Best of Bootstrapping: Bootstrapped with a Paycheck to $15M

If you haven’t already, please study our free Bootstrapping Course and Investor Introductions page.  In 2018, GreenPal Co-founder Gene Caballero shared a fantastic story of a founder duo bootstrapping with a paycheck, growing from $5M to $15M in one year, with a virtual team of freelancers. Your classic 21st century internet business. No outside financing whatsoever! Sramana Mitra: Let’s

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Best of Bootstrapping: Bootstrapped with Paycheck to $15M from Tennessee

If you haven’t already, please study our Bootstrapping Course and Investor Introductions page.  In 2018, GreenPal CEO Gene Caballero shared a fantastic story of a founder duo bootstrapping with a paycheck, growing from $5M to $15M in one year, with a virtual team of freelancers. Your classic 21st century internet business. No outside financing whatsoever! Sramana Mitra: Let’s start

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533rd 1Mby1M Entrepreneurship Podcast With Gene Caballero, GreenPal

Gene Caballero is Co-founder of GreenPal, a company that was bootstrapped with a paycheck, and has built a sizable two-sided marketplace.

Best of Bootstrapping: Bootstraps with a Paycheck to $15M from Tennessee

GreenPal CEO Gene Caballero shares a fantastic story of a founder duo bootstrapping with a paycheck, now growing from $5M to $15M in one year, with a virtual team of freelancers. Your classic 21st century internet business. No outside financing whatsoever! Sramana Mitra: Let’s start at the very beginning of your journey. Where are you

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Bootstrapping with Paycheck to $15 Million from Tennessee: Gene Caballero, CEO of GreenPal (Part 6)

Sramana Mitra: How big a company do you think you can build? Obviously, you probably have a sense of the total market that you can access. What is the size of that market? Gene Caballero: The landscaping industry is about a $9 billion a year industry. Our TAM is almost limitless. In 2019, we want

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Bootstrapping with Paycheck to $15 Million from Tennessee: Gene Caballero, CEO of GreenPal (Part 5)

Sramana Mitra: Can you talk a little bit more about the Facebook outreach? What did you learn? What have you learned about doing the Facebook outreach? Whom do you target? Gene Caballero: We target landscaping professionals on a geocoding basis. We are able to get those down to about $3 or $4 a click. That

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Bootstrapping with Paycheck to $15 Million from Tennessee: Gene Caballero, CEO of GreenPal (Part 4)

Sramana Mitra: How long did it take you to reach the $1 million annual revenue level? Gene Caballero: We did that in 2015. Sramana Mitra: This is revenue – not gross merchandise value, right? Gene Caballero: Yes.

Bootstrapping with Paycheck to $15 Million from Tennessee: Gene Caballero, CEO of GreenPal (Part 3)

Sramana Mitra: How long did it take you to scrape and convince enough Craigslist lawn mowing people so that you could launch the service? Gene Caballero: It took about three weeks to a month of calling. For vendors, it’s free. There’s not any cost associated. We knew that if we were calling these professionals and

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