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Ian Landsman

👤 Person
190 total appearances

Appearances Over Time

Podcast Appearances

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

You're like OG bootstrapper. Somebody on Twitter reached out and said I should come on here. And I was like, man, I think I've been on there. And then I surged and I was like, man, I haven't been on there. Wow, that's crazy. Yeah.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

You're like OG bootstrapper. Somebody on Twitter reached out and said I should come on here. And I was like, man, I think I've been on there. And then I surged and I was like, man, I haven't been on there. Wow, that's crazy. Yeah.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

We're before all that, man.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

We're before all that, man.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

Yeah, so definitely the majority are using the SaaS version these days, but we still have new customers in the on-prem. And basically there's some advantages. Like big companies or certain specialized companies like in finance, healthcare, they have different rules potentially, laws. They're also the type of companies that still have IT departments.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

Yeah, so definitely the majority are using the SaaS version these days, but we still have new customers in the on-prem. And basically there's some advantages. Like big companies or certain specialized companies like in finance, healthcare, they have different rules potentially, laws. They're also the type of companies that still have IT departments.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so they want to be in control of their own data is usually the main reason in terms of they control the database and they're backing it up and those things. But also sometimes they're just running completely off the internet. It's like, here's our help desk. It's for maybe IT in that case. And it's literally not connected to the internet.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so they want to be in control of their own data is usually the main reason in terms of they control the database and they're backing it up and those things. But also sometimes they're just running completely off the internet. It's like, here's our help desk. It's for maybe IT in that case. And it's literally not connected to the internet.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so it's just fully encapsulated in their network behind their firewall. And so they want to do that. And that's, it is an area I think people have like abandoned completely because that maybe is like shouldn't be totally abandoned because there are some, you know, you could charge more.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so it's just fully encapsulated in their network behind their firewall. And so they want to do that. And that's, it is an area I think people have like abandoned completely because that maybe is like shouldn't be totally abandoned because there are some, you know, you could charge more.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

We actually charge the same price currently, but I think there's a lot of opportunities there to charge a lot more for the people who want it on-premise and things like that. So yeah, it's not that bad. If you have a modern SaaS app, it's not impossible to make an on-premise version. Like some things, like if you depend on 30 services, that's going to be hard.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

We actually charge the same price currently, but I think there's a lot of opportunities there to charge a lot more for the people who want it on-premise and things like that. So yeah, it's not that bad. If you have a modern SaaS app, it's not impossible to make an on-premise version. Like some things, like if you depend on 30 services, that's going to be hard.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

But with a little bit of forethought, it's really not that bad.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

But with a little bit of forethought, it's really not that bad.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

Yeah. It also gives you some advantages of like you're a tiny bootstrap company. You're not going to be able to be SOC 2 compliant, for example. And there's going to be these type of companies that are like, well, you're SOC 2. Let me talk to your security people about all this stuff. And it's just like you, right? It's you and a couple of people.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

Yeah. It also gives you some advantages of like you're a tiny bootstrap company. You're not going to be able to be SOC 2 compliant, for example. And there's going to be these type of companies that are like, well, you're SOC 2. Let me talk to your security people about all this stuff. And it's just like you, right? It's you and a couple of people.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so this gives you some outs with those big companies. It's like, hey, you know what? You can install in your own SOC 2 data center and you're already SOC 2 and you can – it's all good. And so – We'll charge you for that and everything. And those tend to be also like some of the best customers. I mean, those are the customers that stay with you for a decade. You're in there. You're on a server.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

And so this gives you some outs with those big companies. It's like, hey, you know what? You can install in your own SOC 2 data center and you're already SOC 2 and you can – it's all good. And so – We'll charge you for that and everything. And those tend to be also like some of the best customers. I mean, those are the customers that stay with you for a decade. You're in there. You're on a server.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

They're just not even the type of companies that are in the mindset of like, oh, somebody launched a new fancier version of this tool we use. Let's go out and find the fancy. Let's take a look at this and let's see if we can switch over. It's like they're not the culture in these companies.

Startups For the Rest of Us
Episode 734 | The 20 Year Bootstrapper (With Ian Landsman)

They're just not even the type of companies that are in the mindset of like, oh, somebody launched a new fancier version of this tool we use. Let's go out and find the fancy. Let's take a look at this and let's see if we can switch over. It's like they're not the culture in these companies.

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