God, I don't know. There have been so many ups and downs, In 2000 (before Cracked) I thought the internet would make me rich, it was during the bubble and I had a little bit of an audience and thought, shit, I'll be a millionaire by next year. Then the bubble burst and I spent the next seven years scraping by, having occasional huge successes and deep failures that almost caused me to give up. So when Cracked came along in 2007 - a site at the time with exactly two employees and no office - I didn't have some grand fantasy about taking over the internet. I knew how hard it was, how little internet ads paid, how thin the margins always are. Then overnight we kind of became Digg's favorite website and suddenly we'd go from 6,000 hits on an article to 600,000. But I wasn't some kid just out of school at that point, I was 35 and had been through so many booms and busts I just spent the whole time thinking of how we could try to keep getting better and accumulating talent.
When Digg collapsed a few years ago a lot of people predicted the end, but we're still here, and now have like 30 employees and most of a building to work out of. We're able to make video series with fairly huge budgets and full crews and sets and costumes, we've published two books, we've interviewed famous people. We could have just kept cranking out pop culture lists forever, but instead took the risk to address more serious stuff, still trying to do it in our voice. We sent a fucking crew to go talk to Syrian refugees. I'm eight years into it (yes, I've had this same job since September 2007 - there's been no change in leadership that whole time) and I'm proud of what we've done. Even if it ended tomorrow, like if the building exploded, I'd be happy with that. Because I work from home.