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Jamie Siminoff

Things Jamie Says on Podcasts

Where to Find Them

Jamie Siminoff has been a guest on How I Built This (Guy Raz) (6 times) , Rich On Tech (2 times) , The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch (2 times) , Decoder with Nilay Patel (2 times) , The Room Podcast , GeekWire , Tech Brew Ride Home , The Best One Yet , The Vergecast , Bloomberg Tech , The Learning Leader Show With Ryan Hawk , Brew Markets , Marketplace All-in-One , TBPN , My First Million , The Peel with Turner Novak and StrictlyVC Download .

Recently: “SpaceX Eyes Borrowing for Nvidia Chips, Apple Plans Smart Home Push” on Bloomberg Tech (October 2026); “10 Years of How I Built This: A Decade of Innovation, Risk and Reinvention” on How I Built This (Guy Raz) (October 2026); “From Nearly Bankrupt to $5B+ Revenue, with Ring Founder Jamie Siminoff” on The Peel with Turner Novak (October 2026); “Advice Line with Scott Tannen of Boll & Branch and Jamie Siminoff of Ring (2025)” on How I Built This (Guy Raz) (October 2026); “Ring founder Jamie Siminoff on default encryption and AI privacy” on Marketplace All-in-One (September 2026); “🔔 “Doorbell Disruptor” — Interview with Ring Founder Jamie Siminoff at our LA Live Show” on The Best One Yet (June 2026).

What They Said

“I feel like nothing in business is complicated. It's hard. Like Kinko's was hard, but it wasn't complicated. And I think the problem is when we take this approach of that something's complicated, it scares us. We can't do it. It's too difficult.” — Jamie Siminoff, How I Built This (Guy Raz)

From the show's tenth anniversary episode, where Guy Raz replays old interview clips and asks guests to react. Siminoff is responding to a clip about Kinko's.

How I Built This (Guy Raz) · 2026-10-05 Permalink → Listen →
How I Built This (Guy Raz) Around 06:27 into the episode
Sam Calagioni

Money.

Guy Raz

Jamie, what do you think?

Jamie Siminoff

I feel like nothing in business is complicated. It's hard. Like Kinko's was hard, but it wasn't complicated. And I think the problem is when we take this approach of that something's complicated, it scares us. We can't do it. It's too difficult. Versus like when you heard his answer, it's like, yeah, there's a line.

Guy Raz

And how many times, I'm sure you experienced this, you're somewhere, something happens, and you're like, why do they make a, you know, this thing like that? Like, why you're sitting around, you're like, why doesn't somebody make a coffee cup that's, you know, square shaped or that has like a gyroscope on the bottom so it never falls over something, right? Why doesn't X exist? But then there are people who actually do it. They're like, yeah, it's like you. You're like, why can't we see who's ringing the doorbell, you know, when I'm in another part of my house?

Jamie Siminoff

And it is. It's like the hard part is like, it's like walking into that dark tunnel. When again, when you simplify it, it's like not that crazy to try it. Like, it's just like, it's like, just do it.

Guy Raz

One of the things that I love that comes up from time to time is, you know, we'll have, there's a certain type of founder. And I don't want to say, I hope this sounds, this doesn't sound like I'm typecasting them, but it's like somebody goes to business school. And they're, a lot of them still today go into consulting or into venture and finance. And occasionally we've had founders who were went into venture out of graduate school. And They're the ones who are like the analysts. They're the low-level analysts just vetting all these people pitching ideas for money. And that was a story of Katrina Lake and Stitch Fix. She was at a VC fund in the Bay Area, and she would listen to people pitch ideas to her all day.

Speaker names from our own diarization · position estimated from where the line sits in the episode
“In Santa Monica, if we go out of business, I want the hole to be so deep that it can never be filled. … A lot of these VC backed companies will over 20 years go out of business. … They squeak out of business. … I wanted to blow a hole in the ground.” — Jamie Siminoff, The Peel with Turner Novak

With about a million dollars left and Ring still selling product, Siminoff decided to put it into TV advertising. He got the idea at his son's soccer game, from a founder of another small company that had just started running TV ads.

The Peel with Turner Novak · 2026-10-01 Permalink → Listen →
The Peel with Turner Novak Around 1:24:46 into the episode
Jamie Siminoff

No, we were probably going into 500, 600,000 a month or something. So we were like, maybe like a, but like in, but in consumer electronics, like doing less than doing 100 million a year in consumer electronics would be a small, you know, so like, so look, we were the, the market, I'd say was still very open in 15.

Dan Feder

So like if I would have had a company and I'm like, fuck, I'm going to spend 10 million on TV ads. Like I said, it would have probably crushed you. It would have crushed us. So you're thinking was, I just need to get out. Someone's got to,

Jamie Siminoff

like, someone's going to take it. And I would say like our office was in Santa Monica. And I said, like, in Santa Monica, if we go out of business, I want the hole to be so deep that it can never be filled. Like, I don't want to just like, like a lot of these like, like VC back companies will like over 20 years go out of business. And they just like kind of like, like, they like squeak out of business. I wanted to like be like a, it's sort of like a, you know, massive explosion if we were going to go out of business. I wanted to like blow a hole in the ground. And so I'm like, we have like basically a million dollars left. We're selling. So like we're not like, we're not just ripping through cash. So we're selling some product. And so I'm like, if it's like a million dollars, I'm like, I want to jump to the next level. And I'm like, I think we should, and a friend, this company, GodRX, had just launched. It was my, I'm at soccer with my son with and the son of one of the founders of GodRX is there. We're talking. And again, we're both super small companies. Like this is not, you know, and he's telling me, oh, yeah, we just went on doing TV. And like, this is the results we're having. And it's like, unbelievable. I'm like, so I tell my wife, I'm like, at the end of the soccer game, I'm like, I'm going to the office. We're going to do TV. And she's just like, I don't even know what you're talking about. I'm like, I'll see you later. And that was like a Saturday. Like, I came home like, you know, like, I didn't like come home. I'm like, I'm like figuring out how to do TV. And so I do, I go to the board and I'm like, I want to basically spend, you know, we're going to blow a million dollars on TV.

Dan Feder

So why are TV ads so good? Because a lot of tech people would say they're unmeasurable and like, you know, just, you don't know where the money's going. So why was it such a good idea?

Jamie Siminoff

I, well, I mean, I could see what GodrX was doing. I wanted to do, I did feel also that like to this competition thing and seeing what, you know, one of the companies that I tried to sort of mimic was Dyson. If you look at how James Dyson, again, go back to like Dyson, Dyson James Dyson, how he did his ads and the authenticity. And you go back to when he started Dyson, he's no longer on the ads. And so people don't see it. But for a long time, it's like James Dyson was like on our TV being like, you know, I spent, you know, 300 years trying to build this, you know, thing. And he like, and so I'm like, we need to be the James Dyson, the Dyson of home security in our own sort of voice. And so I felt like TV was the way to do it. I'm seeing this company having success with it. And I'm like, we should just drop the hammer and let's get this. And we had a board meeting and, you know, there's a definitely a bunch, like the board overall, I'd say was like, if you think that's good, let's do it. There was one person who was like, like, that's, you're insane, you know, your size, you can't do, like, you can't do TV. Like, this goes to your Silicon Valley question of like, which I always think Silicon Valley is funny. Like, it's a place that like, you're supposed to be like the most creative, yet they have so many rules. You know, it's like, oh, you can't do TV until you're 100 million. He said, you, until you're doing 100 million in sales, you can't do TV. And I was like, I can do whatever I want. And so we, but we did TV and it is actually very hard and it is hard to measure. And it's also, it usually is like a rubber band where like you pull and pull and pull and pull and pull and nothing happens. And you're like, oh my God, this isn't working. And then all of a sudden the back sort of shoots, shoots forward. So it did for like the first couple of weeks. It was like sales were basically the same. And you're like, oh, like this isn't good. We had this like Google tracker, like this Google sheet that we were doing. We're like tracking the sales and like putting it in and putting how much we spent every day. And it's like, oh, this is like, and then all of a sudden, like the sales, just sales start just like, now you can see them climbing.

Dan Feder

And I think it was the TV ads.

Speaker names from our own diarization · position estimated from where the line sits in the episode
“VCs are actually kind of surprisingly lazy on digging through the finances of these companies. I think because they know they're so messed up, they don't even care.” — Jamie Siminoff, The Peel with Turner Novak

Siminoff is telling the story of an early Ring funding round, at the point where the documents were signed and the investors were about to wire the money. He had been waiting for them to notice something in the company's finances.

The Peel with Turner Novak · 2026-10-01 Permalink → Listen →
The Peel with Turner Novak Around 1:17:13 into the episode
Jamie Siminoff

And then, so then True Ventures was coming in, and I had to then tell them two things. Well, I basically had to admit that I bought this domain name, which I had not told them yet, um, because I didn't want them to know I bought a million-dollar domain name when they're like putting in a couple million dollars in the company, basically, like you know, a major part of it's going out to the domain name. And um, so I had to tell them before they wired, which was like like that was a little bit difficult.

Dan Feder

Had you already signed all the docs? We

Jamie Siminoff

signed the docs, okay, and so they were like about to wire. And then I kept sort of being like, they had all our stuff, but like VCs are actually kind of like surprisingly lazy on digging through like the finances of these companies. I think because they know they're so messed up, they don't even care. You almost

Dan Feder

like just don't want to know,

Jamie Siminoff

exactly. So, like, and I'm like, you know, like, oh, the wire is coming on, you know, Monday or Tuesday. And I'm like, okay, like, any chance it could come like Monday? And they're like, I think we can do Monday. I'm like, okay, great. Just because, like, you know, like, I have the our finance person's in the office on Monday. And so it'd be easier to accept. I'm like, literally just like talking, you know, whatever. Like, okay. Well, Tuesday's when payroll got pulled.

Dan Feder

We didn't have enough

Speaker names from our own diarization · position estimated from where the line sits in the episode

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