Interview: 20 year old homeless entrepreneur squatted at AOL for 2 months to build successful start-up

by Seyi Lawal


Meet Eric Simons, 20, once a struggling entrepreneur who spent two months secretly living inside AOL’s headquarters and eating leftovers while trying to build his start-up, a system that allows teachers to build lessons online nowc15, 000 teachers have signed up to his business and he’s in the process of hiring more people. He explains how he played outside of the rules.

See excerpts from the INC. interview:

Where are you laying your head these days?
We have a house now in Palo Alto. (Laughs.) I have my own room, finally. It feels really good.

How are you able to afford that now?
[ClassConnect] raised a little bit of venture capital. We’re closing in on ending our $500,000 round of funding. We’ve raised a good chunk of that already, and used that to get a house and furnish it.

We called AOL and no one there would confirm you actually spent those two months living there. What’s the deal?
To be honest with you, I have no idea. I don’t think it’s necessarily bad terms, but I don’t think they want this publicity.

It’s interesting you say that because some have suggested that this was just a publicity stunt. What do you have to say to that?
I had no idea it was going to get published when it did. And I didn’t realize it would be the focal point of the story. But it definitely did play out in our favor.

Has there been any negative feedback?
Online there’s a lot of controversy about the ethics of this sort of thing. I think most people don’t have enough information for a moral judgment on that. AOL goes to great lengths to promote entrepreneurship. A lot of the things people are saying are, “He was stealing food. He was stealing this.” But all of those things were being willingly provided by AOL. The only questionable thing was sleeping on the couches.

Was the motivation for sleeping there strictly financial?
Somewhat. I could’ve packed up and gone home to Chicago. The reason I didn’t want to do that was because I needed to raise money so I could get the product launched and get a good team. The easiest thing I could have done was just close up shop and end ClassConnect. I think what we’re working on here is going to have a very meaningful impact on education, and that’s something I’m very passionate about. So, I did whatever I had to do to get the company off the ground.

Technically, did you do something that was against AOL policy?
I’m not entirely certain. But if it wasn’t a breach of contract, it was certainly a gray area.

Would you do it again?
The reason for it was definitely not for publicity. I didn’t go through two months of hell because I thought it would make a great story. I really believe in what we’re doing. I was willing to risk everything I had to build this product, launch it, and get traction. So, it was totally worth it. If I hadn’t done that, I would’ve had to go back home and this company wouldn’t be here right now and we wouldn’t be making a meaningful impact on the way teachers do their jobs.

What did you eat while you were there?
AOL put out ramen and other snacks for anyone to take. Start-ups would also occasionally cater in food, and there’d always be leftovers. So I would usually pick those up. I was eating scraps.

What was that like?
Doing the same thing over and over again got really hard. It was one of the worst periods of my life. But I learned a lot of things I wouldn’t have learned otherwise.

How long were you prepared to stay there?
After the first two to four weeks, I realized, “Wow. I’m actually getting away with this. No one really cares.” I didn’t want to stay there for more than a few months, so I ended up getting kicked out right when I was about to start staying at friends’ places. I was going to move in with some friends the next month. I stayed at AOL as long as I could just so I could line up the next place I could stay at.

But had you not been caught, would you have stayed for another, say, four months?
God no. (Laughs.) I was always on edge and alert. It took a lot out of me. I was working all day and I didn’t get a lot of sleep. It wasn’t something I wanted to do, but it was literally the last option I had other than closing up shop.

Did anyone who worked in the office know what you were doing?
A few of my friends that were in Imagine K12 knew about it. I only told two guys at the time. We would kind of joke around and come up with strategies about how to go undetected.

So, you had accomplices.
(Laughs.) To an extent. Right.

What exactly did Eric Orr say to you when he woke you that morning on the couch?
I had gotten two hours of sleep, so I was half asleep. The only thing I remember vividly is that he said something along the lines of “this isn’t a dorm facility” and “get out.” He contacted Imagine K12 and Imagine K12 said you can’t sleep up there. But they just thought I was just sleeping up there for one night.

When did Imagine K12 become aware that this was a habitual thing?
Rumors kind of started spreading around the Valley, and I think they just caught wind of it. A lot of friends of mine would go around and tell the story. The entire story broke because Highland Capital heard about my story and a CNET reporter was there. He overheard them talking about it.

Have you been surprised by the reaction?
We’ve been unprepared for the fallout. I went to sleep the day the article came out thinking, “OK, this is fun. Whatever.” And I woke up the next day with twice as many emails, and the day after that with three times as many emails. I think it’s been great for recognition, because now what we’re trying to do is going to hit a large audience.

Has your business seen more users?
We were at 11,000 teachers, and we recently bumped to 15,000 after this thing got released. What we’ve done is build a system that allows teachers to build lessons online so they can actually take other people’s lessons and use it as a springboard. So instead of spending 200 hours creating everything from scratch, we cut that number to less than half. Some teachers have even said we’ve cut it down to a 10- or 20-hour process per year.

What’s next for you?
We’re hiring on a few more people. We’ve got three engineers, and we’re bringing on a designer. And we’re going to be launching this thing at the end of July. So that’s our big push right now; getting the product ready for the next school year.

Would you suggest that an aspiring entrepreneur resort to your tactics?
I wouldn’t endorse doing anything illegal. But I will say that I think entrepreneurs need to be extremely scrappy. At an early stage, you have to use all the resources you can. You just have to make a judgment on your part as to how far into that gray area you will go. But it’s important you do go into the gray. Because ClassConnect would not be around if we had played by the rules.


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