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Ilana

👤 Person
5068 total appearances

Appearances Over Time

Podcast Appearances

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

But tell me, because I think there is something a lot. I don't know if it's harder because it's different. You know, I had a startup when we raised capital and now I'm bootstrapped. But there's something harder in the sense of every dollar that comes in. This is what you can use, basically. There's less cushion, there's less reserve.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

But tell me, because I think there is something a lot. I don't know if it's harder because it's different. You know, I had a startup when we raised capital and now I'm bootstrapped. But there's something harder in the sense of every dollar that comes in. This is what you can use, basically. There's less cushion, there's less reserve.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

So talk to me a little bit about how do you keep growing in terms of expanding to the conferences and to venture capital and investments? And like, how do you look at expansion?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

So talk to me a little bit about how do you keep growing in terms of expanding to the conferences and to venture capital and investments? And like, how do you look at expansion?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

Do you feel like you needed to build this tolerance for money? As a leader, you need to invest Big amounts usually, right? Before you're going to see the return. And I feel like sometimes one of the things that I talk to my clients about is the shift in how we need to think, right? Because I used to think as if then else, right? If I get this, then I do this. If I get this, then I do that.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

Do you feel like you needed to build this tolerance for money? As a leader, you need to invest Big amounts usually, right? Before you're going to see the return. And I feel like sometimes one of the things that I talk to my clients about is the shift in how we need to think, right? Because I used to think as if then else, right? If I get this, then I do this. If I get this, then I do that.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

As a leader, you don't really have that luxury, right? It's more you take the risk, then you'll see the return later. You take the risk, you say yes.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

As a leader, you don't really have that luxury, right? It's more you take the risk, then you'll see the return later. You take the risk, you say yes.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

But you're running a big organization now. The swings are not that small.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

But you're running a big organization now. The swings are not that small.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

That's beautiful. So what is 2025 and beyond waiting for us? With AI, the pace of change, the economy, like, what do you think?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

That's beautiful. So what is 2025 and beyond waiting for us? With AI, the pace of change, the economy, like, what do you think?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

I love that. Oh my God. I used to laugh that people are paying me to write the code and then to fix it. So I was like, I'm being paid twice. This is really cool. But I think there's also an element of the engineering piece is what helped me understand logic for product management and architecture and business and combined. So I think there's a myth. I think people are overreacting right now.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

I love that. Oh my God. I used to laugh that people are paying me to write the code and then to fix it. So I was like, I'm being paid twice. This is really cool. But I think there's also an element of the engineering piece is what helped me understand logic for product management and architecture and business and combined. So I think there's a myth. I think people are overreacting right now.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

So I'm with you there. So Tim, maybe last, what would be something that you wish somebody told you earlier in your career?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

So I'm with you there. So Tim, maybe last, what would be something that you wish somebody told you earlier in your career?

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

That started as me and I learned the hard way.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

That started as me and I learned the hard way.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

Well, especially when it's your baby. But that's incredible. Like it's such an empire and so much legacy.

Leap Academy with Ilana Golan
From $500 Startup to Open Source Pioneer: How Tim O’Reilly Built a Media and Tech Legacy | E109

Well, especially when it's your baby. But that's incredible. Like it's such an empire and so much legacy.