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Nick Chirls

๐Ÿ‘ค Speaker
420 total appearances

Appearances Over Time

Podcast Appearances

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I want to be aligned with the founder. I think there are many investors that are actually terrified to have even those conversations, which also, again, goes back to honest conversations and trust. My approach has always been, if I built trust with the founder, if they are choosing to sell shares in a round, I give them a call. Every situation, we're basically the first investor in the company.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I want to be aligned with the founder. I think there are many investors that are actually terrified to have even those conversations, which also, again, goes back to honest conversations and trust. My approach has always been, if I built trust with the founder, if they are choosing to sell shares in a round, I give them a call. Every situation, we're basically the first investor in the company.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I want to be aligned with the founder. I think there are many investors that are actually terrified to have even those conversations, which also, again, goes back to honest conversations and trust. My approach has always been, if I built trust with the founder, if they are choosing to sell shares in a round, I give them a call. Every situation, we're basically the first investor in the company.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

And I say, hey, look, you're selling a little bit. Hey, it would be really helpful and valuable to us if we could sell a little bit alongside you. And by the way, valuable to us and to our investors. And it allows us to continue to do what we do. We never saw all of it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

And I say, hey, look, you're selling a little bit. Hey, it would be really helpful and valuable to us if we could sell a little bit alongside you. And by the way, valuable to us and to our investors. And it allows us to continue to do what we do. We never saw all of it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

And I say, hey, look, you're selling a little bit. Hey, it would be really helpful and valuable to us if we could sell a little bit alongside you. And by the way, valuable to us and to our investors. And it allows us to continue to do what we do. We never saw all of it.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Yeah, totally. I'm also supportive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Yeah, totally. I'm also supportive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Yeah, totally. I'm also supportive.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I think that's fair. There's been situations in which it's very small amounts. I'm mainly talking about like series B or C when the amounts become meaningful.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I think that's fair. There's been situations in which it's very small amounts. I'm mainly talking about like series B or C when the amounts become meaningful.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I think that's fair. There's been situations in which it's very small amounts. I'm mainly talking about like series B or C when the amounts become meaningful.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Hey, man, you can bring those learnings for you forever. I think my two biggest mistakes at notation over the last, call it 10, 12 years, and I was an investor at Betaworks before that. I think my mistakes tend to be getting antsy. So I haven't made an investment in a while and I start to think about that and it gets in my head and now I'm much more aware of it. But

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Hey, man, you can bring those learnings for you forever. I think my two biggest mistakes at notation over the last, call it 10, 12 years, and I was an investor at Betaworks before that. I think my mistakes tend to be getting antsy. So I haven't made an investment in a while and I start to think about that and it gets in my head and now I'm much more aware of it. But

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Hey, man, you can bring those learnings for you forever. I think my two biggest mistakes at notation over the last, call it 10, 12 years, and I was an investor at Betaworks before that. I think my mistakes tend to be getting antsy. So I haven't made an investment in a while and I start to think about that and it gets in my head and now I'm much more aware of it. But

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I don't make many investments a year. I make three to five investments a year. And when that happens, and sometimes those come in chunks. So like there'll be long periods where I haven't made an investment. I think it is human nature to start thinking, am I not seeing the right stuff? Am I overthinking these things? What are my LPs gonna say? What do they think I'm doing, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I don't make many investments a year. I make three to five investments a year. And when that happens, and sometimes those come in chunks. So like there'll be long periods where I haven't made an investment. I think it is human nature to start thinking, am I not seeing the right stuff? Am I overthinking these things? What are my LPs gonna say? What do they think I'm doing, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

I don't make many investments a year. I make three to five investments a year. And when that happens, and sometimes those come in chunks. So like there'll be long periods where I haven't made an investment. I think it is human nature to start thinking, am I not seeing the right stuff? Am I overthinking these things? What are my LPs gonna say? What do they think I'm doing, right?

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Like these are toxic, toxic. toxic little people in your head. I've learned to listen to them and understand where I'm at and to be patient. So I've made some mistakes there. I think I've made some mistakes around, we talked about valuation. I think I've made some mistakes about being too precious. around valuation.

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch
20VC: Why VC is a Ponzi Scheme Today | Why Most VCs are Bankers | Why Big VCs Ruin Startups | Why Incentives in VC are Broken | Why American Dynamism is a Tool for VCs to Raise Money with Nick Chirls, Asylum Ventures

Like these are toxic, toxic. toxic little people in your head. I've learned to listen to them and understand where I'm at and to be patient. So I've made some mistakes there. I think I've made some mistakes around, we talked about valuation. I think I've made some mistakes about being too precious. around valuation.