Meet the tireless entrepreneur who squatted at AOL | Bootstrap - CNET News
Talk about bootstrapping and hustle, here's an excerpt/summary:
You hear it all the time, but Simons, now 20, was a mediocre student with little interest in school. That changed one day when his high school chemistry teacher confronted him and demanded to know what she could do to get him interested.
"I was stumped," Simons writes on the About Us page of his startup, ClassConnect. "She didn't ask me to try harder, she didn't ask me to stay after for help or study more -- she asked me to figure out how she could grab my interest. No one had ever bothered to ask me that before. A few moments later I replied, 'let's get everyone working together on computers -- I'll even build the software for us to use.'" His life as an entrepreneur had begun.
He wanted to get straight into the thick of it, so after high school, and a short period crashing on couches with friends at the University of Illinois, Simons accepted a slot in the inaugural class of Imagine K12, a new Silicon Valley incubator focused entirely on education. His plan? Start a company that builds tools allowing teachers to create and discover lesson plans, and share them with students and teachers.
...
Imagine K12 was a great place to get mentorship and learn how startups are built, but he and his ClassConnect partners had been given just $20,000 by the incubator, and after the four-month program ended, the money was gone. When his friends left to go back to college, Simons needed another solution.
...
"I couldn't afford to live anywhere," Simons recalled. "I started living out of AOL's headquarters."
...
This was his routine: He'd work until midnight or later, and then fall asleep around 2 a.m. on one of the couches. At 7 a.m. -- and no later than 8 a.m. so he'd be safely out of his field bed before anyone else arrived -- he'd wake up, go down to the gym for a workout and a shower, and then go back upstairs and scarf a breakfast of cereal and water or Coke. Then he'd work all day, finally waiting until everyone else in the building had gone home before returning to one of his three favored couches.
...
And then came that fateful morning with the 6 a.m. yelling. "One of the guys who manages the building came in at like 5 or 6 in the morning," Simons lamented, "and he scoured the entire place to find me. And he ripped me a new one. He was pissed that I was treating it like a dorm. Which was reasonable."
...
After moving out of the AOL building, things began looking up financially. Based on the strength of what he'd built for ClassConnect, especially after pivoting and focusing solely on letting teachers share lesson plans, Simons said he was able to score $50,000 in seed funding from Ulu Ventures and Silicon Valley VC Paul Sherer.
...
But one thing the initial $50,000 got for him is a rental house in Palo Alto. It's also made it possible for him to hire an engineer and a couple of interns for ClassConnect, all of whom will share the new pad.
But being the consummate entrepreneur, he decided to use the house to raise extra cash. One of the bedrooms has two bunk beds, so Simons turned the place into a hacker house by renting them out on Airbnb, and trying to make a couple grand a month to help with the rent.
So is Simons just a kid with a particularly honed entrepreneurial spirit?
"Yeah, save money whenever possible, and use all the resources you can," he said. "And don't die. That's basically my motto."
Talk about bootstrapping and hustle, here's an excerpt/summary:
You hear it all the time, but Simons, now 20, was a mediocre student with little interest in school. That changed one day when his high school chemistry teacher confronted him and demanded to know what she could do to get him interested.
"I was stumped," Simons writes on the About Us page of his startup, ClassConnect. "She didn't ask me to try harder, she didn't ask me to stay after for help or study more -- she asked me to figure out how she could grab my interest. No one had ever bothered to ask me that before. A few moments later I replied, 'let's get everyone working together on computers -- I'll even build the software for us to use.'" His life as an entrepreneur had begun.
He wanted to get straight into the thick of it, so after high school, and a short period crashing on couches with friends at the University of Illinois, Simons accepted a slot in the inaugural class of Imagine K12, a new Silicon Valley incubator focused entirely on education. His plan? Start a company that builds tools allowing teachers to create and discover lesson plans, and share them with students and teachers.
...
Imagine K12 was a great place to get mentorship and learn how startups are built, but he and his ClassConnect partners had been given just $20,000 by the incubator, and after the four-month program ended, the money was gone. When his friends left to go back to college, Simons needed another solution.
...
"I couldn't afford to live anywhere," Simons recalled. "I started living out of AOL's headquarters."
...
This was his routine: He'd work until midnight or later, and then fall asleep around 2 a.m. on one of the couches. At 7 a.m. -- and no later than 8 a.m. so he'd be safely out of his field bed before anyone else arrived -- he'd wake up, go down to the gym for a workout and a shower, and then go back upstairs and scarf a breakfast of cereal and water or Coke. Then he'd work all day, finally waiting until everyone else in the building had gone home before returning to one of his three favored couches.
...
And then came that fateful morning with the 6 a.m. yelling. "One of the guys who manages the building came in at like 5 or 6 in the morning," Simons lamented, "and he scoured the entire place to find me. And he ripped me a new one. He was pissed that I was treating it like a dorm. Which was reasonable."
...
After moving out of the AOL building, things began looking up financially. Based on the strength of what he'd built for ClassConnect, especially after pivoting and focusing solely on letting teachers share lesson plans, Simons said he was able to score $50,000 in seed funding from Ulu Ventures and Silicon Valley VC Paul Sherer.
...
But one thing the initial $50,000 got for him is a rental house in Palo Alto. It's also made it possible for him to hire an engineer and a couple of interns for ClassConnect, all of whom will share the new pad.
But being the consummate entrepreneur, he decided to use the house to raise extra cash. One of the bedrooms has two bunk beds, so Simons turned the place into a hacker house by renting them out on Airbnb, and trying to make a couple grand a month to help with the rent.
So is Simons just a kid with a particularly honed entrepreneurial spirit?
"Yeah, save money whenever possible, and use all the resources you can," he said. "And don't die. That's basically my motto."
Dislike ads? Become a Fastlane member:
Subscribe today and surround yourself with winners and millionaire mentors, not those broke friends who only want to drink beer and play video games. :-)
Access Restricted: Unlock 1,000,000+ Posts
Stop Peeking Through the Keyhole.
Open the Door.
You hit a wall because the best advice isn't free—it's earned. Since 2007, MJ DeMarco has been active here daily (99.9% active rate), building a war room for entrepreneurs who refuse to settle for mediocrity.
- Active Daily: Life-changing content posted dozens of times every day. No dead threads.
- MJ's Inner Circle: Direct access to the author of The Millionaire Fastlane.
- Vetted Network: Connect with founders scaling to 7 and 8 figures.
- Proven Roadmaps: Strategy over motivation. Execution over "hustle porn."
"SCALED TO 6-FIGURE MONTHS"
"Tips and advice here saved me from huge mistakes, others allowed me to scale my business to 6-figure months."— User MitchC
"INSANE QUALITY OF PEOPLE"
"The number of high quality people I've met from this forum has been insane. All of it predicated on building real value."— User Richard Peck
"You are the average of the five people you surround yourself with."
Are you surrounding yourself with success?
