply respect. And they said, you know, we set a big, hairy, audacious goal. And then within that, we asked the team, what's the first thing you can celebrate? Because it means that you're on track to achieve the big, hairy, audacious goal. The big, hairy, audacious goal, I've always done.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

The what's the first thing you can celebrate question, I've never done. And I love it. It's a huge unlock. So now you can ask the team, what's the first milestone that you can achieve and prove that you're going in that direction? And then actually doing a celebration around it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

The what's the first thing you can celebrate question, I've never done. And I love it. It's a huge unlock. So now you can ask the team, what's the first milestone that you can achieve and prove that you're going in that direction? And then actually doing a celebration around it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

The what's the first thing you can celebrate question, I've never done. And I love it. It's a huge unlock. So now you can ask the team, what's the first milestone that you can achieve and prove that you're going in that direction? And then actually doing a celebration around it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

I'm very independent, very self-sufficient. The downside of this is, it comes from a childhood of a bunch of weirdness that I won't go into now, but people find it very hard to get to know me. They find it very hard to read me within the company. So I try to be more, I try to tell people what I'm thinking. I try to let my face be expressive, which isn't naturally.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

I'm very independent, very self-sufficient. The downside of this is, it comes from a childhood of a bunch of weirdness that I won't go into now, but people find it very hard to get to know me. They find it very hard to read me within the company. So I try to be more, I try to tell people what I'm thinking. I try to let my face be expressive, which isn't naturally.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

I'm very independent, very self-sufficient. The downside of this is, it comes from a childhood of a bunch of weirdness that I won't go into now, but people find it very hard to get to know me. They find it very hard to read me within the company. So I try to be more, I try to tell people what I'm thinking. I try to let my face be expressive, which isn't naturally.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Usually I just smile no matter what I'm thinking. But people find it very hard to get to know me, very hard to read me, very hard to empathize with me. On the flip side of that, it allows me to live in my own universe for decision making or big thinking. So my favorite times are sitting on an airplane. No one needs to talk to me. I can just sit there and think. I put my headphones on.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Usually I just smile no matter what I'm thinking. But people find it very hard to get to know me, very hard to read me, very hard to empathize with me. On the flip side of that, it allows me to live in my own universe for decision making or big thinking. So my favorite times are sitting on an airplane. No one needs to talk to me. I can just sit there and think. I put my headphones on.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why Founder Mode is Dangerous & Could Encourage Bad Behaviour | Why Fundraising is a Waste of Time & OKRs are BS | Why Angel Investing is Bad for Founders to Do and the VC Model is on it's Last Legs with Zach Perret @ Plaid

Usually I just smile no matter what I'm thinking. But people find it very hard to get to know me, very hard to read me, very hard to empathize with me. On the flip side of that, it allows me to live in my own universe for decision making or big thinking. So my favorite times are sitting on an airplane. No one needs to talk to me. I can just sit there and think. I put my headphones on.