- Tony Xu (DoorDash) figured out that many early users were moms, and he would go and knock on their doors to ask them why they would use the product, and where other moms would hang out so they could get more signups. All of the founders also took shifts to drive for the app so they had to use it themselves.
- Tom Preston-Werner (formerly GitHub) emailed tons of OSS maintainers, including John Resig of jQuery, to try and convince them to migrate over to GitHub. He admits that it wasn't a great strategy though - project maintainers have to convince themselves to switch VCS systems.
- Jessica Mah (formerly inDinero) became a CPA in order to do accounting services for her startup. She would talk to customers and make sales during the day, and study for the certification at night.
- Ricky Yean (formerly Crowdbooster) struck a deal with an early customer/cafe owner to get paid in food, so they worked from the cafe all the time. They ended up building the cafe owner custom dashboards which later become their product.
- Nikki Durkin (formerly 99dresses) spent $10,000 at a time on Nordstrom, listed the clothes on her clothing marketplace, and then returned anything that wasn't sold or traded to users within the 30-day return window.
- Jake Jolis (formerly Verbling) would act as an English speaker trying to learn other languages at all hours of the night in order to improve the matchmaking on his language learning app. Most people were their to learn English rather than the other way around.
- Rujul Zaparde (formerly FlightCar) stood in front of a major airport parking lot for nearly 12 hours with a sign that said "ask us about free airport parking". He had the cops called on him three times that day.
- James Richards (formerly Teleborder) paid people from Craigslist $20 to sit and use their app in front of them. It led to a lot of valuable feedback, and they ended up hiring many of them later on.
- Walker Williams (formerly Teespring) drove an hour and a half to Petaluma in order to pack and ship bobbleheads for a long-term client that wanted to sell something other than t-shirts, despite the fact that the company... only sold t-shirts.
There's a bunch more in the book - I was lucky enough to also talk to the founders of Codecademy, General Assembly, and Zenefits. But those were some of the ones that I still remember pretty well.
- Tony Xu (DoorDash) figured out that many early users were moms, and he would go and knock on their doors to ask them why they would use the product, and where other moms would hang out so they could get more signups. All of the founders also took shifts to drive for the app so they had to use it themselves.
- Tom Preston-Werner (formerly GitHub) emailed tons of OSS maintainers, including John Resig of jQuery, to try and convince them to migrate over to GitHub. He admits that it wasn't a great strategy though - project maintainers have to convince themselves to switch VCS systems.
- Jessica Mah (formerly inDinero) became a CPA in order to do accounting services for her startup. She would talk to customers and make sales during the day, and study for the certification at night.
- Ricky Yean (formerly Crowdbooster) struck a deal with an early customer/cafe owner to get paid in food, so they worked from the cafe all the time. They ended up building the cafe owner custom dashboards which later become their product.
- Nikki Durkin (formerly 99dresses) spent $10,000 at a time on Nordstrom, listed the clothes on her clothing marketplace, and then returned anything that wasn't sold or traded to users within the 30-day return window.
- Jake Jolis (formerly Verbling) would act as an English speaker trying to learn other languages at all hours of the night in order to improve the matchmaking on his language learning app. Most people were their to learn English rather than the other way around.
- Rujul Zaparde (formerly FlightCar) stood in front of a major airport parking lot for nearly 12 hours with a sign that said "ask us about free airport parking". He had the cops called on him three times that day.
- James Richards (formerly Teleborder) paid people from Craigslist $20 to sit and use their app in front of them. It led to a lot of valuable feedback, and they ended up hiring many of them later on.
- Walker Williams (formerly Teespring) drove an hour and a half to Petaluma in order to pack and ship bobbleheads for a long-term client that wanted to sell something other than t-shirts, despite the fact that the company... only sold t-shirts.
A while back I had this same question - and I ended up writing a book on it: https://www.amazon.com/Unscalable-Charlie-Guo-ebook/dp/B019E...
There's a bunch more in the book - I was lucky enough to also talk to the founders of Codecademy, General Assembly, and Zenefits. But those were some of the ones that I still remember pretty well.