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Jeremy started Tradlands in 2012. They detail the beginnings of their company in their Starter Story interview: 
Q: How did you get started on Tradlands?
After art school, I was working in the photography industry in San Francisco, and my girlfriend at the time (now wife) Sadie was working for a small clothing company. We were both working to live and afford San Francisco and both not happy with our current work situations. I randomly stumbled across the Four Hour Work Week and devoured it on the bus to and from work in just a few days.
From there we were trying to generate business ideas. Being from a photography background we investigated camera bags but that idea fell flat. We also were thinking about meditation-related products and some pet products, both of which went nowhere. Sadie was a big fan of menswear clothing (tomboy aesthetic) and loved the high-quality craftsmanship, classic fabrics, and timeless style available for menswear. One day she was complaining to me about not being able to buy the same quality button-up shirts from the womenswear departments that she knew were available to men. At that moment I said “That’s it!” and from there we decided we wanted to create a high-quality, great fitting, timeless style button-up shirt for the women’s market.
Sadie was working for a small baby clothing label at the time and knew about production and wholesale. I began to study entrepreneurship and digital marketing by reading blogs and listening to podcasts like Lifestyle Business Podcast (now Tropical MBA), Smart Passive Income, Automate My Small Business, and Ecommerce Fuel. I learned everything I know at the beginning from resources like this.
We also learned all the basics of clothing and garment production from the book The Entrepreneur's Guide to Sewn Product Manufacturing and getting assistance from the pattern makers and garment sewers we met and contracted with along the way. We were literally learning as we went along and figuring out by making mistakes and pivoting fast.
We began asking friends and family who we thought might be in the target market of our new business idea and received positive responses. To fund Tradlands we cashed out our existing 401k’s and received a little financial support from family. We started the business and funded the first production run with a total of $15k.