Ilana

But O'Reilly Media is expanded into online publishing and conferences and magazines and early stage ventures, investing, et cetera. And I'm just so excited for you to hear this incredible, incredible journey. So Tim, thank you for being with me.

But O'Reilly Media is expanded into online publishing and conferences and magazines and early stage ventures, investing, et cetera. And I'm just so excited for you to hear this incredible, incredible journey. So Tim, thank you for being with me.

I became the master of pearl here. It was all thanks to you. So I want to take you back in time for a second, Tim, because the way you grew up somehow sparked that love for books, for writing, for what do you think shaped you to the person that you are today?

I became the master of pearl here. It was all thanks to you. So I want to take you back in time for a second, Tim, because the way you grew up somehow sparked that love for books, for writing, for what do you think shaped you to the person that you are today?

How did you see the whiteboard? Didn't you like what's in there?

How did you see the whiteboard? Didn't you like what's in there?

So how did you move from there to starting to write manuals?

So how did you move from there to starting to write manuals?

That started everything. Were there moments where you're like, oh my God, this is hard. I don't even know if it's going to pay the bills. Let me go back to work. Or was there any like- Well, because I've never had any- Decent work.

That started everything. Were there moments where you're like, oh my God, this is hard. I don't even know if it's going to pay the bills. Let me go back to work. Or was there any like- Well, because I've never had any- Decent work.

So you notice even when it was hard, you're basically adapting, finding another thing that maybe will work out. Eventually, we'll talk about venture capital versus non-venture backed, because I think when your back is a little bit against the wall, you have to find other ways.

So you notice even when it was hard, you're basically adapting, finding another thing that maybe will work out. Eventually, we'll talk about venture capital versus non-venture backed, because I think when your back is a little bit against the wall, you have to find other ways.

Same as Leap Academy, right?

Same as Leap Academy, right?

But tell me about those moments when they're really, really hard. And I think the reason why I'm asking, and I'm sure there were more, because as you grow, there's just a risk is just bigger.

But tell me about those moments when they're really, really hard. And I think the reason why I'm asking, and I'm sure there were more, because as you grow, there's just a risk is just bigger.

I will go there because I was assuming that that was a hard one. I mean, it was hard for everybody in tech. But let's take one of those hard moments because I think as a leader, especially if there's no million spare sitting there as cushion, that can get really, really, really hairy.

I will go there because I was assuming that that was a hard one. I mean, it was hard for everybody in tech. But let's take one of those hard moments because I think as a leader, especially if there's no million spare sitting there as cushion, that can get really, really, really hairy.

How do you go past it? Because I think this is the hardest thing for entrepreneurs to not give up. And even for people right now that there are layoffs, there's lack of work. What do you think helped you through that really hard moment? Because it doesn't sound like that short. It sounds like a couple of really hard years that you needed to somehow motivate yourself to get through.

How do you go past it? Because I think this is the hardest thing for entrepreneurs to not give up. And even for people right now that there are layoffs, there's lack of work. What do you think helped you through that really hard moment? Because it doesn't sound like that short. It sounds like a couple of really hard years that you needed to somehow motivate yourself to get through.